Woodbourne, NY Vacation Rentals

Explore 290 vacation rentals, homes, and villas in Woodbourne, NY for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Homes with Free Parking, Air Condition Homes and Pet-Friendly Homes, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $83 per night and featuring up to 14 bedrooms and 10 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

290 Vacation Rentals in Woodbourne

Catskills Home w/ Swim Spa in Loch Sheldrake!

Loch Sheldrake, NY, US
6 Bedrooms 18 Guests
Sep 14 - 16
$419 night

Welcome to 'Louis Oasis,' a 6-bedroom, 3-bathroom New York vacation rental! This cozy home away from home offers amenities inside and out, providing a fun adventure for the whole family. Fire up the gas grill or hang out on the balcony while the kids play on the swing set; then, practice your swing at Lochmor Golf Course, swim at Morningside Lake, or explore the nearby trails. After a fun-filled day, return to this Loch Sheldrake home to relax in the spacious swim spa. -- THE PROPERTY -- Backyard w/ Fire Pit & Swing Set | Gas Grill "For legal reasons, this property cannot provide propane for the grill." | Deck | Garage Game Room | Under New Ownership Bedroom 1: 2 Queen Beds | Bedroom 2: 2 Full Beds | Bedroom 3: 2 Full Beds | Bedroom 4: 2 Queen Beds | Bedroom 5: Twin Daybed w/ Twin Trundle | Bedroom 6: Twin Daybed w/ Twin Trundle | Game Room: 2 Twin Beds, 1 Twin Trundle HOME LIVING: Sectional sofa, Smart TV, patio furniture, private hot tub, washer/dryer, meditation room, games table, basketball hoopKITCHEN: Dishwasher, fridge, stove/oven, microwave, coffee maker, dining table, 2-person breakfast barGENERAL: Free WiFi, central A/C & heating, linens, towels, complimentary toiletries, hair dryer, hangers, ice maker, iron/board, trash bags, paper towelsFAQ: 2 exterior security cameras (facing out)ACCESSIBILITY: 2-story home, 18 steps requiredPARKING: Driveway (3 vehicles), RV/trailer parking allowed on-site, free street parking (first-come, first-served), the property don't provide propane for grill. -- THE LOCATION -- LOCAL HOT SPOTS: Vacation Village Homeowners (0.8 miles), Mikva Evergreen Estates (1 mile), Lochmor Golf Course (2 miles), Sullivan County Museum (3 miles), Hurleyville General Store (3 miles), Family Fun Farm (7 miles), The Kartrite Resort & Indoor Waterpark (9 miles), BeaverWood Farm (9 miles), Monticello (10 miles), Resorts World Catskills (11 miles), Museum at Bethel Woods (20 miles)OUTDOOR RECREATION: Morningside Lake Pool & Park (3 miles), Hurleyville Rail Trail (3 miles), Fallsburg Rails to Trails (6 miles), Town of Thompson Town Park (7 miles), Walnut Mountain Park (8 miles), Neversink Gorge Trails (17 miles), Forest Preserve (19 miles), Lake Superior State Park (20 miles), Forest Reserve At Smallwood (21 miles), Catskill Mountains (30 miles)NEARBY EATS: Yagdil Kosher Supermarket (5 miles), Landau's Supermarket (kosher, 6 miles), Main St Pizza (kosher, 6 miles)ARTISTIC SIGHTS: Fiber On Main (3 miles), Hurleyville Performing Arts Centre (3 miles), Gallery222 (3 miles)AIRPORT: New York Stewart Int'l Airport (52 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking- Pet friendly- No events, parties, or large gatherings- Must be at least 25 years old to book- Additional fees and taxes may apply- Photo ID may be required upon check-in- NOTE: The 2-story property requires 18 stairs to access- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located above the garage facing the driveway and camera 2 is located on the back of the house looking at the yard and exterior. The cameras do not look into any interior spaces. The cameras continuously record video and sound at all times- NOTE: The kitchen will be kosherized (cleaning of the entire kitchen)

Stunning South Fallsburg Home w/ Pool & Deck!

South Fallsburg, NY, US
4 Bedrooms 11 Guests
Sep 12 - 15
$395 night

Plan your next rejuvenating getaway to the Catskill Mountains and head to this 4-bedroom, 4-bath vacation rental home in South Fallsburg. This beautifully designed abode boasts a spacious interior, a large yard with a furnished deck and pool, and a prime location near skiing, golfing, and more to make for a fun-filled stay. Venture out to visit the Monticello Raceway or hit the slopes at Holiday Mountain Ski and Fun in the winter! Head back home for drinks shared with friends by the fire pit. -- THE PROPERTY -- 2,000 Sq Ft | Trampoline | Spacious Yard | Ample Seating Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed, Twin/Full Bed INDOOR LIVING: Smart TVs w/ cable, board games, ample seating, ceiling fans, large dining table, laptop workspace KITCHEN: Blender, coffee bar w/ complimentary coffee & tea, cooking utensils, dishware & flatware, dishwasher, ice maker, microwave, spices, toaster oven, water filter OUTDOOR LIVING: Deck, gas grill, dining area, fire pit, spacious yard area, above-ground pool, trampoline, hammock GENERAL: Free WiFi (100 Mbps), keyless entry, central heating & air conditioning, complimentary toiletries, hair dryers, hangers, in-unit laundry machines, iron/board, linens/towels, trash bags/paper towels FAQ: Steps required to access bedrooms, unfenced yard area, unfenced pool area, pet fee (paid pre-trip) PARKING: Driveway (8 vehicles) -- THE LOCATION -- THINGS TO SEE & DO: The Kartrite Resort & Indoor Waterpark (4.2 miles), Morningside Park Campground (4.3 miles), Resort Casino Catskills (5.9 miles), Holiday Mountain Ski and Fun (6.8 miles), Monticello Raceway (7.7 miles), Mountaindale Park & Campground (9.0 miles), Starlight Marina (12.6 miles), LEGOLAND (35.9 miles), Woodbury Common Premium Outlets (45.8 miles) GOLF DAYS: Tarry Brae Golf Course (2.7 miles), Lochmor Golf Course (5.4 miles), Shawangunk Country Club (16.4 miles) DAY TRIPS: Woodstock (43.9 miles), Newburgh (46.5 miles) Poughkeepsie (50.3 miles) Sleepy Hollow (80.6 miles), New York City (98.9 miles) AIRPORT: New York Stewart International Airport (43.9 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property is not fenced and wildlife may be present roaming the area. Adult supervision of children is recommended - NOTE: The lower level of the home is not available for guest use - NOTE: The property requires stairs to access the bedrooms - NOTE: Pool Opening Date: Please be advised that the swimming pool is scheduled to open for the season on July 1st. Due to the cooler climate in South Fallsburg earlier in the year, this date ensures the pool is ready and comfortable for guest use.

Hidden Ridge - Private Oasis with Pool, Hot Tub & Stunning Views

Grahamsville, NY, US
4 Bedrooms 8 Guests
Sep 21 - 23
$377 night

Discover ’Hidden Ridge,’ your dream oasis in the Catskills, a 2.5-hr drive from NYC in a tranquil town. This 4-bed, 3.5-bath retreat boasts stunning living spaces with spectacular outdoor amenities including a large heated pool, hot tub, dining and scenic views. Explore nearby towns such as Ellenville, Livingston Manor and Accord! If hiking is your thing, your minutes away from some of the best hiking in the region! Your ideal Catskills escape awaits! Welcome to your very own Catskills paradise, where nature’s beauty meets contemporary living. This custom-built 4-bedroom, 3 full bath, and 2 half bath estate beckons you to experience the ultimate in country living. With 4,500 square feet of elegantly designed space and situated on a sprawling 8-acre canvas of natural beauty, this property promises a lifestyle of sheer opulence and tranquility. As you approach, the stunning views of the Catskills Mountains will take your breath away. An outdoor world of wonder awaits as you explore the meticulously landscaped yard. A heated, fenced-in pool glistens like a sapphire jewel, inviting you for a refreshing dip on sunny days. Adjacent, a hot tub awaits, ready to soothe your cares away. The sprawling patio, adorned with outdoor dining furniture and BBQ grill, is the ideal spot for al fresco dining under the stars. Gather around the firepit with friends and family, basking in the warmth of camaraderie while being enchanted by the panoramic views. Sun loungers and casual seating offer the perfect vantage point for savoring the beauty of your surroundings. Step inside, and you’ll find an interior that’s a haven of beauty and tranquility. Large windows flood the open-plan living spaces with natural light, blurring the lines between indoor and outdoor beauty. The spacious living room beckons you with a sumptuous, oversized sectional and a flat-screen TV. Large sliding doors lead to an elevated private patio, where additional outdoor dining awaits, perfectly positioned to drink in those breathtaking vistas. For the culinary enthusiast, the gourmet kitchen is a chef’s delight, equipped with top-of-the-line appliances and cookware, including a 6-burner stove, a kitchen island, and a breakfast bar. Granite countertops and an exposed brick wall create an ambiance that’s both functional and aesthetically pleasing. The adjacent indoor dining area benefits from an abundance of natural light, and a wood-burning fireplace with a stone facade sets the scene for cozy, memorable meals. The dining area also opens onto the elevated patio, creating a seamless flow between indoor and outdoor dining experiences. For moments of intimate quality time together, a second seating room offers additional space and seating options, ensuring everyone can find their perfect spot to unwind. The large and bright main-level master bedroom is a serene retreat with a queen bed and a walk-in closet that will delight fashion enthusiasts. The ensuite bathroom boasts a double vanity, a rejuvenating shower and Jacuzzi tub, offering a spa-like experience in the comfort of your own home. Upstairs, two additional bedrooms feature a queen and a full bed, connected by a stylish Jack and Jill bathroom, ensuring comfort and convenience for all guests. The walkout basement hosts another cozy bedroom with a queen bed and a full bathroom with a shower, ensuring your guests enjoy privacy and comfort. The basement also offers a multifunctional space, with room for work and play. This dedicated working area is complete with a desk, monitor, and couch ideal for remote work or study - there is even an exercise bike to stay active! Every inch of this home has been meticulously designed with attention to detail, offering clean, bright spaces adorned with beautiful decor and aesthetics. And when you’re ready to explore, you’ll find a plethora of nearby amenities to enhance your stay. This captivating property, with its combination of breathtaking views, modern amenities, and elegant interior design, is a rare find. Stay and embrace the Catskills lifestyle in all its glory Hidden Ridge is 2.5 hours from New York City, and you’ll want a reliable vehicle to get around town. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. *Please note the pool opens from mid-to-late May until mid-to-late September. Please inquire regarding specific opening and closing dates.

Myers Ridge - Stylish Country Retreat with Pool

Neversink, NY, US
5 Bedrooms 8 Guests
Sep 13 - 15
$432 night

Welcome to Myers Ridge, a 2.5-acre haven just 2 hours from NYC! Experience modern living, outdoor entertainment, and countryside charm in this idyllic upstate retreat. Enjoy the large pool, outdoor dining, fire pit, BBQ & serene decks. Indoors, find open-plan living with a stone fireplace, gourmet kitchen, 4 bedrooms plus a children’s room and 3 full bathrooms. Nearby towns include Grahamsville (10 mins), Liberty (15 mins), & Woodbourne (15 mins), making it an ideal location for exploration. Welcome to Myers Ridge, where modern living, outdoor entertainment and countryside charm converge in this beautifully designed property. Situated on 2.5 acres of meticulously landscaped grounds, this beautiful property offers a blend of outdoor splendor and stylish indoor comfort. Outside, discover your own backyard oasis, complete with a large inground pool with sun loungers, outdoor seating and dining, an inviting fire pit, BBQ grill, and private decks— ideal settings for social gatherings or moments of peaceful relaxation amidst nature’s tranquility. Step inside to main level’s open-plan living spaces, featuring a bright and welcoming living area adorned with tall ceilings, natural wood finishes, and hardwood floors. Gather around the large stone fireplace in the cozy living space, furnished with plush couches, a flat-screen TV, record player, and piano. French doors open onto a private outdoor patio, offering expansive views of the beautiful surroundings and flooding the interior with natural light. In the large kitchen, a clean white and gray color scheme is paired with Shaker-style cabinetry, loads of quartz counters, and new appliances, creating a dream area for your culinary explorations. The kitchen seamlessly opens up to the dining area with a large dining table and glass sliding doors that lead out to the covered front porch. Enjoy seamless transition from cooking to dining while admiring the beautiful outdoors from the comfort of your home. A pop of wallpaper adds another delightful touch to the dining area. On the main level, two guest bedrooms offer a double bed and a sweet children’s room, complete with a crib and day bed and an variety of children’s books and toys. Upstairs, discover a mezzanine-style office space that leads you into the spacious master suite, complete with a full ensuite bathroom and your own private screened porch to savor panoramic views of your picturesque surroundings. For fitness enthusiasts, a private home gym on this level is equipped with weights and a rowing machine. The basement does not disappoint with another two comfortable bedrooms, each offering plush queen beds; and a second TV room for cozy movie nights. Whether you’re lounging by the poolside, entertaining under the stars, or simply unwinding in the comfort of the beautiful surroundings, this property offers a haven for all your lifestyle desires! Myer’s Ridge is just 2 hours from New York City and guests can travel around by car as it is a rural area with limited public transportation. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. *Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. There are A/C window units for the primary bedroom and the kids bedroom. License number: 11400424

Home Theater & Game Room: Home in Glen Wild!

Glen Wild, NY, US
4 Bedrooms 10 Guests
Sep 14 - 16
$425 night

Pet Friendly w/ Fee | Fireside Nights | Basketball Court | Dine on Deck Endless year-round fun awaits at this inviting vacation rental in Glen Wild! Play billiards and air hockey, watch your favorite shows in the home theater, or soak up the sun on the deck while grilling a feast. This 4-bedroom, 2-bath home also boasts a wood-burning fire pit, perfect for s'mores and stargazing! Going out? Hike along the Neversink River or test your luck at Resorts World Catskills. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 full bed, 1 bunk bed (twin/full) - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed, 1 twin bed - Bedroom 4: 1 queen bed, 1 twin bunk bed OUTDOOR LIVING  - Private pool (unheated, depth 3'-6') - Basketball court (half court) - Deck, gas grill, outdoor dining areas w/ umbrellas - Wood-burning fire pit w/ Adirondack chairs - Fenced backyard - Creek access INDOOR LIVING  - Home theater - 3 Smart TVs - Gas fireplace - Dining table - Workstation - Exercise room w/ free weights & treadmill KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster, blender - Dishware/flatware, cooking basics - Trash bags/paper towels GENERAL   - Free WiFi  - Air conditioning units in each bedroom - Linens/towels, hair dryer - Washer/dryer, laundry detergent, iron/board - Keyless entry ACCESSIBILITY - 3-story home, 2 steps to enter  - 2 bedrooms & full bathroom on main level FAQ - Pet fee (paid pre-trip) PARKING - Driveway (6 vehicles) -- THE LOCATION -- - 5 miles to Resorts World Catskills - 4 miles to Holiday Mountain - 20 miles to Bethel Woods Center for the Arts - 31 miles to LEGOLAND New York Resort - 10 miles to East Mongaup River Park - 41 miles to New York Stewart International Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 2 steps to enter. The main level offers 2 bedrooms and a full bathroom - The private outdoor pool is open seasonally from May 25th through September 5th

Creek Dips & S’mores: Catskills Gem

Phillipsport, NY, US
3 Bedrooms 8 Guests
Sep 16 - 18
$211 night

Kid Friendly | Chef’s Kitchen | NYC Day Trips Enjoy the beauty and serenity of the Catskills countryside at this 3-bed, 2.5-bath vacation rental — perfect for families and friends seeking a tranquil escape. Sip coffee on the deck, dip your toes in the creek and waterfall, play on the swingset, and share stories by the fire under the stars. Want to explore? Hike the trails at Minnewaska State Park or test your luck at Resorts World Catskills. Book your stay in peaceful Phillipsport today. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Game Room: 1 full sleeper sofa - Additional Sleeping: 2 portable cribs OUTDOOR LIVING - Furnished deck w/ table & chairs - Spacious backyard - Full playground - Fire pit w/ seating - Addt’l deck - Creek w/ natural waterfall - Custom landscaping INDOOR LIVING - Early American interior design, traditional Catskills oil paintings - 3 Smart TVs - Fireplace - Large dining room w/ 6-person dining table - Floor-to-ceiling windows - Loft w/ dedicated workspace - Game room w/ pool table KITCHEN - Refrigerator, dishwasher, stove/oven, microwave - Cooking basics, dishware & flatware - Keurig coffee maker (bring your own coffee) FAMILY-FRIENDLY AMENITIES - Box of toys for children - Baby bathtub - Baby changing pad - Baby bottle warmer - 2 portable cribs - All furniture secured & childproofed - Electrical outlets covered GENERAL - Free WiFi - Central A/C & heating - Washer & dryer - Linens, towels, complimentary toiletries - Hair dryer - Iron/board FAQ - 2 exterior security cameras (facing out) - 2 garage security cameras monitoring the parking area - Hot tub (under repair) ACCESSIBILITY - Small step required to enter - Interior stairs between floors - Multi-level home w/ stair access required for full use PARKING - Driveway (2 vehicles) - EV charger available -- THE LOCATION -- - Peaceful wooded area near trails, restaurants, shops & yoga center - 11 miles to Basha Kill Wildlife Refuge - 16 miles to Resorts World Catskills - 17 miles to Minnewaska State Park Preserve - 20 miles to Monticello Raceway - 37 miles to Stewart Int'l Airport - 90 miles to New York City -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This multi-level home requires a small step to enter and interior staircases for full access - Your safety matters. This property features 2 exterior security cameras located in front of the house facing out. The cameras do not look into interior spaces. The cameras record video while guests are in residence. This property also includes 2 garage security cameras that monitor the parking area. Security cameras are installed for guest safety and do not monitor interior spaces - The hot tub is under repair and not available for guest use - This property sleeps 6 guests in 3 traditional beds, with room for 8 guests total by using the full sleeper sofa. Additionally, 2 provided portable cribs can comfortably accommodate babies or toddlers

Hidden Pond -7 Acres with Swimmable Pond, Hot Tub & Creek

Napanoch, NY, US
3 Bedrooms 7 Guests
Sep 14 - 16
$372 night

Hidden Pond is a one-stop nature retreat on the serene Roundout Reservoir in Catskill Park—just 1.5 hrs from the GWB in NYC! This 3 bed, 2 bath A-frame cedar cabin sits on 7 private acres. Wake to birdsong, enjoy a swimmable 17ft pond, hot tub, meandering creek, hiking trails, disc golf, yard games, woodstove, firepit, SONOS speakers & 100 acres of public woodland Explore the region’s best hiking & dining at Minnewaska State Park, Sam’s Point, Peekamoose Blue Hole, and more in nearby towns Bald eagles graze the skies above the mesmerizing Rondout Reservoir, whose scenic views line the country road leading to your aptly named property. Tucked behind tall pines and up a winding driveway, Hidden Pond is a private oasis that will quickly feel like home. Enjoy the spoils of the peacefulness near the reservoir, while also being in close proximity to some of the most exciting businesses in the region. The floor-to-ceiling windows really bring the outside into this cabin. Having an open floor plan with cathedral ceilings and a spacious deck just beyond the living room make this an inviting environment for groups. A large sectional sofa faces the wood stove, woodland views, and smart TV for a combination of ultimate leisure. The downstairs closet is full of board games that will entertain the whole family. Full kitchen amenities include a gas range, dishwasher, and microwave for easy at-home cooking, and a midcentury style dining table with room to seat six. Behind the open living arrangement, the first floor also offers a Queen size bedroom and Bunk (Twin/Full with Twin Trundle) bedroom that both share a full bathroom with a roomy walk-in shower. A King size room is upstairs on the second floor with an ensuite bathroom that features a modern soaking tub, and a work-from-home space overlooking the private, peaceful outdoors. With 7 private acres to explore, the outdoor space alone can bring all your upstate dreams to life. A swimmable freshwater pond that is 17 feet deep will help you refresh after sunbathing on the deck’s chaise lounge chairs. Take a cat nap in the hammocks near the pond or creek, enjoy a relaxing soak in the hot tub or cool off with a book beneath the freestanding umbrella. There are multiple seating arrangements outside including a dining area for six, and a smaller bistro table for two. Al fresco dining during warmer months is hard to pass up with a gas grill available for cooking, and an outdoor cooler to keep food and drink within easy access. An assortment of outdoor games ensures lots of fun for everyone! Nestled between the trees beside the pond is a large fire pit where your group can end the day together having s’mores and a nightcap under clear, starry skies. The gentle sounds of a neighboring creek will lull you to sleep when it’s time to turn in. Whether it’s a quick weekend trip or something much longer, you’ll all leave Hidden Pond completely rejuvenated. If you’re looking to explore the region, some of the best destinations are in Accord (25 minutes away) and Kerhonkson (20 minutes) - we highly recommend Westwind Orchard, Arrowood Farms or Rough Cut Brewing. If outdoors activities are more your speed, Minnewaska State Park (20 minutes) and the lovely Red Hill Fire Tower (15 minutes) are right around the corner! Newly added Outdoor Games: • Cornhole • Giant Jenga • Giant Connect 4 • Ladder Game • Croquet • Paddle ball • Frisbees • 5 Disc Golf Basket Course • Assorted Discs • Various kids games On-site Amenities: • A Swimmable 17ft deep Pond • Creek that runs along the entire property • Marked private Hiking trails to explore • 6-Seater Premium Hottub with Lounge • 5 Disc Golf Baskets w/Discs • All the Outdoor Yard Games you could want • Woodstove and Outdoor Firepit • SONOS speakers to enjoy your favorite music • Surrounded on 3 sides by 100 acres of public woodland to explore Hidden Pond is 2 hours from New York City, and while you’ll definitely want a car to get enjoy the region. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. There is plenty of parking on the premises.2 Cooling: There is are two split units - one in the main living and dining area, and one in the primary bedroom. We also have portable window ac units to keep cool. This home does not have central AC. Additional sleeping arrangements for a maximum of 10 guests. - Daybed in Bedroom 1 (+1 guest) - Twin Trundle in Bedroom 3 (+1 guest) - Sectional Sofa (+2 guests) License number: 10864

Modern Hideaway w/ Deck + State Forest Access

Parksville, NY, US
3 Bedrooms 6 Guests
Oct 4 - 6
$232 night

Fall in love with the beauty of the Catskill Mountains at this sun-drenched 3-bedroom, 2-bath vacation rental cabin. This upscale gem is the ideal spot for a family or group, boasting a newly renovated interior with high-end amenities as well as over 3 acres of land, a wraparound deck, a fire pit, and access to the Willowemoc State Forest’s 40 miles of trails. Try your luck at trout fishing, hiking trails, or perusing the local shops, cafes, and breweries located in Livingston Manor. -- THE PROPERTY -- Fire Pit (Wood Provided) | Acess Willowemoc Wild Forest From Property | Dog Friendly w/ Fee | On 2.4 Acres Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds (Convert to King) w/ Dedicated Workspace | Additional Sleeping: Queen Air Mattress OUTDOOR LIVING: Wraparound deck w/ dining table, furnished screened porch, screened gazebo, hammock, dog run, 3+ acres of backyard/woods, marshmallow roasting sticks, blueberry bushes & apple trees, access to Willowemoc State Forest INDOOR LIVING: 65" 4K Smart TV (HBO Max, Hulu, Amazon Prime, Netflix, & more), 6-person dining table, record player, wood-burning stove (wood provided), vaulted ceilings w/ skylights, floor-to-ceiling windows, board games KITCHEN: Fully equipped, stainless steel appliances, farmhouse sink, dishwasher, dishware/flatware, toaster, breakfast bar w/ seating, Bertazzoni gas range, Nespresso espresso/coffee maker w/ milk steamer, french press, microwave, pots/pans/bakeware GENERAL: Free high-speed WiFi (200 Mbps), washer/dryer (laundry detergent pods provided), linens/towels, heating, complimentary toiletries (shampoo, conditioner, & body wash), ceiling fans, self-check-in FAQ: 2 steps required for access, pets fee (paid pre-arrival), Ring protect & security (no cameras), no A/C PARKING: Driveway (3 vehicles), RV + street parking -- THE LOCATION -- HIKING: Willowemoc Wild Forest (access on-site), Walnut Mountain Park (10.3 miles), Swan Lake Park (12.9 miles), Sundown Wild Forest (20.6 miles), Lake Superior State Park (25.3 miles), Sam's Point Area of Minnewaska State Park Preserve (30.1 miles), Balsam Lake Mountain Wild Forest (32.4 miles) SKIING: Belleayre Mountain Ski Center (33.3 miles), Ski Big Bear at Masthope Mountain (47.0 miles), Windham Mountain (52.1 miles) LIVINGSTON MANOR (~10.0 miles): Local breweries, boutiques, cafes, restaurants, parks, hiking trails AREA ATTRACTIONS: Neversink Reservoir (3.9 miles), Historic Site of the 1969 Woodstock Festival at Bethel Woods (20.1 miles), Resorts World Catskills (20.7 miles), Stone Arch Bridge Historical Park (21.5 miles) FISHING / KAYAKING: Kayak, boat or fish on Neversink Reservoir (part of NYC’s reservoir system). Kayaks can be rented from Bradley’s AIRPORT: New York Stewart International Airport (64.4 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking within 20 feet of property. Smoking is permitted in the designated smoking areas: fire pit, gazebo, and 20 feet away from main house - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property sleeps 6 guests in 4 beds, with room for 8 total using the queen air mattress - NOTE: The property does not offer A/C - NOTE: This property runs on a septic system, thus it is critical no items (feminine products, floss, food, toys, etc) other than toilet paper be flushed down the toilet Licence number: RT 08951221

Creekside Catskills Retreat: Deck, BBQ, & Firepit

Parksville, NY, US
4 Bedrooms 8 Guests
Sep 12 - 14
$288 night

Stream Views | Large Multi-Level Covered Deck w/ BBQ | Fire Pit | 6 Mi to Livingston Manor Escape to the Catskills at 'Deer View Manor' — a Parksville vacation rental featuring a spacious yard with frequent deer sightings. Spend quiet mornings casting a line at Neversink Reservoir, exploring top regional fly-fishing spots, or hiking scenic mountain trails. Following outdoor adventures, gather on the furnished deck to stargaze under a clear sky. Secure your peaceful retreat today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds INDOOR LIVING - 4 Smart TVs, dining table - Books, board games - Vinyl record player, CD player, AM/FM radio OUTDOOR LIVING - Large multi-level deck, outdoor seating area - Gas grill (propane provided) - Covered pergola - Spacious yard w/ apple trees, yard games, Giant Connect 4 - Wood-burning fire pit, stream view KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics, spices - Keurig & drip coffee makers (coffee & sugar provided) - Air fryer, blender, microwave, toaster GENERAL - Free WiFi - Keyless entry - Central heating, window A/C units, portable A/C unit - Linens/towels, iron/board - Trash bags, paper towels - Hair dryer, complimentary toiletries FAQ - Outside quiet hours (8:00 PM-8:00 AM) - Property my not be suitable for young children - 5 exterior security cameras (facing out) - Pool unavailable - No washer and dryer ACCESSIBILITY - Single-story home, 5 exterior & 8 interior steps to enter PARKING - Driveway (6 vehicles) - No EV charging at property -- THE LOCATION -- - 5 miles to Liberty - Liberty Heights Trampoline and Adventure Park, antique shops, restaurants, Hanofee Park w/ lake - 6 miles to Bethel - Historic Site of the 1969 Woodstock Festival, Bethel Woods Center For the Arts: museum & concerts - 6 miles to Livingston Manor - breweries, restaurants, boutiques, hiking trails, ice cream, antique shops - 6 miles to Neversink Reservoir - boating, kayaking, fishing - 6 miles to Loch Sheldrake - boat rentals, restaurants - 7 miles to Morningside Park/Fallsburg: ball fields, bathhouse, boat docks, camping, fishing, hiking, cafe, picnic areas, playground, pool, rowboats - 12 miles to Callicoon - restaurants, movie theater, breweries, creamery - 13 miles to Monticello - Resorts World Casino, Monticello Raceway, Kartrite Resort & Indoor Waterpark, Starlight Marina - 15 miles to Roscoe 'Trout Town, USA' - 60 miles to New York Stewart Int'l Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID will be required upon check-in ADDITIONAL INFORMATION - Please observe outside quiet hours (deck, yard, etc) from 8:00 PM to 8:00 AM - This property is not childproofed and may not be suitable for young children - Your safety matters. This property features 5 exterior security cameras: 1 camera is next to the front door facing the front entry area, 1 camera is on the front of the property facing the front yard, 1 camera is on the side of the house facing out, 1 camera is on the back of the property facing the backyard, and 1 camera is next to the side door facing the basement entry area. These cameras are outward facing and record sound and video when activated by motion while guests are in residence - The basement is not accessible to guests - This single-story home requires 5 exterior and 8 interior steps to enter - The pool is not available for guest use - While there are A/C units located in all bedrooms, the living room does not have air conditioning - Electric vehicles are not allowed to be charged at the property

The Homestead Main House - Lakefront Fun - Sleeps 22!

Kauneonga Lake, NY, US
11 Bedrooms 22 Guests
Sep 28 - 30
$1,599 night

The Homestead is a sprawling, renovated home on White Lake, available for large family gatherings and corporate retreats utilizing the Main House with its 11 bedrooms to accommodate up to 22 guests comfortably. Tastefully-appointed, with lake views from most rooms in the house, this special waterfront property offers comfort and relaxation, convenient to myriad amenities in this pretty part of The Catskills, just 1hr 45mins from the George Washington Bridge. The northern area along White Lake, the deepest lake in Sullivan County, is called Kauneonga Lake. Guests can enjoy fishing, swimming, kayaking and taking in the dramatic sunsets that color the sky directly across the lake. The water is about chest-deep at the end of the dock, but then gets much deeper, and there is a float to swim out to. A kayak and water toys are included in the rental, but guests are also invited to bring their own boats to dock at the house. The owner’s motorboat is docked at the house, though we kindly ask that this remain off limits to guests. The heart of the Main House is a bright and appealing open plan space that includes the modern kitchen, with its miles of granite countertops, two sinks, two dishwashers, and a breakfast bar; a lounge with comfy sectional that faces an elegant stone fireplace; and another seating area around the media center, for relaxed cable TV and movie viewing. Light streams through the three sets of sliding doors that open onto the extensive wraparound deck and offer lake views. Off this Great Room, a corridor leads to the 11 bedrooms, five of which open onto the deck, and seven of which are either en suite or with a jack-and-jill bathroom. At the far end of the house, upstairs, are two bedrooms, one bath, that could suit a family quite well, with one bedroom featuring two twins and a day bed, the other a queen, and the shared bath has a tub/shower. There is a butler’s pantry that’s really another room, off the other side of the Great Room, which includes another refrigerator, sink and storage. This is part of a breezeway that connects the Main House with The Cottage, via a door in that room that is locked when not in use. The kitchen has a center island with breakfast bar and the usual appliances. A separate dining room faces the front of the building, which enjoys wonderful sunlight at breakfast time. The three bedrooms are upstairs, with a king bed in the master, and a private bathroom with a shower. The other two bedrooms (two twins and a queen), share a bathroom that has a tub/shower. The hamlet of Kauneonga Lake, a three minute walk from the house, buzzes most of the year with restaurants, a bakery and a couple of shops. A short drive will take you to Bethel Woods Center for the Arts, which is the jewel in the crown of Sullivan County, boasting an impressive concert line-up in summer, and several fairs and festivals during the autumn. This listing is to book the Main House only. Let us know if you are interested in booking the full property which also includes the 3Bed/ 1.5Bath Guest Cottage. A/C: There are two window units are located in the upstairs bedrooms, plus a hybrid heating/cooling system in the great room. Ceiling fans are also available in the bedrooms for added comfort. *Please note: Dock use is seasonal. The dock is taken out of the water early Fall and put back in late Spring. Please inquire about dock availability for further details. License number: 0547113

The Homestead Full - Lakefront Fun - Sleeps 28

Kauneonga Lake, NY, US
14 Bedrooms 28 Guests
Sep 28 - 30
$2,171 night

The Homestead, a sprawling renovated home on White Lake, welcomes large family gatherings and corporate retreats. With 11 bedrooms in the Main House and an additional 3-bedroom cottage, it comfortably hosts up to 28 guests. Enjoy tasteful décor and stunning lake views from most rooms, promising relaxation amidst The Catskills’ beauty. Just 1hr 45mins from the George Washington Bridge, and close to a myriad of amenities! The northern area along White Lake, the deepest lake in Sullivan County, is called Kauneonga Lake. Guests can enjoy fishing, swimming, kayaking and taking in the dramatic sunsets that color the sky directly across the lake. The water is about chest-deep at the end of the dock, but then gets much deeper, and there is a float to swim out to. A kayak and water toys are included in the rental, but guests are also invited to bring their own boats to dock at the house. The owner’s motorboat is docked at the house, though we kindly ask that this remain off limits to guests. The heart of the Main House is a bright and appealing open plan space that includes the modern kitchen, with its miles of granite countertops, two sinks, two dishwashers, and a breakfast bar; a lounge with comfy sectional that faces an elegant stone fireplace; and another seating area around the media center, for relaxed cable TV and movie viewing. Light streams through the three sets of sliding doors that open onto the extensive wraparound deck and offer lake views. Off this Great Room, a corridor leads to the 11 bedrooms, five of which open onto the deck, and seven of which are either en suite or with a jack-and-jill bathroom. At the far end of the house, upstairs, are two bedrooms, one bath, that could suit a family quite well, with one bedroom featuring two twins and a day bed, the other a queen, and the shared bath has a tub/shower. There is a butler’s pantry that’s really another room, off the other side of the Great Room. This is part of a breezeway that connects the Main House with The Cottage, via a door in that room that is locked when not in use. The Cottage has a cozy feel, with its floral prints and country style. Deep, comfortable seating in the living room, which has two large bay windows looking out onto the deck, is arranged near the wood stove, creating an appealing spot year-round. The kitchen has a center island with breakfast bar and the usual appliances. A separate dining room faces the front of the building, which enjoys wonderful sunlight at breakfast time. The three bedrooms are upstairs, with a king bed in the master, and a private bathroom with a shower. The other two bedrooms (two twins and a queen), share a bathroom that has a tub/shower. The hamlet of Kauneonga Lake, a three minute walk from the house, buzzes most of the year with restaurants, a bakery and a couple of shops. A short drive will take you to Bethel Woods Center for the Arts, which is the jewel in the crown of Sullivan County, boasting an impressive concert line-up in summer, and several fairs and festivals during the autumn. *Please note: Dock use is seasonal. The dock is taken out of the water early Fall and put back in late Spring. Please inquire about dock availability for further details. A/C: The Main House features a hybrid heating/cooling system in the great room, plus window AC units in each upstairs bedroom. Ceiling fans are also available throughout the bedrooms for added comfort. The Cottage has a window AC unit in the main bedroom. License number: 0547113

Hike & Explore! Nature-Centric Hudson Valley Home

Napanoch, NY, US
3 Bedrooms 12 Guests
Sep 13 - 15
$322 night

Scenic Views | Kid-Friendly Bedroom | Cozy Fireplace Enjoy a peaceful getaway at this 3-bedroom, 2-bath home tucked into the countryside. Spend your days hiking and biking in Minnewaska State Park Preserve, exploring Sam’s Point, or tubing and swimming nearby lakes and rivers. With room to gather and easy access to the Hudson Valley’s best outdoor adventures, this Napanoch vacation rental is made for fresh air, open space, and memories worth keeping — start planning your family trip today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed, 1 twin sleeper sofa - Bedroom 2: 1 full bed - Bedroom 3: 2 twin bunk beds w/ 1 twin trundle bed - Living Room: 1 queen sleeper sofa MAIN FEATURES - Furnished deck w/ gas grill - Wood-burning fireplace (starter wood provided) - Trampoline - Smart TVs w/ cable - Jetted bathtub - Dining table & breakfast bar - Private yard (unfenced) - Fire pit KITCHEN  - Granite countertops, stainless steel sink - Stove/oven, refrigerator, dishwasher - Microwave, toaster oven, toaster - Keurig & espresso machine (starter coffee provided) - Ice maker, cooking basics - Dishware/flatware - Trash bags & paper towels GENERAL  - Free WiFi - Washer/dryer (starter detergent provided) - Central A/C & heating, ceiling fans - Linens/towels, complimentary toiletries FAQ - 7 exterior security cameras (facing out) ACCESSIBILITY - Single-story home, 5 steps to enter PARKING - Driveway (6 vehicles) -- THE LOCATION -- - Peaceful Catskill setting near top-rated Hudson Valley hikes & attractions - 2 miles to Walmart Supercenter - 3-4 miles to Ellenville - 4 miles to Lippman Park - 9 miles to Sam's Point Area of Minnewaska State Park Preserve - 17 miles to Verkeerder Kill Falls - 21 miles to Angry Orchard Cider House - 34 miles to LEGOLAND New York Resort - 34 miles to Bethel Woods Center for the Arts - 48 miles to Hunter Mountain & 61 miles to Windham Mountain - 32 miles to New York Stewart Int'l Airport -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - Must be at least 25 years old to book - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 5 steps to enter - Your safety matters. This property features 7 exterior security cameras: 1 camera is located on the shed facing out, 1 camera is on the barn facing out, 2 cameras are on the front door facing out, 1 camera is on the back door facing out, 1 camera is on the back of the house facing the deck, and 1 camera is on the side of the house facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion -Audible bear deterrent device in use (emits barking sounds)

Brookside Manor - Elegance near Livingston Manor

Livingston Manor, NY, US
4 Bedrooms 7 Guests
Sep 28 - 30
$359 night

Brookside Manor is an elegant country escape in the heart of the Catskills, located 2 hours from NYC. Set on 8 acres with open meadows and babbling brooks, this home has 4 bedrooms and 2 full baths. Amenities include a heated swimming pool, fireplace, firepit, outdoor dining, and access to the best hiking and dining in the region. Livingston Manor and Jeffersonville are both under 10 minutes away. With Brookside Manor’s light-filled rooms, and almost 8 acres of prime, stream-front land, there’s plenty of room to relax and explore. As easy as it is to get lost in the allure of the bucolic setting — an expansive lush, green lawn, with spots of thick moss, a lovely bluestone patio for outdoor dining, a beautiful salt-water pool with a sundeck, a charming campfire circle surrounded by Adirondack chairs, a rolling brook through the entire length of the backyard, ripe apples and pears from mature fruit trees — the house itself really is the main attraction. A semi-circular paved driveway leads behind the house, and passes under a covered portico along the side. The newly renovated kitchen features a custom Sub-Zero refrigerator, a stunning Bertazzoni oven, substantial workspace and beautiful black soapstone counters. Just off the kitchen, through an arched doorway, is a little breakfast nook with windows through which you’ll find yourself birdwatching over coffee, while there’s a large dining room just around the corner featuring a century-old farm table from Spain. Enjoy the views from the calming but cheerful sunroom, a wonderful hang-out spot. A generous stone fireplace anchors the far end of the living room. Original old-growth heart pine woodwork, and aged oak floors have been lovingly cared for over the years, and provide a warm counterpoint to the white stucco walls throughout the house. Along the back hallway you’ll find a large, full bathroom with a bathtub and walk-in shower, as well as a cozy den with an Apple TV and full sized futon available for additional sleeping accommodations. Upstairs is the master bedroom, a queen, next to which is a shared bathroom. A glass shower occupies the center of the bathroom, around which is a luxurious soaking tub and a dressing area. Further down the hall are three more bedrooms: two are full-sized, and the smaller room has a twin bed. All of the house’s closets are lined in cedar. Throughout, the house has a serene feeling, a relaxing but modern tone, punctuated by carefully selected art and furniture pieces. On the property, you will find 10 massive spruce trees and an abundance of apple and pear trees and blackberry bushes. Stone trails throughout the property lead to the brook for easy access. The brook itself is enchanting, and the main reason the owners purchased the property, with large swaths of natural rock formations for sunbathing, wading and simply enjoying the sound of the water, which can be heard throughout the property. Perfectly situated, this property is ideal for exploring nearby country towns, including Livingston Manor, Jeffersonville, Narrowsburg, and Callicoon. Whether you enjoy antiquing, restaurants, hiking or other outdoor activities, there is plenty to do. The delightful farmhouse was built by the Menges family in 1930, when they housed a few guests and ran a small farm to supply fresh vegetables, fruit and dairy to the resort they owned at the top of the hill in Shandelee. Brookside Manor is less than two hours from New York City, and while you’ll definitely want a car to get there and around the area, there is also a Short Line bus to the city from Monticello, about 20 minutes away. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. Note: This home is not equipped with air conditioning. Fans are provided in each bedroom for your comfort. *Please note the pool opens from mid-to-late May until mid-to-late September. Please inquire regarding specific opening and closing dates. License number: 07180919

Woodlands - Peaceful & Charming Catskills Escape

Claryville, NY, US
3 Bedrooms 6 Guests
Sep 14 - 16
$170 night

Woodlands is blissfully peaceful cabin with an emphasis on nature in the heart of the Catskills, located 2.5 hours from NYC. Set on 5+ private acres surrounded by woodland, the cabin has 3 bedrooms and 2 full baths. Amenities include a a firepit, BBQ, and access to the best hiking and dining in the region. Red Hill Fire Tower is under 10 minutes away! Relax and unwind at this peaceful place to stay! Woodlands is a cabin tucked into the treetops, specializing in that all-too-elusive peace and quiet. In spring, summer and fall the spacious wraparound deck is the center of activity...and of tranquility, whichever is your thing. And then, of course, there are wonderful barbecues culminating with chats by the fire pit continuing on into the night. Kids will revel in the adorable “Children’s House”, a playhouse scaled to kids’ size, complete with furniture and loft. Perched on an incline, you can gaze out into the lush woods, listen to birds, perhaps the relaxing sound of the seasonal stream that runs alongside the house, or sometimes hear only the rustling of the leaves. Inside, there is a TV located in the living room, and internet so guests can stay wired (you’d rather be hiking anyway, right?). And there are loads of games if the weather doesn’t cooperate. The master bedroom is downstairs, just off the kitchen, and has its own entrance to the downstairs bathroom. Upstairs are two small bedrooms accessible by spiral staircase, but it should be noted that the ceiling slants and therefore full standing area is limited at the sides of the rooms. There are full beds in each of those bedrooms. Claryville is a cozy mountain hamlet, with the Red Hill Fire Tower and the local swimming hole, just a couple miles away. There are wonderful State hiking trails too, like Slide Mountain. Woodlands is 2.5 hours from New York City. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. ** NOTE: The house does not have air conditioning. Fans are available for the bedrooms. No power generator License number: 1263

Tranquil Catskills Home w/ Creek & Fire Pits

Parksville, NY, US
2 Bedrooms 6 Guests
Sep 12 - 14
$180 night

Quiet Wooded Setting | Patio w/ Grills & Dining Set | Babbling Creek On-Site Reel in the perfect getaway at this Parksville vacation rental! The home provides a tranquil sanctuary to unwind between adventures, with modern comforts and an expansive outdoor setting featuring a small creek and fire pits. After a legendary day of fishing in Trout Town, grill up your fresh catch and enjoy a meal on the patio as the sun goes down. Don’t let this one get away — secure your Catskills stay now! -- THE PROPERTY -- OUTDOOR LIVING - Deck w/ porch swing - Patio w/ dining set - Blackstone gas grill & griddle combo - Portable charcoal grill - Gas fire pit table, wood-burning fire pit - Spacious yard - Creek w/ small bridge INDOOR LIVING - Flat-screen TVs - Board games, books - Electric fireplace (bedroom 1) - Wood-burning stove, pellet stove - Dining table - Clawfoot tub, walk-in shower - Den w/ 1 floor mattress KITCHEN - Stove/oven, refrigerator, dishwasher - Cooking basics, dishware/flatware - Drip coffee maker (coffee provided) - Microwave, toaster, blender, ice maker, spices ACCESSIBILITY - 2-story home, exterior steps to enter - All bedrooms & bathrooms on 2nd floor PARKING - Driveway (3 vehicles) -- THE LOCATION -- - 5 miles to Arthur’s Acres Animal Sanctuary - 6 miles to Livingston Manor & 12 miles to Roscoe (known as the ‘Trout Towns’) - 8 miles to Willowemoc Creek & Catskill Fly Fishing Center & Museum - 12 miles to Riverside Park (Beaverkill River access) - 16 miles to Bethel Woods Center for the Arts - 20 miles to Resorts World Catskills & The Kartrite Resort & Indoor Waterpark - 27 miles to Neversink River Unique Area: public fishing access, hiking trails, waterfalls -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes, max 1 pet) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires exterior steps to enter and an interior staircase to access all bedrooms and bathrooms on the 2nd floor - This property sleeps 4 guests in 2 beds, with room for 6 total by using the floor mattress - This property may not be suitable for young children due to the unfenced creek area SECURITY CAMERA INFORMATION - 2 exterior devices - Location: front & back doors - Coverage: entry

Spirit Cabin - Lakefront with Pool, Sauna & Cold Plunge

Forestburgh, NY, US
3 Bedrooms 7 Guests
Sep 15 - 17
$742 night

Escape to this elegant 3-bed, 3-bath modern lakefront cabin in Forestburgh—just 2 hrs from NYC. Discover this breathtaking home set on 5 lakefront acres. Immerse yourself in limitless enjoyment with amenities both indoors and out. Enjoy the heated pool, hot tub, sauna, *new cold plunge, and firepit. Experience water sports on the lake with provided equipment. Perfect for relaxation and adventure! Explore Nearby towns of Livingston Manor and Narrowsburg. Welcome to your exquisite contemporary cabin retreat nestled on 5 acres of picturesque land in Forestburgh, NY. This meticulously designed property offers a stunning getaway with an array of exceptional amenities. Opulent outdoor entertaining spaces and welcoming indoor areas, this sanctuary offers boundless enjoyment for those who appreciate the great outdoors as well as indoor comforts. Step inside the open plan living area, adorned with large floor-to-ceiling glass doors and open directly onto the large deck, bringing the beauty of the outdoors inside and bathing the space in natural light. The modern and sleek design creates a warm and inviting ambiance. Relax on the large sofa in the living room, enjoy the flat-screen TV, or cozy up by the fireplace. The open-plan kitchen is designed to be the heart of culinary delights and social gatherings. This kitchen is fully equipped with a bright and spacious layout, perfect for hosting memorable dinners with family and friends. Three well-appointed bedrooms provide peaceful retreats for every guest. The master bedroom features an ensuite bathroom, a king bed, a flat-screen TV, and large glass doors that open directly onto the deck. The ensuite boasts gorgeous floor-to-ceiling marbled tiles, a large soaking tub, and a walk-in shower. The second bedroom, designed for kids, offers two bunk beds, with 3 twin beds available, and includes an ensuite with a bathtub and shower. The third guest bedroom provides a king bed and a semi-ensuite bathroom with a curbless shower featuring a rain head and hand shower. Memory foam mattresses and Sferra luxury linens ensure a restful night’s sleep. Guests are sure to be captivated by the stunning array of outdoor activities available. The outdoor entertainment area beckons with a large saltwater pool, complete with long bench seating for leisurely swims. The spacious deck is adorned with sun loungers, outdoor dining & BBQ, and an 8-person hot tub, creating the ultimate relaxation experience. Enjoy a rejuvenating experience in the barrel sauna, and with the addition of the new cold plunge (not usable in the winter months), you can fully embrace the Nordic cycle, reaping its numerous health benefits for body and mind. Embrace the tranquility of nature with hammocks that provide another serene escape. The 5-acre bass-stocked lake awaits fishing enthusiasts, offering a variety of equipment such as children’s and adults’ life vests, fishing rods, bait, and tackle. Explore the lake further with the Old Town canoe, perfect for two adults and two kids, or glide along on the kayak and stand-up paddleboard. For a leisurely ride, grab a floating tube and enjoy relaxing on the water. The lake is about 30-40 yards away from the house itself. Outdoor movie nights come to life with the large projector screen, easily assembled for your convenience. Sink into the air sofas, enjoying a cozy cinematic experience under the stars. Pamper yourself with the outdoor shower’s hot water, rain shower, body sprayers, handheld shower, and foot washer. Engage in friendly competitions with the Bocce ball court and Cornhole area, providing endless hours of entertainment. Unwind with morning asana yoga on the over 700 square feet of wood deck space facing the enchanting east. Multiple peaceful outdoor seating areas and zones invite you to immerse yourself in nature’s beauty. For those seeking an active lifestyle, the pool shed features a CrossFit-style weightlifting gym with a squat rack, free weights, and yoga mats. This contemporary modern cabin in Forestburgh, NY offers a remarkable blend of luxury, comfort, and natural beauty. With its stunning outdoor activities, lavish amenities, and breathtaking surroundings, guests will never want to leave the home. Whether you seek relaxation, outdoor adventures, or memorable gatherings, this property promises an unforgettable retreat. Spirit Cabin is just over two hours from New York City, and you’ll definitely want a car to get there and to explore around the area. However, there are multiple busses and trains from NYC that drop you 15 minutes away in Monticello and Ubers can be taken to the house from there. *Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.

Nature’s Edge - Serene, Modern Cabin with Firepit & Pond

Livingston Manor, NY, US
3 Bedrooms 6 Guests
Sep 12 - 14
$335 night

Welcome to Nature’s Edge, a beautiful modern cabin designed to take full advantage of its stunning surroundings. On a quiet road inside the Willowemoc Wild Forest just 15 mins outside of Livingston Manor, and only 2.5 hrs from NYC. This 3-Bed/ 2 Bath retreat features large windows and abundant natural light, a cozy woodstove, a, primary ensuite with large soaking tub, a wrapping deck, firepit, private pond & serene surroundings. Nearby towns: Livingston Manor (15 mins), Roscoe (15 mins) Nature’s Edge is designed to invite the outdoors in at every angle, with elegant interiors to ensure comfort and serenity. Cathedral ceilings, expansive windows, and doors create airy and spacious interiors flooded with natural light, effortlessly blending modern, sleek decor with the captivating outdoor landscape. Through the front door, you’ll find an entry hall with a double closet for tidily storing your jackets and shoes before entering the spacious modern kitchen. Custom black cabinetry is complemented with white marbled quartz counters and brass hardware. Open upper shelving directs the eyes upwards to the cathedral ceilings and large windows. Black stainless appliances and fixtures keep everything feeling clean and cohesive. A generous island provides extra storage and a convenient breakfast bar. The dining area is bathed in light from the extensive large windows, adjacent to both sliding doors onto the wraparound deck and the cozy reading nook with a wood-burning stove. No matter the season, your views from the dining table promise to be superb. The spacious living area once again revolves around the gorgeous scenery, offering plenty of room for gathering with friends and family. The wall of oversized windows and high ceilings keep this space bathed in natural light throughout the day. Each of the three bedrooms features sliding glass doors that frame picturesque views like artwork and open directly onto the expansive deck, offering seamless access to the tranquil outdoor oasis of this home. The primary suite features a king bed and ensuite bath with a walk-in shower and large soaking tub. Bedroom 2 includes a queen bed and a convenient workspace, while Bedroom 3 offers a comfortable double bed. An additional tiled bath with a walk-in shower and a convenient laundry room complete the indoor spaces. Outside, a serene sanctuary awaits. An expansive wraparound deck offers an idyllic setting for outdoor cooking, dining, and lounging, all framed by the picturesque view of your private pond (not swimmable). Enjoy al fresco meals surrounded by nature’s beauty and spend evenings around the firepit, perfect for stargazing and sharing stories. Nearby, explore favorite hikes like Frick Pond and Hodge Pond. At Nature’s Edge, immerse yourself in the seamless blend of modern design and serene surroundings. This countryside home provides a living experience where nature takes center stage. Whether you’re dining on the deck beneath starlit skies, gathering around the firepit, or enjoying picturesque views from every room, you are sure to create unforgettable moments with loved ones, finding peace and inspiration at every turn! Nature’s Edge is just 2.5 hours from New York City, and you’ll definitely want a car to get there and around the area. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.

Lakefront Catskills Container Home: Private Lake

Kauneonga Lake, NY, US
3 Bedrooms 8 Guests
Sep 14 - 16
$418 night

Enjoy a cozy lakeside retreat among the Catskill Mountains at this Swan Lake vacation rental. This new custom-built 3-bedroom, 2-bath container home sits on more than 100 private acres with a 10-acre lake and tons of ways to enjoy the outdoors, like a dock, kayaks and canoes, and fire pits. Fish off of the dock, head out for a peaceful ride on the water, then relax by the fireplace inside. If you’re looking to explore, take a trip to nearby Bethel Woods to learn about the history of Woodstock! -- THE PROPERTY -- Dock | Fire Pit | Deck | Electric Fireplace | 1,000 Sq Ft Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Living Room: Full Sleeper Sofa HOME LIVING: Smart TVs, stereo, iPod dock, Bluetooth sound bar, board games, dining table, private yard, kayaks & canoes KITCHEN: Cooking basics, dishware/flatware, dishwasher, refrigerator, stove, microwave, coffee maker, ice trays, water filter GENERAL: Free WiFi, keyless entry, central heating & air conditioning, ceiling fans, linens/towels, washer/dryer, trash bags/paper towels FAQ: 2 steps required to access, single-story home, 1 exterior security camera (facing entry) PARKING: Gravel driveway (4 vehicles) -- THE LOCATION -- OUTDOOR ADVENTURES: Private lake access (on-site), Kauneonga Lake (1 mile), Lake Superior State Park (7 miles), Holiday Mountain Ski & Fun Park (15 miles), Upper Delaware Scenic and Recreational River (19 miles) LOCAL FUN: Bethel Motor Speedway (0.6 miles), Monticello Raceway (9 miles), Resorts World Catskills (14 miles), The Kartrite Resort & Indoor Waterpark (14 miles) WOODSTOCK (4-5 miles): Museum At Bethel Woods, Bethel Woods Center for the Arts, Woodstock Monument AIRPORT: New York Stewart International Airport (54 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires 2 steps to access - NOTE: Your safety matters. This property features 1 exterior security camera located at the front door, facing out toward the entry. It does not look into any interior spaces. The camera records video and sound when activated by motion

Woodland Chalet, Fire Pit, Gazebo & Forest Views

Roscoe, NY, US
2 Bedrooms 4 Guests
Sep 15 - 17
$132 night

Experience the best of the Catskills at Woodland Chalet, a spacious, beautifully renovated retreat with 2 bedrooms and multiple outdoor entertainment areas including a fire pit, gazebo, and expansive deck. Perfect for families or groups, you’ll enjoy privacy, comfort, and quick access to Roscoe and Livingston Manor’s top breweries, shops, and fishing. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around Pet Friendly, fee applies per pet. Woodland Chalet, Home Features: • 2 Bedrooms, 2 Baths, up to 4 guests • Expansive Deck With Grill & Outdoor Dining • Fire Pit & Gazebo In Scenic Wooded Setting • Beautiful Open Interior, Fireplace, Vaulted Ceilings & Modern Kitchen • Cozy Loft Desk for Easy Remote Work • Free WiFi & Smart TV NOTE: Need more room? Our 3-bedroom chalet listing accommodates up to 6 guests for larger parties and is available with an additional nightly rate. Nestled on six acres of tranquil Catskills forest, Woodland Chalet offers a peaceful retreat for relaxation and nature. The home’s striking A-frame architecture is set among towering trees, with large windows and an exterior deck that blend indoor and outdoor living. Enjoy a grassy lawn with bright red Adirondack chairs, a short path to a charming gazebo, and a spacious upper deck at the back of the home, elevated above the grounds and perfect for outdoor dining, grilling, and gathering under the stars. The upper deck is accessed directly from inside, while a lower deck and a dedicated fire pit area with modern seating offer even more places to unwind. This tranquil, renovated abode is only a short distance from two of the hottest towns in the Catskills, Roscoe and Livingston Manor, where you’ll find local breweries, distilleries, shops, art galleries, and some of the best fishing! Enjoy high-speed WiFi, luxury furnishings, thoughtful amenities, and Smart TV in this quiet, picturesque retreat from the city. Inside, the open-concept great room features vaulted ceilings, a fireplace, and a comfy sectional sofa. The dining area is surrounded by windows and opens to the deck, so you can enjoy meals with a view. The kitchen is equipped with modern stainless-steel appliances, open shelving, and everything you need for cooking and entertaining. The main level also includes a full bathroom and a laundry room for convenience. Bedroom 1 is located on the main level and features a queen bed with a stylish green accent wall. Upstairs, Bedroom 2 is the primary suite with a king bed, ensuite bath, and peaceful woodland views. Both beds are fitted with quality Casper mattresses for cool, comfortable sleep. Just outside the primary bedroom, a loft workspace with a desk and chair is perfect for remote work or creative projects. Whether you’re savoring your morning coffee on the deck, strolling the wooded grounds, or gathering friends and family for a meal outdoors, Woodland Chalet is all about making the most of the Catskills setting. Multiple outdoor entertainment areas invite you to relax and connect: enjoy an expansive deck with an outdoor grill and dining space overlooking the trees, or spend your evenings around the fire pit under the stars. The gazebo is a peaceful spot to pause and take in the woodland views*. Here, every day brings new ways to enjoy the fresh mountain air and the beauty of nature, making this chalet the ideal home base for your Catskills adventure. Please Note: A 4WD vehicle is required to access the property during the winter months. *The gazebo does typically offer outdoor seating, which is currently in storage and the gazebo will be furnished after the homeowner has had it re-stained Spring ’26. This home uses door code entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. • Winter Access Notice: A 4WD or AWD vehicle is strongly recommended to access the home during the snowy season. Guests without the appropriate vehicle may be unable to reach the property. Property Manager cannot be held responsible for access issues or assist if a vehicle becomes stuck. Getting around Roscoe is part of the adventure: quiet roads follow trout streams and wind through wooded hills, making each drive peaceful and picturesque. With a car, you can easily reach fishing spots, breweries, and neighboring towns, with minimal traffic and plenty of places to stop. Route 17 provides quick access to other Catskills destinations, while local byways lead to scenic overlooks and the heart of “Trout Town, USA.” Every drive offers a chance to spot wildlife, cross a covered bridge, or discover a new picnic spot by the river. Cell service is generally reliable in town, but can fade in remote areas, so download maps ahead of time. Parking is easy and free, and the relaxed pace means you can truly enjoy the journey as much as the destination. Airports: • Stewart International Airport (SWF): 1 hour 40 minutes • Albany International Airport (ALB): 2 hours • New York City Airports (JFK/LGA/EWR): 2.5–3 hours • Wilkes-Barre/Scranton International Airport (AVP), PA: 1 hour 45 minutes Popular Landmarks: • Roscoe Diner (classic eatery) • Junction Pool (famous fly-fishing spot) • Catskill Fly Fishing Center & Museum (nearby) • Trout Town USA Park (recreation) • Roscoe O&W Railway Museum (railroad history) • Roscoe Beer Company (brewery) • Beaverkill Covered Bridge (historic, nearby) • Willowemoc Creek (fishing, nature) • Roscoe Campsite Park (camping, events) • Catskill Scenic Trail (biking/hiking, nearby) • Trout Parade (annual event) Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • No Parties or Events. • Quiet Hours observed, 10:00pm to 8:00am. • A 4WD vehicle is required to access the property during the winter months. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. • We cannot guarantee early check ins or late checkouts. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • In the State of New York and in Sullivan County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date, maximum of 2 per stay, dogs only. A $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. License number: STR6-24

Woodland Chalet, Fire Pit, Deck & Forest Views, 3-Bed

Roscoe, NY, US
3 Bedrooms 6 Guests
Sep 15 - 17
$188 night

Experience the best of the Catskills at Woodland Chalet, a spacious, beautifully renovated retreat with 3 bedrooms and multiple outdoor entertainment areas including a fire pit, gazebo, and expansive deck. Perfect for families or groups, you’ll enjoy privacy, comfort, and quick access to Roscoe and Livingston Manor’s top breweries, shops, and fishing. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around Pet Friendly, fee applies per pet. Woodland Chalet, Home Features: • 3 Bedrooms, 2 Baths, up to 6 guests • Expansive Deck With Grill & Outdoor Dining • Fire Pit & Gazebo In Scenic Wooded Setting • Beautiful Open Interior, Fireplace, Vaulted Ceilings & Modern Kitchen • 2 Separate Work From Home Spaces • 3rd Bedroom Offers Private Entry Foyer/Flex Space With Weight Set • Free WiFi & Smart TV NOTE: Hosting a smaller group? Our 2-bedroom chalet listing is ideal for up to 4 guests and is offered at a lower rate. Nestled on six acres of tranquil Catskills forest, Woodland Chalet is designed for relaxation and connection with nature. The striking A-frame architecture is surrounded by trees, with large windows and an exterior deck that blend indoor and outdoor living. Step outside to a grassy lawn with bright red Adirondack chairs, a short path to a charming gazebo, and a spacious upper deck at the back of the home, elevated above the grounds and perfect for outdoor dining, grilling, and gathering under the stars. The upper deck is accessed directly from inside, while a lower deck and a dedicated fire pit area with modern seating provide even more places to unwind. This tranquil, renovated abode is only a short distance from two of the hottest towns in the Catskills, Roscoe and Livingston Manor, where you’ll find local breweries, distilleries, shops, art galleries, and some of the best fishing! Enjoy high-speed WiFi, luxury furnishings, thoughtful amenities, and Smart TV in this quiet, picturesque retreat from the city. Inside, the open-concept great room features vaulted ceilings, a fireplace, and a comfy sectional sofa. The dining area is surrounded by windows and opens to the deck, making it easy to enjoy meals with a view. The kitchen is equipped with modern stainless-steel appliances, open shelving, and all the essentials for cooking and entertaining. On the main level, you’ll also find a full bathroom and a laundry room for convenience. Bedroom 1 is located on the main level and features a queen bed with a stylish green accent wall. Upstairs, Bedroom 2 is the primary suite with a king bed, ensuite bath, and peaceful woodland views. Both beds are fitted with quality Casper mattresses for cool, comfortable sleep. Just outside the primary bedroom, a loft workspace with a desk and chair is perfect for remote work or creative projects. In the full chalet, the finished basement offers an additional queen bedroom with quality bedding, a flexible space with a weight set and bench area, perfect for morning workouts is offered at the base of the stairs outside of the bedroom. Whether you’re savoring your morning coffee on the deck, strolling the wooded grounds, or gathering friends and family for a meal outdoors, Woodland Chalet is all about making the most of the Catskills setting. Multiple outdoor entertainment areas invite you to relax and connect: enjoy an expansive deck with an outdoor grill and dining space overlooking the trees, or spend your evenings around the fire pit under the stars. The gazebo is a peaceful spot to pause and take in the woodland views*. Here, every day brings new ways to enjoy the fresh mountain air and the beauty of nature, making this chalet the ideal home base for your Catskills adventure. Please Note: A 4WD vehicle is required to access the property during the winter months. *The gazebo does typically offer outdoor seating, which is currently in storage and the gazebo will be furnished after the homeowner has had it re-stained Spring ’26. This home uses door code entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. • Winter Access Notice: A 4WD or AWD vehicle is strongly recommended to access the home during the snowy season. Guests without the appropriate vehicle may be unable to reach the property. Property Manager cannot be held responsible for access issues or assist if a vehicle becomes stuck. Getting around Roscoe is part of the adventure: quiet roads follow trout streams and wind through wooded hills, making each drive peaceful and picturesque. With a car, you can easily reach fishing spots, breweries, and neighboring towns, with minimal traffic and plenty of places to stop. Route 17 provides quick access to other Catskills destinations, while local byways lead to scenic overlooks and the heart of “Trout Town, USA.” Every drive offers a chance to spot wildlife, cross a covered bridge, or discover a new picnic spot by the river. Cell service is generally reliable in town, but can fade in remote areas, so download maps ahead of time. Parking is easy and free, and the relaxed pace means you can truly enjoy the journey as much as the destination. Airports: • Stewart International Airport (SWF): 1 hour 40 minutes • Albany International Airport (ALB): 2 hours • New York City Airports (JFK/LGA/EWR): 2.5–3 hours • Wilkes-Barre/Scranton International Airport (AVP), PA: 1 hour 45 minutes Popular Landmarks: • Roscoe Diner (classic eatery) • Junction Pool (famous fly-fishing spot) • Catskill Fly Fishing Center & Museum (nearby) • Trout Town USA Park (recreation) • Roscoe O&W Railway Museum (railroad history) • Roscoe Beer Company (brewery) • Beaverkill Covered Bridge (historic, nearby) • Willowemoc Creek (fishing, nature) • Roscoe Campsite Park (camping, events) • Catskill Scenic Trail (biking/hiking, nearby) • Trout Parade (annual event) Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Property Manager are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • No Parties or Events. • Quiet Hours observed, 10:00pm to 8:00am. • A 4WD vehicle is required to access the property during the winter months. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Property Manager directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. • We cannot guarantee early check ins or late checkouts. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • In the State of New York and in Sullivan County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date, maximum of 2 per stay, dogs only. A $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. License number: STR6-24

Charming Swan Lake Apartment w/ Deck!

Swan Lake, NY, US
2 Bedrooms 4 Guests
Sep 16 - 18
$210 night

Music nerds and outdoor enthusiasts alike will love calling this Swan Lake vacation rental 'home.' The 2-bedroom, 1-bathroom apartment sits in a beautifully designed house and features a Smart TV, a fully equipped kitchen, a wood-burning stove, tons of natural light, and more. Plus, you'll be just under 4 miles away from one of music history's most important venues - Bethel Woods, the site of Woodstock 1969! Whether you're coming for lakeside fun or arts and culture, a fabulous getaway awaits. -- THE PROPERTY -- Gas Grill | Private Hot Tub | Laptop Friendly Bedroom 1: King Bed | Bedroom 2: Queen Bed OUTDOOR LIVING: Spacious yard, deck, lounge furniture INDOOR LIVING: Smart TV w/ Netflix, board games, books, wood-burning stove, chic decor, natural light KITCHEN: Fully equipped, coffee maker, microwave, cooking utensils, pots & pans, spices, dishware & flatware GENERAL: Free WiFi, central heating, A/C unit, keyless entry, linens/towels, washer/dryer, shampoo FAQ: Stairs required for entry, bedroom & bathroom on 1st floor, another bookable vacation rental on-site , quiet hours after 10:00 PM, 3-season noise from nearby track (early morning practice, winters excluded) PARKING: Driveway (2 vehicles) ADDT’L ACCOMMODATIONS: An additional 1-bedroom property for 2 guests is available in the side-by-side unit on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- OUTDOOR THRILLS: White Lake (3 miles), Lake Superior State Park (6 miles), Swan Lake (6 miles), Walnut Mountain Park (9 miles), The Petting Zoo at Breezeway Farm (13 miles), Holiday Mountain Ski & Fun (16 miles), Sundown Wild Forest (32 miles), Balsam Lake Mountain Wild Forest (37 miles) BETHEL WOODS: Museum at Bethel Woods (4 miles), Bethel Woods Center for the Arts (5 miles), Mountain Jam - Bethel Woods Center for the Arts (5 miles) SIGHTS + SOUNDS: Historic Site of the 1969 Woodstock Festival (4 miles), Stone Arch Bridge Historical Park (8 miles), Resorts World Catskills (15 miles), Fort Delaware Museum (19 miles) AIRPORT: New York Stewart International Airport (55 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property requires stairs for entry - NOTE: Another bookable vacation rental is located on-site, in a side-by-side unit with a completely separate entrance. Other travelers may be present during your stay - NOTE: Please observe quiet hours after 10:00 PM - NOTE: Bethel Motor Speedway is nearby and you may hear early morning noise from practice spring through fall

Charming Cottage w/ Deck: Mtn + Lake Views!

Gardiner, NY, US
3 Bedrooms 8 Guests
Sep 29 - Oct 1
$334 night

Leave your worries at the door and let relaxation and serenity greet you upon stepping into this charming 3-bed + loft, 2-bath vacation rental in the Hamlet of Wallkill. Fall in love with the home's quiet location, just steps from Tillson Lake and minutes to the Shawangunk Mountains, where hikers, climbers, and bikers will find their personal paradise. After your days' adventures, look forward to dining on the scenic deck, lounging in the family room, or preparing a meal in the idyllic kitchen. -- THE PROPERTY -- Near State Parks | Tillson Lake Access | Dog Friendly w/ Fee Watch your daily stresses melt away at this idyllic cottage, nestled in the perfect spot for an escape from city life and providing a memorable retreat for outdoor lovers. Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full-Sized Sleeper Sofa | Loft: Queen Bed OUTDOOR LIVING: Deck w/ outdoor dining area + umbrella, gas grill, front porch, large yard, lake views, Shawangunk Mountain views INDOOR LIVING: Smart TV, wood-burning stove, 10-person formal dining table, desk workspace, board games KITCHEN: Fully equipped w/ stainless steel appliances, granite countertops, dishwasher, island w/ seating, stainless steel farmhouse sink, toaster, drip coffee maker, dishware/flatware GENERAL: free high-speed wiFi (940 Mbps), central heating & air conditioning, washer & dryer, linens, towels, complimentary toiletries, hair dryer FAQ: Pet fee (paid pre-trip), 1 step required for access PARKING: Driveway (3 vehicles) -- THE LOCATION -- EXPLORE NATURE: Tillson Lake (0.1 miles), Awosting Reserve Access (1.0 miles), Wallkill River (1.9 miles), Heddens Lake (4.4 miles), Shawangunk Grasslands National Wildlife Refuge (4.7 miles), Mohonk Preserve (6.2 miles), Minnewaska State Park Preserve (8.9 miles), Sam's Point Area of Minnewaska State Park Preserve (14.7 miles), Verkeerderkill Falls Trailhead (14.7 miles), Hudson River (20.8 miles), Shaupeneak Ridge Park (21.9 miles) WINERIES: Baldwin Vineyards (4.9 miles), Whitecliff Vineyard & Winery (6.6 miles), Robibero Winery (6.9 miles), Magnanini Winery, Restaurant & Distillery (10.0 miles), Kettleborough Cider House (11.4 miles), Weed Orchards & Winery (18.9 miles), Glorie Farm Winery (19.8 miles), Stoutridge Vineyard (20.3 miles), Benmarl Winery (20.4 miles) NEARBY TOWNS: Newburgh (21.8 miles), Poughkeepsie (22.2 miles), Woodbury (31.2 miles), Peekskill (45.9 miles), New Haven (92.1 miles), Hartford (115 miles) AIRPORT: New York Stewart International Airport (20.5 miles) -- REST EASY WITH US -- Property Manager makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $50 fee (+ fees & taxes, dogs only) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in

Vacation Rentals in Woodbourne by Amenities & Features

Get to Know Woodbourne

Woodbourne, New York, may not be as widely recognized as some of the world's major travel destinations, but it offers a unique charm that can be a delightful surprise for those seeking a serene getaway. Nestled in the scenic Catskill Mountains, Woodbourne is a small hamlet that provides a peaceful retreat from the hustle and bustle of city life. For nature enthusiasts, Woodbourne is a gateway to the great outdoors. The surrounding Catskill region is renowned for its picturesque landscapes, offering a plethora of activities such as hiking, fishing, and camping. The nearby Neversink River is a popular spot for fly fishing, known for its clean waters and abundant trout. Hikers can explore the numerous trails that wind through the lush forests and rolling hills, offering stunning views and the chance to spot local wildlife. The area is also steeped in history, with several historic sites and charming towns nearby. Visitors can take a short drive to explore the quaint streets of neighboring communities, each with their own unique character and stories to tell. The Catskills are also known for their role in American arts and culture, having been a muse for painters of the Hudson River School and a retreat for writers and musicians. In the fall, Woodbourne becomes a canvas of vibrant colors as the foliage turns into a spectacular display of reds, oranges, and yellows. This season is particularly magical and draws leaf peepers from all over to enjoy the natural beauty of the area. For those interested in agritourism, the region offers a chance to visit local farms and farmers' markets, where one can indulge in fresh, organic produce and artisanal products. The farm-to-table movement is strong here, with several restaurants serving up dishes made from locally sourced ingredients. Accommodations in Woodbourne range from cozy bed and breakfasts to rustic lodges, providing a warm and inviting atmosphere that complements the natural surroundings. The hospitality of the locals adds to the charm, making visitors feel like they are part of the community. While Woodbourne may offer a quieter experience compared to larger tourist hubs, its serene environment, natural beauty, and proximity to outdoor adventures make it a worthwhile destination for those looking to unwind and reconnect with nature.
Woodbourne, New York, nestled in the scenic Catskill Mountains, experiences a four-season climate that offers a diverse range of weather conditions throughout the year, making it a destination with something for everyone, regardless of the season. Winter in Woodbourne, from December through February, is cold and often snowy, with average temperatures ranging from the low 20s to mid-30s Fahrenheit (-6 to 2 degrees Celsius). This season is perfect for those who enjoy winter sports or the serene beauty of a snow-covered landscape. Snowfall can be significant, providing opportunities for skiing, snowboarding, and snowshoeing in the nearby mountains. Spring, from March to May, brings a gradual warming trend with temperatures ranging from the upper 30s to the mid-60s Fahrenheit (3 to 18 degrees Celsius). This season is marked by the melting of snow and the reawakening of the region's flora. Precipitation is common, so visitors should be prepared for rain showers that help to usher in the lush greenery of the countryside. Summer, from June to August, is the warmest time of the year, with temperatures typically ranging from the mid-60s to the low 80s Fahrenheit (18 to 27 degrees Celsius). Humidity can be moderate, making for warm but comfortable conditions, ideal for hiking, fishing, and exploring the natural beauty of the Catskills. Occasional thunderstorms are common in the summer, contributing to the area's precipitation. Autumn, from September to November, is a particularly popular time to visit Woodbourne due to the spectacular fall foliage. Temperatures cool down to a range of the mid-40s to the mid-60s Fahrenheit (7 to 18 degrees Celsius), and the humidity drops, creating crisp, pleasant days. This is an excellent time for outdoor activities like leaf-peeping, apple picking, and enjoying the harvest season. The most popular weather conditions tend to be in the late spring through early fall, when the temperatures are mild and the natural scenery is at its peak. The autumn months are especially pleasant, as the climate is comfortable and the fall colors provide a stunning backdrop for all kinds of outdoor adventures. Whether you're looking to enjoy winter sports, witness the spring bloom, bask in the summer sun, or marvel at the autumn leaves, Woodbourne offers a delightful climate that caters to a variety of interests and activities throughout the year.
Woodbourne, New York, may not be the first name that comes to mind when thinking of a cultural hub, but this small hamlet in Sullivan County offers a unique and intimate cultural experience for those willing to explore its offerings. For a start, Woodbourne is situated in the Catskills region, an area known for its natural beauty and artistic inspiration. The Catskills have long been a retreat for artists and writers, and the scenic landscapes continue to inspire a new generation of creatives. While Woodbourne itself is a quiet locale, the surrounding areas provide a rich tapestry of cultural activities. Art enthusiasts can visit the nearby Catskill Art Society in Livingston Manor, which features contemporary art exhibitions and offers a variety of workshops and cultural events. The society is a hub for local artists and art lovers, providing a space to engage with the vibrant creative community of the Catskills. History buffs will appreciate the rich heritage of the region. The Time and the Valleys Museum, located in Grahamsville, is a short drive from Woodbourne and offers a deep dive into the history of the Rondout and Neversink valleys, including the construction of the reservoirs that supply New York City with water. The museum's collection includes artifacts, photographs, and interactive exhibits that bring the past to life. Live music can be found at various venues throughout the Catskills. The Bethel Woods Center for the Arts, located at the site of the 1969 Woodstock festival, is a pilgrimage site for music lovers and hosts a range of performances from classical to rock throughout the year. The center also includes a museum dedicated to the history of the iconic festival and the 1960s. Local customs and traditions can be experienced at seasonal festivals and farmers' markets in the area. The Harvest Festival at Bethel Woods offers a taste of local produce, crafts, and live music, encapsulating the spirit of the Catskills community. While Woodbourne itself is a quiet corner of New York State, its proximity to these cultural attractions makes it a peaceful base from which to explore the rich arts, history, and local customs of the Catskills region. It's a place where travelers can enjoy the tranquility of rural life while still being within reach of a diverse array of cultural experiences.
Woodbourne, New York, nestled in the scenic Catskill Mountains, offers a tranquil escape with a variety of activities that children will love. This small hamlet provides a perfect blend of outdoor adventure and quiet relaxation for families looking to enjoy nature and spend quality time together. One of the main attractions for families is the Catskill Forest Preserve, where children can immerse themselves in the great outdoors. Hiking trails of varying difficulty levels are available, allowing families to choose a path that suits their children's ages and abilities. Along the way, keep an eye out for local wildlife and enjoy the lush greenery and fresh mountain air. For a unique experience, visit the nearby Catskill Animal Sanctuary in Saugerties, where kids can learn about animal rescue and meet a variety of farm animals. This compassionate environment is both educational and heartwarming, as children can interact with animals that have been given a second chance at life. During the warmer months, families can head to one of the many local farms, such as Kelder's Farm, for a day of fruit picking. Children will delight in harvesting their own apples, berries, or pumpkins, depending on the season. These farms often have additional attractions like petting zoos, corn mazes, and playgrounds. If your family enjoys water activities, the Neversink River is a great spot for fishing, canoeing, or simply splashing around on a hot summer day. The gentle currents make it a safe place for children to enjoy water-based fun under the watchful eyes of their parents. For a taste of local culture, the Woodbourne Cultural Nurseries offer a chance to explore beautiful gardens and learn about plant life. It's a peaceful setting where kids can appreciate the beauty of nature and the importance of plant conservation. When it comes to dining, Woodbourne has family-friendly options that cater to even the pickiest of eaters. Local diners and eateries often feature classic American fare that is sure to satisfy after a day of exploration and adventure. In Woodbourne, New York, families will find a welcoming atmosphere and a variety of activities that allow children to connect with nature, engage with animals, and learn about the environment in a fun and interactive way. It's a destination that promises a memorable family getaway with a gentle pace and a focus on the natural world.
Woodbourne, New York, nestled in the scenic Sullivan County, is a delightful destination for outdoor enthusiasts and nature lovers. This charming area is surrounded by the natural beauty of the Catskill Mountains, offering a serene escape and a variety of outdoor activities. One of the main attractions near Woodbourne is the Neversink River, which provides excellent opportunities for fishing, especially for those looking to catch trout. The river's clean, flowing waters are perfect for fly-fishing, and the surrounding landscapes offer a peaceful backdrop for a day spent by the water. For hikers, the nearby Catskill Forest Preserve is a treasure trove of trails and natural wonders. With over 700,000 acres of forested land, the preserve boasts a network of trails that range from easy walks to challenging climbs. Hikers can explore the lush forests, discover hidden waterfalls, and enjoy panoramic views from various lookout points. The Minnewaska State Park Preserve, though a bit farther afield, is well worth the visit. It features pristine lakes, rugged terrain, and stunning vistas. The park's carriage roads and trails are perfect for hiking, mountain biking, and even cross-country skiing in the winter months. The park's unique landscape of cliffs and ledges is a favorite among rock climbers as well. For a more leisurely outdoor experience, the area's numerous farms and orchards offer a chance to connect with the land. Visitors can pick their own fruits, enjoy hayrides, and taste fresh, local produce. These agritourism experiences provide a delightful way to spend an afternoon and support the local community. Birdwatchers will find the Basha Kill Wildlife Management Area, located a short drive from Woodbourne, to be a haven for avian life. The wetland ecosystem here is home to a diverse array of bird species, and the marshy environment makes for excellent birding, especially during migration seasons. Lastly, for those who enjoy camping, the Catskills offer numerous campgrounds where you can immerse yourself in the tranquility of nature. Whether you prefer a tent under the stars or a cozy cabin in the woods, the region provides a perfect setting for a night spent in the great outdoors. Woodbourne, New York, and its surrounding areas are a paradise for those who seek the beauty and adventure of the natural world. With its rich array of outdoor activities set against the backdrop of the Catskill Mountains, it's a destination that truly captures the essence of nature's splendor.
Woodbourne, New York, is a small hamlet in the Catskill Mountains, offering a serene escape from the hustle and bustle of city life. While it may not have the extensive transportation infrastructure of a major city, there are still several ways to reach and explore this charming destination. Travelers typically arrive in Woodbourne by car, as it is conveniently located near State Route 52 and within driving distance from New York City, making it an ideal spot for a road trip. For those without a car, bus services such as ShortLine/Coach USA operate routes from New York City to nearby towns, from where you can take a taxi or a local shuttle service to Woodbourne. The closest major airport is Stewart International Airport in Newburgh, New York, about an hour's drive away. Renting a car from the airport is the most straightforward option for reaching Woodbourne and allows for flexibility in exploring the surrounding Catskill region. Once in Woodbourne, getting around is best done by car, as the area does not have a public transportation system. The hamlet itself is small and can be quite walkable, with local shops and dining options within easy reach. However, to fully enjoy the natural beauty and attractions of the Catskills, such as hiking trails, waterfalls, and scenic drives, having your own transportation is essential. For those who enjoy cycling, bringing a bike can be a rewarding way to experience the picturesque landscapes at a slower pace. The rural roads can be quiet and offer a peaceful ride, but be prepared for some hilly terrain. In summary, while Woodbourne may not have the transportation conveniences of a large city, its accessibility by car and the tranquility it offers make it a worthwhile destination for those looking to unwind amidst nature. A car is highly recommended to explore the broader area, but within Woodbourne itself, visitors can enjoy a leisurely stroll through the hamlet's quaint streets.

Woodbourne FAQs

Woodbourne is a small hamlet in the Catskill Mountains region of New York. Visitors can enjoy outdoor activities such as hiking, fishing, and camping in the scenic Catskill Park. The Neversink River offers opportunities for trout fishing and kayaking. Additionally, the area is known for its charming antique shops, local farm stands, and the nearby Bethel Woods Center for the Arts, which is the site of the 1969 Woodstock festival and now hosts a museum and concert venue.
The best time to visit Woodbourne depends on what you want to do. Summer is ideal for hiking and enjoying the rivers and lakes, while fall offers stunning foliage. Winter can be great for snow-related activities if you don't mind the cold, and spring brings beautiful blooms and milder weather.
Woodbourne has a range of accommodations, from cozy bed and breakfasts to rental cabins and nearby hotels. Options may be more limited than in larger towns, so it's advisable to book in advance, especially during peak seasons.
Yes, Woodbourne is family-friendly, with many outdoor activities that can be enjoyed by all ages. The calm and natural setting is perfect for a family getaway. There are also family-oriented attractions within a short driving distance.
Woodbourne is accessible by car and is approximately a 2-hour drive from New York City. There is no direct public transportation to Woodbourne, but nearby towns like Monticello have bus services from major cities, and from there you can take a taxi or rent a car.
Woodbourne itself is a quiet hamlet, so large events are rare. However, the surrounding area, including Sullivan County, hosts various seasonal festivals and events, such as fall harvest festivals, farmers' markets, and concerts at Bethel Woods. It's best to check the local calendar for events during your visit.

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