Copake, NY Vacation Rentals

Explore 818 vacation rentals, homes, and villas in Copake, NY for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable 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 $60 per night and featuring up to 20 bedrooms and 12 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.

818 Vacation Rentals in Copake

4-Season Escape w/ Plunge Pool/Soaking Tub & Sauna

Copake, NY, US
4 Bedrooms • 9 Guests

Oct 13 - 15
$625 night

Nestled at the end of a serene private road, this cozy 4-bedroom home offers the perfect retreat to relax, recharge, and reconnect with nature. Whether you're dreaming of peaceful seclusion or thrilling outdoor adventures, this hidden haven has it all! You'll love relaxing in the plunge pool/soaking tub and sauna after a day of outdoor adventure! -- THE PROPERTY -- Inside, you'll find a warm and inviting space, thoughtfully designed for comfort. Cozy up by the crackling wood-burning fireplace on chilly evenings or stay cool with central air during the warmer months. The chef's kitchen, complete with modern appliances, is ready to inspire unforgettable meals and memories. For the little ones, a dedicated kids‚ area with toys and games ensures hours of fun and entertainment, making this home perfect for family stays. Don't forget your furry family members‚ our home is dog-friendly, so your four-legged companions are welcome to join the adventure! Outside, gather around the cozy fire pit, complete with comfy Adirondack chairs and a peaceful view that's perfect for stargazing. For a little extra excitement, challenge your group to a lively game of Ping-Pong in the basement, fire up the gas grill for an alfresco feast, or simply unwind amidst the serene surroundings. With a streaming-ready TV, your own washer/dryer, and a guest-accessible garage, everything is designed to make your stay seamless and stress-free. Whether you're seeking romance, adventure, or cherished moments with loved ones, this forest hideaway promises an enchanting escape and memories to last a lifetime! -- THE LOCATION -- Step outside and explore hiking trails, pristine lakes, and the majestic Berkshire Mountains, all just minutes away. Winter sports lovers will delight in being only a 12-minute drive from Catamount Ski Resort, while Bash Bish Falls is also just 12 minutes away. For more outdoor fun, Lake Taghkanic State Park is a scenic 25-minute drive. Families will adore the private playground, just a 5-minute walk through a dreamy pine forest. -- 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 children in pool without adult supervision - No smoking - Pet friendly w/ $200 fee (+ fees & taxes) max 2 pets of no more than 50 lbs each - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in

Walk to Athens Riverfront Park! Modern-Retro Apt

Athens, NY, US
2 Bedrooms • 4 Guests

Oct 12 - 14
$248 night

Overlooking Hudson River | National Historic Building | 0.4 Mi to Athens Boat Launch Stunning Catskill Mountain scenery and quaint small-town charm set the stage for a romantic getaway at this pet-friendly vacation rental in Upstate New York. Boasting gorgeous tin ceilings, exposed brick details, and immaculate style in a 2-bedroom, 1-bath interior, the 'Norman Cooper House' is perfect for couples and small groups seeking riverfront fun. Launch your next kayaking excursion and book today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed INDOOR LIVING - Smart TV - Electric fireplace - Dining table - Step-in shower - 1,800 sq ft KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig, tea kettle, microwave, blender, toaster - Cooking essentials, dishware & flatware GENERAL - Free WiFi - Central heating & A/C, ceiling fans - Towels & linens, complimentary toiletries, hair dryer - Washer & dryer, iron & board, hangers - Keyless entry FAQ - 1 Ring exterior security camera (facing out) - Pet fee (paid pre-trip) ACCESSIBILITY - Single-story apartment - Step-free entry PARKING - Designated parking spots (2 vehicles) -- THE LOCATION -- - Historic, convenient location walking distance to restaurants & shops in the heart of the village - 0.7 miles to Hudson Ferry service: access to downtown attractions in Hudson - 12 miles to Greenport Conservation Area - 5 miles to Catskill - 7 miles to Greens Lake Park - 17 miles to Kaaterskill Wild Forest - 31 miles to Albany - 39 miles to Albany 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/ $50 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 single-story apartment offers step-free access - Your safety matters. This property features 1 Ring exterior security camera the overhang of the deck facing the front door. The camera is outward facing and does not look into any interior spaces. The camera records video and sound when motion is detected by the device. It will record when it first senses motion and 30 seconds after the last motion is detected

Crossbridge Main House - Vintage Charm & Unique Character

West Stockbridge, MA, US
4 Bedrooms • 7 Guests

Oct 20 - 22
$644 night

Crossbridge is a spacious 4 bed, 5 bath property 2.5 hrs from Boston & under 3 hrs from NYC. It is a beautiful private property of 25 acres inclusive of a pond, gazebo, vegetable garden and walking trails featuring a turreted structure, wooden accents, stone brick walls, several fireplaces, large windows & multiple laptop friendly work spaces. Nearby towns: Stockbridge(10mins), Lee(15mins), Great Barrington(20mins), Catamount Ski Mountain(25mins) This charming historic home blends classic New England architecture with unique character featuring a beautiful turreted structure, welcoming covered porch and multiple dormer windows that frames a cozy, light-filled interior. From the mudroom, climb the spiral staircase to access the main house to the right. Main House: With its rustic charm, the sun room offers rich polished wood floors, a matching wooden staircase with metal railings and large industrial-style windows to fully take in the views. The décor combines contemporary and vintage elements including cozy seating, a wooden armoire, potted plants and pendant globe lighting enhancing the room’s natural tones. In the bright and cozy TV room is a vaulted ceiling with a skylight, large windows framed in dark wood offering picturesque views, neutral toned sofas arranged around a lucite coffee table atop a soft patterned area rug. A welcoming open-plan living and dining area offers comfortable seating by large windows, a round dining table for six and two fireplaces while the fully equipped kitchen boasts a lovely stone brick wall pizza oven, white cabinetry with brass handles, soapstone countertops and stainless steel appliances. There are three bedrooms on the upper floor of the main house each with its own ensuite bathroom. Two bedrooms are accessible via one staircase, while the third is reached by a separate staircase.The primary bedroom is spacious, featuring a king bed positioned in front of large windows, beautiful wooden floors, a dresser, decorative fireplace and ample seating including a rocking chair while the ensuite bathroom boasts a separate bathtub and shower. The twin bedroom features a wooden desk plus chair, chest of drawers, single chair and its ensuite bathroom includes a walk-in shower while the queen bedroom offers a laptop-friendly workspace, a plush red sofa and dresser. Its ensuite bathroom has a combined tub and shower. On the main level, the lively yellow bedroom features a decorative fireplace, laptop-friendly workspace, comfy chairs, expansive windows and a bookcase filled with a range of books. The ensuite bathroom is a striking royal blue with a large walk-in shower. Surrounded by stunning wooded landscapes, this private retreat offers rustic charm with modern potential—ideal for those seeking a peaceful getaway or quality time with close family and friends. Crossbridge is the perfect retreat for relaxation while enjoying the scenic outdoor views. Please Note: There is a 2-bedroom apartment located just up a few stairs to the left as you enter from the main entrance. This apartment is not included in your rental and will remain closed off during your stay. If you’re interested in renting the full 6-bedroom property, including the apartment, please inquire for availability and pricing. Guests do not have access to the garage. Guests do not have access to the piano. It is locked as it is very fragile. Crossbridge is approx. 2.5 hours from Boston and under 3 hours from New York City. 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. The Berkshires is full of cellular dead zones, so we recommend downloading the region’s online maps to your device prior to arrival or any day while you’re here at the house. Please Note - No parties or large gatherings are allowed License number: C0161493260

River View | Arch Digest 1863 Italianate + Pool + Screening Room | Hudson Views

Germantown, OH, US
6 Bedrooms • 12 Guests

Oct 13 - 15
$603 night

Featured in Architectural Digest. A circular driveway sets the tone before you reach the front door, sweeping your group up to a moody Italianate façade that has held its ground since 1863. River View wears its 19th-century pedigree with confidence: original moulded ceilings, period detailing, and proportions you simply don’t find in newer builds. But the interiors tell a more current story. Classic, upscale, and quietly luxurious, the design is striking enough to have landed the home in the pages of Architectural Digest. Inside, the rooms unfold with an easy rhythm. A beautiful sitting area invites slow mornings with coffee, while a separate, more casual living room with a television is built for movie nights and lazy afternoons. There’s even a dedicated screening room when the group wants the full cinema treatment. The dining area is made for the kind of long, candlelit dinners that stretch past dessert, and the fully equipped kitchen comes stocked with everything you need to pull them off. Its showpiece is a dramatic kitchen-and-dining space wrapped in floor-to-ceiling glass, where a native wildflower meadow and private walking trails feel like they spill right into the room. Upstairs, five well-appointed bedrooms, each with a queen, share a calm, considered aesthetic, with thoughtfully designed bathrooms throughout. The primary suite is the standout: its ensuite is built around a stunning freestanding soaking tub and an enormous walk-in shower, the sort of bathroom you linger in. Downstairs, a private basement apartment with its own separate entrance adds a sixth bedroom and ensuite, plus a cool, collected, modern living area with a television. It’s the perfect retreat for a couple who wants their own corner, an early riser, or anyone craving a little independence within the group. Outside is where this place really opens up. Fire up the Weber on the deck, set the table for dinner in the open air, or stretch out on a lounger beside the sleek, low-profile pool. Nearly three private acres of landscaped grounds, meadow, and walking trails wrap the property in green and quiet, with the Hudson River and the rolling Catskills filling out the view. Kayaks are on hand for when you’re ready to get out on the water. An EV charger on site and a Miele washer and dryer in the basement laundry round out the practical details. Germantown rewards an unhurried pace. Otto’s Market, a beloved local fixture since 1927, handles coffee, sandwiches, and provisions, while Universal Café & Bar and Two Guys Local Bites keep dinner close to home. History sits just down the road at Clermont State Historic Site, the riverfront Livingston family estate with its sweeping lawns and walking paths, and Ernest R. Lasher Memorial Park offers a quiet spot to launch a boat or watch the Amtrak trains roll by along the water. Fifteen minutes north, the city of Hudson lines Warren Street with antique dealers, independent boutiques, and some of the Valley’s most celebrated farm-to-table kitchens, and its Amtrak station puts Manhattan within easy reach for friends arriving by rail. The hilltop splendor of Olana and a wider world of vineyards, orchards, and trails are all a short drive away. From the circular drive to the river views, River View is the kind of home a group settles into and never quite wants to leave. Property Manager provides an upscale experience with services that elevate your stay and save time so you can enjoy every moment. Guests have access to a 24/7 support team and a tech-enabled concierge to book services, such as fridge stocking, mid-stay cleanings, and private chefs. For anything you need (or never knew you needed), we’re at your service! Comprised of quaint towns, each with their own charming main street, upstate New York’s Hudson Valley is famed for its natural beauty and seasonal produce. After all, it was here that inspired an entire artistic movement of Romantic painters who captured the area’s rolling hills, colorful foliage, and pastoral setting. View the landscapes in person by hiking the Catskill Mountains. Then, visit local farms where there’s a lot to pick: apples in the fall, strawberries in the summer, and vegetables in between. Local Attractions: Catskill Mountains, Rip Van Winkle Bridge, Hudson River Skywalk, Thomas Cole National Historic Site, Olana State Historic Site, Mawignack Preserve, RamsHorn-Livingston Audubon Sanctuary, Dutchman’s Landing Park, Whitecliff Vineyard, Subversive Malting & Brewing, Rip Van Winkle Brewing Company, The Old Catskill Game Farm, Hudson-Athens Lighthouse, Promenade Hill Park, FASNY Museum of Firefighting, Five State Lookout, Mountain Top Arboretum, Bailiwick Animal Park and Riding Stables, Falling Waters Preserve, downtown Hudson (Warren Street shops & dining) Home Truths: - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without Property Manager’s approval, there is a fine of $500 per pet. - This home is situated in a quiet neighborhood; loud parties and events that can create noise are highly discouraged. - The sofa bed folds out into a queen bed. Parking Details: - Parking is in the circular driveway on-site. - Maximum 6 cars allowed. No street parking available. - Electric vehicle charger on site. - This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud.

Red Rock Summit - Pool, Private, Views & Sauna

East Chatham, NY, US
4 Bedrooms • 8 Guests

Oct 12 - 14
$954 night

Welcome to Red Rock Summit, where an award-winning architect-designed home takes advantage of majestic views at every turn. This contemporary 4-bedroom, 4-bathroom home on 80 impressive acres is just 2.5-hrs from NYC & Boston. Enjoy the bright and airy interiors and abundant outdoor amenities, including a large pool, sauna, serene swimmable pond, and firepit. Explore nearby villages for shopping and dining, or hit the slopes at Catamount Ski Area. Welcome to a mountain retreat like no other. Situated in the peaceful Chatham, NY countryside, this contemporary home offers a perfect blend of modern living, natural beauty and tranquil surroundings. With around 4,400 square feet of living space on a generous 80-acres, it’s a testament to thoughtful design and the allure of the great outdoors, boasting a rich array of amenities, including a spacious swimming pool, a swimmable pond and awe-inspiring panoramic views that grace every room. The open plan design of the ground floor is highlighted by large glass sliding doors that line the front wall and allow abundant natural light and stunning outdoor vistas. A sense of elegance and simplicity permeates the decor, creating an atmosphere that is both clean and inviting. The living area is centered around a cozy fireplace and a flat-screen TV, creating a comfortable space for relaxation. The kitchen is a standout, featuring top-of-the-line appliances, a spacious island with marble countertops, wooden cabinetry, equipped with a Viking refrigerator, Miele stove and oven, Bosch dishwasher, microwave, toaster, blender, and a coffee machine. The adjacent dining area, with seating for eight opens onto the expansive wooden deck with alternative al fresco dining, fresh mountain breezes and breathtaking mountain views. Upstairs, you’ll discover four bedrooms. The master bedroom boasts a king-sized bed, along with an ensuite featuring a roomy walk-in shower and a separate, generously sized bathtub. The glass sliding doors offers breathtaking views of the picturesque mountains all around. Access to the deck is strictly off limits while we repair the decking. Bedrooms two and three have queen-sized beds, and the fourth bedroom has two twin beds. There are three guest bathrooms, one with a walk-in shower and double vanity sinks, another with a shower and bathtub combo, and a fourth bathroom with a walk-in shower on the ground floor. All bedrooms have window coverings. A versatile bonus room includes a work-friendly station, a comfortable reading nook, and a second TV for various activities. The outdoor spaces of this estate offer an array of amenities to savor, relax, and soak in the breathtaking vistas. From the private patio that open from the ground floor living spaces to the inviting swimming pool complete with sun loungers. Enjoy a scandi-experience in the newly added barrel sauna just steps from the back door, or jump in the serene swimmable pond and enjoy nights by the fire pit! Mature trees surround the property, enhancing the sense of seclusion and tranquility. Throughout the home, every room offers remarkable views, making the most of the picturesque surroundings. This property seamlessly combines contemporary style with the natural beauty of Chatham, offering a unique and harmonious lifestyle. Please note that the deck off the upstairs master bedroom is strictly off limits while we repair the wooden decking. Red Rock Summit is approximately 2.5 hours from New York City and Boston. You’ll definitely want a car to get enjoy the region. ᨒ Catamount Mountain: 16.6 mi 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. *Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. *The pool is not heated* *Learn more about the architect and home here: https://tmarch.com/austerlitz

Mohawk Mtn Retreat- Just 5 mins to Mohawk for Ski!

Cornwall, CT, US
5 Bedrooms • 9 Guests

Oct 13 - 15
$540 night

Mohawk Mountain Retreat is a spacious 5 bed, 3.5 bath escape located just minutes from the hamlet of Cornwall, only 2.5 hrs from NYC & under 3 hrs from Boston. This elegantly-designed, spacious post & beam home features a striking red brick chimney & invites you to get cozy by one of its two brick fireplaces, relax under the charming gazebo, or unwind in the four-season sunroom. Nearby towns: Cornwall (5mins), Sharon (15mins), Falls Village (15mins), Kent (15mins), Litchfield (20mins) Mohawk Mountain Retreat is set amidst the picturesque New England tableaux of Litchfield County, Connecticut, and has the outdoor pursuits of the foothills of the Berkshire Mountains on its doorstep. Elegantly-designed and spacious, the home presents a classic pitched roof, dormer windows, exposed beams, and a striking red brick chimney. Enter through the front door into a cozy sitting room with a gas fireplace which leads into an open concept kitchen, dining and living area with a TV and wood burning fireplace. Head to the large sunroom (our favorite space in the house) or grab a book or a cup of coffee into the lounge and start your day appreciating the serene garden views. One guest bedroom is located on the main floor with a queen size bed looking out through the floor-to-ceiling bay windows with a view of the front garden. Another guest bedroom is located above the garage offering a king size bed and ensuite bathroom with a tub/shower combo. Upstairs, there are three bedrooms including the master bedroom which offers a king size bed, TV, ensuite bathroom with a walk-in shower and views out to the gazebo and pond. One guest bedroom has two twin beds that can be converted into a king while the other offers a double bed. A shared bathroom with a clawfoot tub & shower combo is conveniently located on the landing between the 1st and 2nd floors. The grounds feature delightful stone walls, perennial plantings, a children’s play area, a fire pit and include a sweeping bluestone patio with comfy seating, an umbrella for shade, grill and dining table making this the perfect place for al fresco meals or evening get togethers. Gather in the gazebo for some additional shade on a hot day, or take quiet time to sit by the ornamental pond. Mohawk Mountain Retreat is a dynamite year-round destination - an ideal spot for families or groups seeking a peaceful countryside escape with plenty of space to relax and entertain. Mohawk Mountain Retreat is just 2.5 hours from New York City & under 3 hours from Boston. A car is essential for getting there and exploring the area. The main access routes for NYC are the I-684 S, NY-22 S and I-87 S. The main access routes for Boston are the I-84 E, I-90 E and CT-4 E. We strongly recommend a 4x4 or a car with four-wheel drive, especially in winter, to handle snow and gravel roads.

Peaceful Goshen Cottage w/ Screened Porch & Views!

Goshen, CT, US
3 Bedrooms • 6 Guests

Oct 12 - 14
$287 night

Searching for the perfect spot to escape the worries of city life? Look no further than this peaceful 3-bedroom, 1.5-bathroom vacation rental property! Secluded on the countryside of the stunning Goshen, Connecticut area, this retreat is sure to be as relaxing as it is exciting. Spend leisurely afternoons on the screened-in porch all your own, or head over to the city for some local fun - whether browsing shops, dining at restaurants, or taking part in the Litchfield Jazz Festival! -- THE PROPERTY -- Bedroom 1: Full Bed | Bedroom 2: Full Bed, Full Murphy Bed | Bedroom 3: Twin Bed Full of natural light and cozy charm, this 3-bedroom getaway has all the comforts of home. The unique structure has interesting details such as stained-glass windows, a screened-in porch and a wood-burning fireplace. A full kitchen equipped with all appliances and dishware provides you the space to create delicious meals without leaving the house. Dine in the formal dining area, or take the meal al fresco to your spacious yard with outdoor dining furniture. Cozy up in front of a fire in the evenings or enjoy a movie. You’ll love the peace and quiet of this house, and the comfort that will have you feeling right at home. -- THE LOCATION -- Roughly an hour outside of Hartford, this Connecticut haven is the perfect destination for long weekends any time of year. On summer days, grill burgers out on the patio after a scenic bike ride or a hike. Several ski areas such as Mohawk Mountain and Woodbury are a short drive away and make for a perfect day trip. Explore the charming town of Goshen and sample the shops and dining. However you spend your time away, this darling Connecticut home will have you relaxing the moment you step inside! -- 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. -- ADDITIONAL DETAILS -- Key Residence Features: - Amenities include a fully equipped kitchen, free WiFi, fireplace, stained-glass windows, Apple TV, parking for 3 in the driveway, screened-in porch, gas grill, and more! FAQ: 2 exterior security cameras (facing out), well water - Ideal Goshen location with close proximity to the Litchfield Jazz Festival! - Nearest Commercial Airport: Bradley International Airport (40.9 miles) -- POLICIES -- - No smoking - No pets allowed - Must be 25 years or older to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is above the driveway and back door facing the driveway. Camera 2 is on the front porch facing the stairs. The cameras are facing outward. They do not look into interior spaces. The cameras record video and sound when activated by motion - NOTE: The well water is filtered but has iron. It is safe to drink

Cozy Catskills Home w/ Pond on 2 Acres!

Earlton, NY, US
2 Bedrooms • 3 Guests

Oct 25 - 27
$181 night

Take a break from the city and enjoy the peaceful surroundings of the Catskills from this Earlton vacation rental! The 2-bedroom, 1-bathroom home features a pellet stove, a well-equipped kitchen, and a wraparound deck with beautiful views. There's also a small fishing pond on-site! No matter the season, there are plenty of activities nearby, like skiing, hiking, and sightseeing along the Hudson River. After a day of adventure, have a barbeque on the deck or cozy up with a good book. -- THE PROPERTY -- Wraparound Deck | Outdoor Dining Area | Gas Grill | Pellet Stove Bedroom 1: Queen Bed | Bedroom 2: Twin Bed HOME FEATURES: 2-acre property, pond, fire pit, indoor high-top dining table, Smart TV KITCHEN: Stove/oven, refrigerator, microwave, cooking basics, dishware & flatware, Keurig, toaster, kettle, trash bags & paper towels GENERAL: Free WiFi, window A/C, in-unit laundry, linens & towels, hair dryer, hangers FAQ: 2 exterior stairs for access, homeowner occasionally on-site (basement), homeowner's pets on-site (basement), 2 exterior security cameras (facing out), fishing on-site (w/ license), no cell service, may not be suitable for children PARKING: Driveway (4 vehicles) -- THE LOCATION -- OPT OUTSIDE: Hudson River - Athens Boat Launch (9 miles), Kaaterskill Wild Forest (16 miles), Windham Mountain (23 miles), Hunter Mountain Resort (25 miles) LOCAL ACTIVITIES: Thunderhart Golf Course (5 miles), Thomas Cole National Historic Site (10 miles), Zoom Flume Water Park (13 miles), Hudson Athens Lighthouse (14 miles), Five State Lookout (15 miles), Mountain Top Arboretum (23 miles) AREA DESTINATIONS: Catskill (10 miles), Albany (31 miles), Howe Caverns (44 miles) AIRPORT: Albany International Airport (39 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 2 exterior stairs for access - NOTE: The property is in a rural area and does not have cell service - NOTE: Due to the rural location, the water may have a sulfuric smell at times - NOTE: The owner will be on-site 2 times per day (approximately 8:00 AM and 5:00 PM) to feed the rabbit and cat that live in the basement full-time. The basement has a separate entrance and is not available to guests - NOTE: Fishing is allowed in the on-site pond with a valid New York State fishing license - NOTE: This property features an unfenced pond and is not suitable for children under 12 years of age - NOTE: Your safety matters. This property features 2 exterior security cameras: 1 on the front porch facing the exterior front entry, and 1 on the back deck facing the sliding glass door. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion - NOTE: Please note that this property may not be suitable for children younger than 8 due to the unfenced pond, the deck not being gated, and the property doesn't offer a Pack 'n Play or crib

Hike, Recharge & Unwind! Saugerties Cabin

Saugerties, NY, US
1 Bedrooms • 4 Guests

Oct 12 - 14
$199 night

Peaceful & Private Property | Open Interior | Washer & Dryer Catskills serenity awaits at this Saugerties vacation rental. After a slow morning on the deck, spend a relaxing afternoon exploring Woodstock gallery stops, or head into town for riverside dining on the Hudson. End each night cozying up around the fire pit as the stars fill the sky — perfect for an artistic retreat or romantic escape in nature! Secure your Hudson Valley home now. -- THE PROPERTY -- OUTDOOR LIVING - Furnished deck, grill - Outdoor dining - Private yard - Wood-burning fire pit INDOOR LIVING - Open floor plan, skylights - Fireplace - Washer & dryer - Flat-screen TV, board games - Mini-split A/C unit, central heating KITCHEN - Coffee maker - Refrigerator, stove, oven, dishwasher - Blender, toaster, microwave, ice maker - Cooking basics, dishware & flatware ACCESSIBILITY - Single-story home - One step up to entry; uneven walkway to front door PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Tucked on a quiet Hudson Valley lane with easy Amtrak access for a day trip into NYC - 5 miles to shops & restaurants in Saugerties, Saugerties Lighthouse - 9 miles to Kingston Point Beach - 11 miles to Woodstock: shops, galleries & live music - 23 miles to Hunter Mountain Resort -- 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 (+ taxes & fees) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in SECURITY CAMERA INFORMATION - 2 exterior devices - Location: front & back doors - Coverage: entrances Licence number: 12611

Secluded Catskill Home w/ Hiking Trails On-Site!

Catskill, NY, US
5 Bedrooms • 12 Guests

Oct 17 - 19
$639 night

Experience the ultimate getaway at this 5-bedroom, 3.5-bath vacation rental in Catskill. Ideal for large families and groups, the secluded abode offers all the comforts of home and more! Enjoy serene views from the deck over coffee, read your favorite book by the fireplace, then gather in the movie room for a movie night and drinks. When it’s time to stretch your legs, hike scenic trails through the Catskill Mountains, visit the charming downtown area, or take a dip in the Hudson River! -- THE PROPERTY -- 6-Acre Property | Movie room | Furnished Deck | 3 Charcoal Grills Bedroom 1: California King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: Full Bunk Bed INDOOR LIVING: Wood-burning fireplace, Smart TV, 2 dining tables, wood-burning stove, books, board games, dry bar, projector - Movie room w/ Smart TV & comfortable seating KITCHEN: Stove/oven, microwave, dishwasher, refrigerator w/ ice maker, dishware/flatware, breakfast bar, drip coffee maker, toaster, kettle GENERAL: Free WiFi, washer/dryer, linens/towels, complimentary toiletries, central air conditioning/heating, iron/board, hair dryer, laundry detergent ACCESSIBILITY: 2-story home, stairs required PARKING: Garage (2 vehicles), driveway (4 vehicles) -- THE LOCATION -- OPT OUTSIDE: Hudson River - Athens Boat Launch (6 miles), Kaaterskill Wild Forest (18 miles), Windham Mountain (28 miles), Hunter Mountain Resort (28 miles) LOCAL ACTIVITIES: Thomas Cole National Historic Site (7 miles), Thunderhart Golf Freehold (8 miles), Zoom Flume Water Park (16 miles), Hudson Athens Lighthouse (11 miles), Five State Lookout (17 miles), Mountain Top Arboretum (25 miles) AREA DESTINATIONS: Downtown Catskill (8 miles), Albany (29 miles), Howe Caverns (47 miles) AIRPORT: Albany International Airport (37 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 events, parties, or large gatherings - No smoking - No pets allowed - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The 2-story home requires using 1 small step to enter, and an indoor staircase is required to access the main living areas and 3 bedrooms

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Lenox, MA, US
3 Bedrooms • 6 Guests

Oct 18 - 20
$308 night

Situated in the heart of the Berkshires, this 3-bed, 2-bath vacation rental offers a modern living space, a large yard and an ideal location near many attractions. Adventure seekers will enjoy easy access to the Appalachian Trail and Catamount Ski Resort, music fans can catch the Boston Symphony Orchestra (BSO) at Tanglewood and theater lovers will be minutes from Shakespeare & Co and Barrington Stage Co. No matter what you’re seeking, this Lenox home will offer something nearby to enjoy! -- THE PROPERTY -- MassTaxConnect ID C0219571520 | 2,457 Sq Ft | Off-Street Parking | 2 Mi to Appalachian Trail Bedroom 1: King Bed | Bedroom 2: 2 Extra Long Twin Beds | Bedroom 3: 2 Extra Long Twin Beds | Family Room: Sleeper Sofa KITCHEN: Fully equipped, cooking basics, spices, coffee maker, blender, dishwasher, Crockpot, microwave, high-chair, wooden cabinets INDOOR LIVING: Furnished sunroom, flat-screen smart cable TV, DVD player, books, hardwood floors, decorative fireplace, 6-person dining table, 4-person glass table OUTDOOR LIVING: Large private yard, outdoor seating, Weber gas grill GENERAL: Free WiFi, towels/linens, toiletries, ceiling fans, hair dryer, keyless entry, first aid kit, window air conditioning units in each bedroom, portable air conditioning unit in living area PARKING: Garage (2 small vehicles), driveway (4 vehicles) -- THE LOCATION -- MUSIC & THEATRE: Shakespeare and Company (3.0 miles), Tanglewood Music Center (3.7 miles), Boston Symphony Orchestra (3.7 miles) Jacob’s Pillow (15.0 miles) POPULAR ATTRACTIONS: Kripalu Center for Yoga & Health (4.6 miles), Norman Rockwell Museum (8.8 miles), Berkshire Botanical Gardens (7.9 miles), Cranwell Spa & Golf Resort (3.7 miles) OUTDOOR ACTIVITIES: Appalachian Trail (11.2 miles), Pleasant Valley Wildlife Sanctuary (2.1 miles), Lenox Mountain (8.2 miles), Sandy Beach at Laurel Lake (5.4 miles), October Mountain State Forest (5.4 miles), Woods Pond (4.8 miles), Kennedy Park (2.7 miles), Stockbridge Bowl (5.6 miles) WINTER ACTIVITIES: Catamount Ski Area (23.4 miles), Bousquet Ski Area (5.1 miles), Ski Butternut (16.6 miles), Otis Ridge (18.9 miles) NEARBY CITIES: Lenox Center (2.3 miles), Great Barrington (15.8 miles), Stockbridge (9.0 miles), Pittsfield (7.7 miles), Sheffield (22.1 miles), Williamstown (27 miles) AIRPORTS: Albany International Airport (49.5 miles), Bradley International Airport (71.1 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: Additional post-stay fines will be imposed if travelers exceed the maximum occupancy of 6 Licence number: C0219571520;C0219571520

A-Frame Cabin w/ Furnished Deck in Becket!

Becket, MA, US
2 Bedrooms • 5 Guests

Oct 12 - 14
$199 night

Built in 1974 | Private Acreage & Scenic Surroundings | Fireside Relaxation | EV Charger Embrace a slower pace of life at this inviting 2-bedroom, 1-bath vacation rental in Becket! Set on 4 wooded acres, this rustic retro-inspired cabin offers a peaceful outdoorsy retreat with all the comforts of a work-from-home stay. Walk to the community lake or venture out to Chester-Blandford State Forest. As evening falls, settle into the hammock and ignite the gas grill for a memorable barbecue! -- THE PROPERTY -- C0443750220 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Living Room: 1 queen sleeper sofa INDOOR LIVING - Smart TV, stereo - Duraflame fireplaces (bedrooms) - Avocado organic mattresses w/ Westin Heavenly mattress pads (bedrooms), hammock - Bluetooth speaker OUTDOOR LIVING - Deck w/ seating - Private yard, hammock, games, grill KITCHEN - Refrigerator, stove/oven, microwave - Drip & Keurig coffee makers - Toaster oven, spices - Cooking basics, dishware & flatware GENERAL - Free WiFi (high speed) - Floor + table fans, ceiling fans - Baseboard heating & space heaters - Window A/C units (new 2025, living room & both bedrooms) - Linens & towels, iron/board - Please note: This property is a cabin located in a natural forest environment. Guests should expect to encounter various types of local wildlife, including bears, during their stay. FAQ - Pet fee (paid pre-trip) - Under renovations in July (no work during guest stays) ACCESSIBILITY - 2-story home, stairs required for entry - All bedrooms on 2nd floor; interior staircase is steep - Child gates (top & bottom of stairs) PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Quiet area, close to ponds & hiking trails - 9 miles to Appalachian Trail & Otis Ridge - 11 miles to Chester-Blandford State Forest - 18 miles to Berkshire Museum - 19 miles to Ski Blandford - 40 miles to Bradley Int’l Airport & Albany 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 - 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 ADDITIONAL INFORMATION - This 2-story property requires stairs to enter and interior stairs to access all bedrooms. Please be aware that the interior staircase is steep and may be challenging for some pets - Only the main floor fireplace is available for guest use. Detailed instructions are in the house book at the property - Please note: This property is a cabin located in a natural forest environment. Guests should expect to encounter various types of local wildlife, including bears, during their stay.

Near Historic Sites: Bright Hyde Park Guest Suite

Hyde Park, NY, US
1 Bedrooms • 2 Guests

Oct 13 - 15
$144 night

Quiet Setting | Close to Hudson River | 5 Mi to Marist College & Dutchess Community College Make this vibrant 1-bedroom, 1-bath apartment your resting place between adventures during your next visit to Hyde Park. The welcoming vacation rental is ideal for traveling students, remote workers, or couples planning a stay filled with historical tours and scenic strolls along the Hudson River. Head out to tour the Vanderbilt Mansion, then return home and stream a movie. Book your getaway now! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom: 1 queen bed MAIN FEATURES - 2 Smart flat-screen TVs. 65" in the living & 45" in the bedroom - Bedroom ceiling fan - Dining table - Fenced yard KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster - Keurig coffee maker - Cooking basics - Dishware/flatware GENERAL  - Free WiFi - Washer & dryer - Window A/C units, hot water baseboard heating - Linens/towels - Keyless entry FAQ - 3 exterior security cameras (facing out) - Homeowner on-site (separate unit) - Not childproofed ACCESSIBILITY - Single-story apartment (second floor) - 1 exterior step & interior flight of stairs required to enter PARKING - Shared driveway (2 vehicles) -- THE LOCATION -- - Quiet residential area near Hudson River - 1 mile to Vanderbilt Mansion National Historic Site - 2 miles to Home of Franklin D. Roosevelt National Historic Site & Roosevelt Theatre - 2 miles to Hyde Park Station - 3 miles to The Culinary Institute of America - 5 miles to Marist College - 5 miles to Dutchess Community College - 6 miles to Dinsmore Golf Course - 10 miles to Walkway Over the Hudson State Park - 15 miles to Hudson Valley Regional Airport & 95 miles to John F. Kennedy 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 may be required upon check-in ADDITIONAL INFORMATION - This single-story apartment requires 1 exterior step with an interior flight of stairs to enter through the front entrance - The homeowner lives on-site, in a completely separate unit, and may be present during your stay. The driveway is shared - Because of the open stairwell and shelf, the property might not be suitable for young children; adult supervision is recommended - The property may not be suitable for young children due to the glass decor throughout the property - Your safety matters. This property features 3 exterior security cameras. There are 2 Ring doorbell devices on the front door with exterior security cameras facing the front yard/driveway, and 1 Ring doorbell device on the back door with an exterior security camera facing out towards the yard. The cameras are outward facing and do not look into interior spaces. The cameras actively record video and sound when motion is detected by the device or when the video doorbell button is pressed

Onyx A Frame - Secluded Mountain Escape

Round Top, NY, US
3 Bedrooms • 6 Guests

Oct 12 - 14
$431 night

Discover Onyx A Frame, a captivating A-frame cabin tucked in a peaceful woodland clearing in Northern Catskills - Just 2.5 hrs from NYC. Onyx A Frame is a sleek and stylish 3-bed, 2-bath cabin with beautifully designed living spaces, elegant finishes & forest views that greet you from every window. This is your idyllic escape in the heart of the Catskills! Enjoy easy access to hiking, lakes and skiing; and nearby towns like Windham (20 min), Hunter (30 min), Catskill (20 min), Hudson (25 min) Welcome to Onyx A Frame, a captivating modern escape in the heart of the Northern Catskills, where the breathtaking backdrop of towering evergreens and tranquil woodland vistas sets the stage for this secluded upstate retreat. As you wind your way through picturesque country roads, passing by breathtaking mountain vistas, anticipation builds until you reach your destination—the sleek and stylish Onyx A Frame. This newly built cabin is tucked into a woodland clearing, providing privacy and peaceful forest views from every window. The cabin’s captivating design features soaring ceilings that reach 29 feet at the apex, and a wall of windows facing northwest that washes the open concept living areas in soft natural light. The main level boasts polished concrete floors and seamlessly connects the living area, dining space, and kitchen into an inviting and well-designed space. The bright living area offers plenty of space for friends and family to lounge for games or movie nights with large plush couches and flat screen TV. The kitchen is adorned with sleek black finishes, metal cabinetry, tiled backsplash, and a floating island with additional seating. Retreat to one of two beautiful guest bedrooms on this level, each offering queen-sized beds and glass sliders leading to a side yard with enchanting wooded views. The shared guests bathroom is elegantly finished with a floating sink and glass shower enclosures. Venture upstairs to discover the lofty primary suite, a tranquil oasis featuring a king-sized bed, vaulted ceiling, double-closet, and a private bathroom. With scandi-inspired blonde maple plywood flooring and railings, the modern aesthetics are complemented by panoramic views of the surrounding forest. Outside the front sliding door entry, a deck offers the perfect vantage point to soak in the serene forest setting or stargaze beneath the night sky. Whether you’re hiking through verdant trails, exploring nearby lakes, or simply unwinding in the comfort of your cabin, Onyx A Frame offers an elegant retreat where contemporary design is embraced by the tranquil surroundings of the Northern Catskills. We have also recently welcomed a successful brand photo shoot and welcome those inquiries! Onyx A Frame is just 2.5 hours to 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. Cooling: The home is equipped with a split unit in the living room and in each of the bedrooms.

Quaint Woodstock Escape - 2 Mi to Tinker St!

West Hurley, NY, US
3 Bedrooms • 6 Guests

Oct 12 - 14
$456 night

Highlighted by its spacious grounds and close proximity to restaurants, entertainment, and shopping, this secluded Woodstock retreat is well-equipped for relaxation and fun. This 3-bedroom, 2-bathroom vacation rental features a convivial common area with a Smart TV and 2 fireplaces, as well as a fire pit to gather around when it’s time to unwind. In addition to nearby hiking trails and fishing, nature lovers can enjoy spotting deer and other wildlife in the open fields surrounding the house! -- THE PROPERTY -- Fire Pit | Eat-In Kitchen | 2 Brick Fireplaces This charming home is perfect for small families and groups of friends to enjoy a quiet stay in Woodstock with easy access to local attractions. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed INDOOR LIVING: Smart TV, 2 family dining tables, cable/satellite TV, laptop-friendly work area, vaulted ceilings, exposed beams OUTDOOR LIVING: Spacious yard, charcoal grill, patio w/ outdoor dining area, Adirondack chairs KITCHEN: Cooking basics, stainless steel appliances, dishwasher, stove/oven, microwave, coffee maker GENERAL: Free WiFi, linens/towels, washer/dryer, complimentary toiletries, central heating, ceiling fans, window A/C units, laundry detergent, trash bags/paper towels FAQ: 2 steps required to access, 1 bedroom & 1 bathroom on 1st floor, 2 additional long-term rentals on-site PARKING: Driveway (3 vehicles) -- THE LOCATION -- TINKER STREET (2.0 miles): Woodstock’s Main Street featuring restaurants, shops, playhouses, art galleries, flea market, and boutiques OUTDOOR FUN: Woodstock Golf Club (1.6 miles), Woodstock Waterfall Park (2.2 miles), Ashokan Rail Trail (2.5 miles), Overlook Mountain Trailhead (4.6 miles), Forsyth Nature Center (8.6 miles), Falling Waters Preserve (11.7 miles), Poets’ Walk Park (12.8 miles), Kaaterskill Wild Forest (17.6 miles) ART + ENTERTAINMENT: Woodstock Playhouse (1.6 miles), Colony (2.1 miles), Levon Helms Studio (2.7 miles), Brydcliffe Theatre (3.9 miles), Opus 40 (6.5 miles), The Center for Photography at Woodstock (9.6 miles) EATS + DRINKS: Cucina (1.5 miles), R&R Taproom (1.6 miles), The Mud Club (1.9 miles), Bread Alone Bakery (2.0 miles), Tinker Taco Lab (2.1 miles), Station Bar & Curio (2.3 miles) MUSEUMS: Woodstock Artists Association & Museum (2.1 miles), Hudson River Maritime Museum (10.9 miles), Trolley Museum of New York (10.9 miles) AIRPORTS: Hudson Valley Regional Airport (41.6 miles), New York Stewart International Airport (47.4 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 - No pets allowed - 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 property has 1 bedroom and 1 bathroom on the 1st floor, but an internal flight of stairs is required to access the upstairs bedrooms and bathroom - NOTE: There are 2 additional units on-site occupied by long-term renters, other guests may be present during your stay

Relax in Style at Historic Modern on Main with Modern Amenities & Wooded Views

Stone Ridge, NY, US
3 Bedrooms • 6 Guests

Oct 19 - 21
$196 night

Discover the perfect blend of modern comfort and vibrant style in this stunning 3-bedroom home nestled in the heart of Stone Ridge, New York. Surrounded by mature trees and natural beauty, Historic Modern on Main is a beautiful two-story home with a charming flower-lined entrance that sets the tone for your stay. Inside, you’ll find a contemporary interior design that’s both colorful and inviting, featuring bright living spaces that inspire relaxation and connection. The home comfortably accommodates guests with one king bedroom and two queen bedrooms, ideal for families or groups seeking privacy and comfort. Two full bathrooms showcase beautiful, high-end finishes, while an additional half bathroom adds convenience for larger gatherings. The fully equipped kitchen is thoughtfully designed with modern appliances and ample counter space — perfect for cooking and entertaining whether you’re preparing a quick breakfast or a celebratory dinner. Every detail inside this home reflects a commitment to style and functionality, from the spacious living areas to the carefully curated décor that complements the serene wooded surroundings. Whether you’re unwinding indoors or stepping outside to enjoy the peacefulness of the natural landscape, this home offers an ideal retreat after a day of exploring. Property Manager provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Comprised of quaint towns, each with their own charming main street, upstate New York’s Hudson Valley is famed for its natural beauty and seasonal produce. After all, it was here that inspired an entire artistic movement of Romantic painters who captured the area’s rolling hills, colorful foliage, and pastoral setting. View the landscapes in person by hiking the Catskill Mountains. Then, visit local farms where there’s a lot to pick: apples in the fall, strawberries in the summer, and vegetables in between. Local attractions: Stone Ridge offers easy access to some of the Hudson Valley’s top spots—hike the cliffs and trails of Mohonk Preserve and Minnewaska, explore Woodstock and Kingston’s arts and dining scenes, visit Olana and Opus 40, sip along the Shawangunk Wine Trail, and unwind by the Ashokan and Rondout Reservoirs. Home Truths: - This home allows up to 2 pets for a fee; undisclosed pets brought without Property Manager’s approval may result in a $500 fine per pet. Parking Details: - Driveway parking available for up to 8 vehicles. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at Property Manager than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud.

Charming Cottage w/ Yard - 2 Mi to Tinker St!

West Hurley, NY, US
2 Bedrooms • 4 Guests

Oct 12 - 14
$334 night

Take a break from the chaos of city life and head to the quaint village of Woodstock, where this cozy vacation rental awaits your stay. Nestled in the Catskills Mountains, this 2-bedroom, 1-bath cottage promises a peaceful escape with a patio, grill, and fire pit outside and homey furnishings with ample bohemian charm inside. When you’re ready to wander off, indulge in the art, music, and eats of Tinker St or immerse yourself in nature’s beauty at Overlook Mountain or Kaaterskill Wild Forest! -- THE PROPERTY -- Furnished Patio | Charcoal Grill | Washer/Dryer A tranquil retreat awaits you and your family in the Catskills, where this delightful cottage places you in proximity to the best hikes, shops, and restaurants in Woodstock. Bedroom 1 (1st Floor): Queen Bed | Bedroom 2 (2nd Floor): Queen Bed OUTDOOR LIVING: Large yard w/ wooded views, private patio w/ fire pit, picnic table, grill KITCHEN: Fully equipped, cooking basics, drip coffee maker, 2-person breakfast bar, 4-person dining table INDOOR LIVING: Smart TV, ceiling fans, designated workspace in Bedroom 1, walk-in closets GENERAL: Free WiFi, central heating & A/C, complimentary toiletries, linens/towels, laundry detergent ACCESSIBILITY: 2-story home, step-free entry, bedroom/bathroom on 1st floor PARKING: Gravel driveway (3 vehicles) -- THE LOCATION -- TINKER STREET (2.0 miles): Woodstock’s Main Street featuring restaurants, shops, playhouses, art galleries, flea market, and boutiques OUTDOOR FUN: Woodstock Golf Club (1.3 miles), Woodstock Waterfall Park (2.2 miles), Ashokan Rail Trail (2.3 miles), Forsyth Nature Center (7.7 miles), Overlook Mountain (9.8 miles), Falling Waters Preserve (11.7 miles), Poets’ Walk Park, Kaaterskill Wild Forest (17.9 miles) ART + ENTERTAINMENT: Woodstock Playhouse (1.7 miles), Colony (2.1 miles), Center for Photography (2.1 miles), Levon Helms Studio (2.8 miles), Brydcliffe Theatre (3.9 miles), Opus 40 (6.5 miles) EATS + DRINKS: R&R Taproom (1.6 miles), Cucina (1.6 miles), The Mud Club (1.9 miles), Bread Alone Bakery (2.0 miles), Tinker Taco Lab (2.1 miles), Station Bar & Curio (2.3 miles) MUSEUMS: Woodstock Artists Association & Museum (2.1 miles), Hudson River Maritime Museum (10.9 miles), Trolley Museum of New York (10.9 miles) AIRPORTS: Hudson Valley Regional Airport (42.5 miles), New York Stewart International Airport (47.4 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Although this property offers step-free entry with a bedroom and bathroom on the main floor, interior stairs are required to access the 2nd-floor bedroom

Quivett Compound 419-B Magnificent Mansion, Privacy, Pool, Water Views in Brewster

Brewster, MA, US
10 Bedrooms • 20 Guests

Oct 17 - 20
$1,868 night

This property is professionally managed by Property Manager Magnificent Mansion, Privacy, Pool, Water Views in Brewster Come for July 4th! Arrive on Thursday July 2 or Friday July 3rd and enjoy the holiday! Sleeps 22 in 10 Bedrooms, 9.5 Baths Linens and Bed Making Included The newly constructed Quivett Compound is the perfect summer retreat for your discerning group of up to 22. The property is secluded on seven-plus acres and set far back from the historic Old King’s Highway in beautiful West Brewster by the bay, the property serves up sweeping views of Quivett Creek and Cape Cod Bay beyond. Launch an owner-provided kayak and explore the creek. Watch the kids frolic in the in-ground heated pool, which provides continuous entertainment when they come off the nearby bay side beaches in both Brewster and Dennis. You’ll spend a lot of time on the expansive shaded deck or outdoor patio with its built-in gas grill, fire pit and large dining table. Set up the net provided and organize a volley ball or badminton tournament. You certainly have plenty of space to do it! Inside, you’ll roam through 6,300 square feet of modern luxury, exquisitely designed and superbly furnished and appointed. The main level common living space includes an immense living room with two seating areas, one with a large flat screen, wall mounted TV. There is also a separate TV lounge with wet bar upstairs. The kitchen is big, bright and totally social. It is equipped with everything you could ask for, including two dishwashers, a beverage center and a Keurig coffee maker. The adjacent dining room offers a great place to gather inside, although you’ll likely choose to eat outside most summer days on the deck and patio. The lower level has a very cool game room, ready for action with a pool table, ping pong table, air hockey, video games and more. Then, it’s show time in the home theater, with its huge movie screen and comfy recliner chair seating. The laundry lives on this level, as well, with not one but two new washers and dryers. The ten bedrooms break down as follows: six kings, three queens, one full size double and two twins. The 9.5 baths sort out this way: one half bath on the main level, six bedrooms with en suite baths plus two full baths on the lower level. Finally, there is a room above the detached garage withe a King bed and a full bath. Of course, the home is centrally air conditioned and has high-speed Wi-Fi and Cable TV. **Please note that the bedroom and bathroom over the garage is fully winterized from 11/1 - 5/1 each year. As a result the property only has 9 bedrooms and 7.5 baths from November through April sleeping a maximum of 20 guests*** *** Pool is open and heated from Memorial Day (late May) through Columbus Day (early October)*** ****The Quivett Creek Compound does consider small events (with a maximum of 50 attendees including guests staying at the property) on site on a case by case basis in May, June, September and October. There are no events allowed in July and August. Please contact us for more details.**** Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Pochet Point Estate 056-O: Pochet Estate with Nauset Beach Access, Pool & Panoramic Views

Orleans, MA, US
7 Bedrooms • 16 Guests

Oct 12 - 15
$1,957 night

This property is professionally managed by Property Manager. Pochet Point Estate with Nauset Beach Access, Pool & Panoramic Views NEW Listing for 2026! Sleeps 16 Rents Friday to Friday during summer weeks Linens included Pool & Hot Tub open from Memorial Day to Columbus Day Welcome to your East Orleans retreat—an extraordinary water-view estate in the coveted Pochet neighborhood, offering refined coastal living just steps from Nauset Beach. This Patrick Ahearn designed seven-bedroom, seven full and-two half-bath home spans three levels plus a pool house of luxurious living, thoughtfully designed for gathering, relaxation, and coastal adventure. The main level features a gourmet kitchen with high-end appliances, a spacious island, and seamless flow to multiple interior and exterior dining areas. Gather in the elegant great room or one of several inviting lounge spaces, each offering comfortable style and tranquil views of Pochet Inlet and the surrounding salt marsh. There are 5 bedroom suites each with a King bed and private bath. There is one bedroom on the main level and an additional four bedroom suites on the second level. The third floor offers two family-friendly rooms—one with two twin beds and another with two sets of twin-over-twin bunks—ideal for kids or groups. There is also a full bathroom on the third level as well. Step outside to your private resort setting: an oversized heated gunite saltwater pool, hot tub, and expansive pool deck designed for sun-soaked days and evening relaxation by the wood-burning fire pit. The magnificent Atlantic is your backdrop from the pool area. The ocean serenades you with the consistent calming wave action on the nearby shore. The pool house adds a layer of fun and function, complete with a game room, full bath, and laundry. From the backyard, a private neighborhood boardwalk leads you through protected dunes to world-famous Nauset Beach—a breathtaking walk to one of Cape Cod’s most iconic stretches of sand and surf. From the boardwalk you are accessing a secluded part of the beach to the south the public beach area. Plenty of space to set up camp and enjoy the rhythm of the Atlantic Ocean. Perfect for large families or multi-generational groups, this estate combines modern luxury, coastal charm, and unbeatable location—the ultimate East Orleans escape. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals, there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Winsted Lakefront Escape: Dock & Fire Pit

Torrington, CT, US
3 Bedrooms • 12 Guests

Oct 12 - 17
$2,473 night

Lakeside Propane Grill | Paddleboard | Near Mohawk Mtn | Dedicated Work Desk Lake days start at your doorstep at this Winsted vacation rental, where a private dock turns every stay into an easy waterfront escape. Launch the provided kayaks and paddleboard, stretch out around the lakeside fire pit, then carry dinner from the propane grill to one of the furnished decks while the water and trees frame the evening. Claim your spot by the water and make Highland Lake your 4-season launch point! -- THE PROPERTY -- OUTDOOR LIVING - Private dock w/ direct lake access - Paddleboards & kayaks available for guest use - Floating water mat - Water toys, life vests - Lounge decks w/ lake views - Propane grill for outdoor cooking - Fire pit INDOOR LIVING - Multi-level living space - Smart TVs - Central air conditioning & mini-split units for climate control - Dedicated work area for remote work or study - Laundry machines KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig coffee maker w/ starter coffee provided - Cooking essentials, dishware & flatware ACCESSIBILITY - Multi-level home, stairs to access - Bedroom & bathroom on the 1st floor PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Waterfront home on quiet Highland Lake: 445-acre, spring-fed destination for year-round recreation - 4 miles to Winsted Town Center, American Mural Project - 3 miles to The Marina at Highland Lake - 2 miles to Burr Pond State Park - 3 miles to Platt Hill State Park Scenic Reserve - 4 miles to R & B Sports World - 7 miles to Torrington Center For Nursing & Rehabilitation - 19 miles to Mohawk Mountain Ski Area - 21 miles to Talcott Mountain State Park -- 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 - Quiet hours (10:00 PM-7:00 AM) ADDITIONAL INFORMATION - Guests may not be out on the lake without a light source after sunset SECURITY CAMERA INFORMATION - 2 exterior devices - Location: doorbell camera, back deck solar camera - Coverage: entryway, backyard, dock

Eileen’s Escape: 021-C Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated

Chatham, MA, US
5 Bedrooms • 12 Guests

Oct 12 - 15
$1,065 night

This home is professionally managed by Property Manager Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated Rents Friday to Friday during peak season Linens Included. Beds made. Sleeps 12 Pool & Hot Tub open from Memorial Day to Columbus Day Be one of the first to stay in this masterfully renovated home with a brand-new saltwater pool under a mile (.7 mile) to Ridgevale Beach in Chatham. The 5-bedroom home plus bonus room has been totally updated from top to bottom and features comfortable furnishings throughout. The focal point of course is the custom saltwater pool with a built-in hot tub. The outdoor living space is stunning with an expansive travertine patio, plenty of lounge seating and an outdoor kitchen set up with a grill and granite counter. Don’t forget to use the outdoor shower after the beach! Inside, the attention to detail is evident from the coffered ceilings to custom local art on the walls. The main living area is open to the kitchen and dining area. The kitchen is of course fully equipped with all you’ll need to prepare any meal. The main level is also home to the primary bedroom with a King-sized bed and exquisite private bathroom. There are two additional bedrooms on the main level: one with a queen and one with 2 twins. There is a full bath for these rooms as well. Finally there is a second vaulted living area with additional lounge seating and a TV. Upstairs features a classic Cape set up with a full bathroom at the top of the stairs. There are bedrooms on either side. Both bedrooms feature custom ship-lapped walls and ceilings and have King beds with a twin trundle. Even more living space awaits on the fully finished lower level! There is another TV lounge area plus a workspace and an exercise area. There is a flex sleeping area down here which houses 2 queen beds. A brand-new full bath on the lower level completes the space. A 15 minute walk or a very short bike ride brings you down to one of Nantucket Sound’s most desirable beaches: Ridgevale Beach. Relax on the beach, have the little ones play in the creek flowing into the Sound and grab a bite to eat at the snack bar. A 6-8 minute drive brings you to both Chatham and Harwich Port Villages for pedestrian friendly shopping and dining. There are ample dining and shopping opportunities along Route 28 closer to the house as well. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $255.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a 3-night minimum outside of the peak season. Guests are charged a cleaning fee for all stays less than 7 nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Lower Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #STR-562

Family Home w/ Outdoor Oasis in Hudson Valley

High Falls, NY, US
3 Bedrooms • 9 Guests

Oct 13 - 15
$364 night

Tree-Lined Property on 1 Acre | 3 Mi to Hiking Trails Step into laid-back adventure at this High Falls vacation rental — perfect for families and friend groups chasing Hudson Valley fun. The 3-bed, 2-bath home invites you to unplug and unwind, whether you de-stress in the sauna, dine on the deck, or curl up by the wood stove. Feeling inspired to explore? View fall foliage at Minnewaska State Park or stroll the Walkway Over the Hudson. Upstate memories await! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 twin bunk bed w/ twin trundle - Additional Sleeping: 1 portable crib INDOOR LIVING - Board games & books, children's toys - Wood-burning stove - Dining table - 2 desks OUTDOOR LIVING - Deck w/ retractable shades & string lights - Outdoor sofa, outdoor dining set - Backyard, playground set - Sauna (waiver required) - Front deck w/ bistro set KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip coffee maker & Italian press - 4-slice toaster, toaster oven - High chair - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Central heating & A/C - Washer & dryer - Towels & linens provided. - Free Wi-Fi FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - Single-story home - 6 steps to enter at front door, 3 steps to enter at backdoor PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Near hiking & biking trails, rock climbing - 3 miles to Mohonk Preserve - 8 miles to New Paltz: Historic Huguenot Street, restaurants & cafes, shops - 7 miles to Minnewaska State Park Preserve - 13 miles to Kingston, 22 miles to Woodstock - 14 miles to Ashokan Reservoir - 18 miles to Walkway Over the Hudson State Park - 34 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 - 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 single-story home requires 6 steps to enter at the front entrance and 3 steps to enter at the rear entrance - A waiver is required prior to using the sauna - Your safety matters. This property features 2 exterior security cameras. Camera 1 is on the front door facing the front entry, and camera 2 is on the back door facing the back entry. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Crooked Lake Retreat: Swim, Kayak & Unwind

Averill Park, NY, US
3 Bedrooms • 10 Guests

Oct 12 - 14
$542 night

Grill & Dine on the Private Deck | Lake Views Inside & Out | Fireside Relaxation Make the most of your Upstate escape at this Averill Park vacation rental, situated right on the water’s edge. With 3 bedrooms, 3 bathrooms, and 2 living spaces, the house is ready to host your whole family. Enjoy quiet mornings on the patio, enjoy a fall hike or winter snowshoe around the lake, or settle in for a starlit night beside the fire. Your New York experience starts here! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 2 queen beds, 2 lofted twin beds SHARED OUTDOOR LIVING - Solo Stove, fire pit - Outdoor seating, gas grill - Dock, lake access - Kayaks, paddleboards, life vests PRIVATE OUTDOOR SPACE - Deck, outdoor dining set - Gas grill INDOOR LIVING - Smart TV, gas fireplace - Dining table - Basement lounge KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip coffee maker, toaster - Cooking basics, dishware & flatware, trash bags & paper towels GENERAL - Heating & A/C units - Towels & linens, washer & dryer - Free WiFi FAQ - 2 exterior security cameras (facing out) ACCESSIBILITY - 2-story home, 3 steps to enter - 2 bedrooms & 2 bathrooms on main level PARKING - Driveway (4 vehicles) ADDT’L ACCOMMODATIONS - There are 2 additional properties available on-site, each with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - Easy access to I-90 - 9 miles to Pineridge Cross Country Ski Area - 14 miles to Albany: New York State Capitol, New York State Museum, Washington Park - 15 miles to Hudson River & USS SLATER - 15 miles to Jiminy Peak Mountain Resort & 25 miles to Bousquet Mountain Ski Area - 16 miles to Albany County Helderberg-Hudson Rail Trail - 17 miles to Grafton Lakes State Park - 21 miles to Albany 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 - No pets allowed - 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 3 steps to enter, with 2 bedrooms and 2 bathrooms on the main level - Your safety matters. This property features 2 exterior security cameras. Camera 1 is on the front of the house facing the front entry, and camera 2 is on the porch facing out. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Condo w/ Loft: 2 Mi to Windham Mountain Ski!

Windham, NY, US
2 Bedrooms • 6 Guests

Oct 12 - 14
$273 night

Get away from the hustle and bustle of city life with a retreat to this 2-bedroom, 1-bath Windham vacation rental! The condo has room for 4 to relax and feel at home with a fully equipped kitchen and extra sleeping space in the loft. Get bundled up for a day skiing the slope of Windham Mountain, take in the views from the Five State Lookout, or plan a trip for warmer weather to hike the nearby Kaaterskill Falls Trail Head. End the day grabbing a bite to eat at a local hotspot like Zack’s Place! -- THE PROPERTY -- Near Ski Area | Fully Equipped Kitchen | Loft w/ Bed Sitting near a ski area and local attractions, this condo makes for the perfect getaway to spend time outdoors and explore the charm of Windham. Bedroom 1: Queen Bed | Bedroom 2: Twin Bed, Trundle Bed | Loft: Full Bed INDOOR LIVING: Flat-screen TV w/ Netflix, 4-person table, carpeted flooring, large windows KITCHEN: Fully equipped, dishwasher, refrigerator, stove/oven, toaster oven, coffee maker GENERAL: Linens/towels, suitable for children, suitable for elderly FAQ: No A/C PARKING: Open parking lot ADDITIONAL ACCOMMODATIONS: There are 4 additional properties available nearby, each with separate nightly rates. If you would like to reserve multiple rentals, please inquire for more information prior to booking -- THE LOCATION -- OUTDOOR RECREATION: The Windham Path (0.4 miles), Windham Mountain (2.2 miles), Kaaterskill Falls Trail Head (14.9 miles), Kaaterskill Wild Forest (16.2 miles), North/South Lake (16.4 miles), Dutchman’s Landing Park (25.0 miles), Kaaterskill Clove (25.7 miles), Howe Cavern (38.7 miles) ATTRACTIONS: Five State Lookout (6.6 miles), Mountain Top Arboretum (10.4 miles), Zoom Flume Water Park (10.9 miles), Tannersville (13.4 miles), Village of Catskill (24.3 miles), Hudson (28.3 miles), Home of Franklin D. Roosevelt National Historic Site (59.3 miles) DINING: Chalet Fondue (0.5 miles), Ze Windham Wine Bar (1.4 miles), Millrock Restaurant (1.4 miles), Vesuvio (1.7 miles), Zack’s Place (1.7 miles), Chicken Run (2.4 miles) AIRPORT: Albany International Airport (61.9 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 - No pets allowed - 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 at check-in - NOTE: Your safety matters. This property features an exterior security camera, facing out. It does not look into any interior spaces - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: The property does not have air conditioning

Vacation Rentals in Copake by Amenities & Features

Get to Know Copake

Copake, New York, is a charming small town nestled in the Taconic Mountains, offering a serene escape from the hustle and bustle of city life. It's a place where nature's beauty is on full display, making it a haven for outdoor enthusiasts and those seeking a peaceful retreat. One of the town's main attractions is Copake Lake, a pristine body of water surrounded by picturesque landscapes. Here, visitors can indulge in a variety of water activities such as boating, fishing, and swimming during the warmer months. The lake also provides a stunning backdrop for picnics and leisurely strolls along its shores. For those who love to explore the great outdoors, the nearby Taconic State Park is a treasure trove of natural wonders. The park offers miles of hiking and biking trails that meander through lush forests and rolling hills, leading to breathtaking views and hidden waterfalls. In the winter, the park becomes a playground for snowshoeing and cross-country skiing. The Copake Iron Works Historic District is a testament to the town's rich industrial heritage. Visitors can step back in time and learn about the iron industry that once thrived in the area, with well-preserved structures and informative displays. The town also hosts a variety of events throughout the year, including the Copake Falls Day, which celebrates the community with food, music, and local crafts. The Copake Country Auction, known as the longest-running auction in the United States, is a must-visit for antique lovers and bargain hunters. For those interested in agritourism, Copake is surrounded by family-owned farms and orchards where you can pick your own fruits, sample local produce, and enjoy the pastoral countryside. The area's fertile soil and favorable climate contribute to a thriving local food scene, with farm-to-table restaurants serving up fresh, seasonal dishes. Golfers will appreciate the Copake Country Club, which features an 18-hole championship golf course with stunning views of the surrounding mountains and lake. The course is known for its challenging layout and impeccable maintenance. In essence, Copake offers a slice of rural charm with its natural beauty, outdoor adventures, historical sites, and community spirit. It's a destination that invites you to slow down, breathe in the fresh mountain air, and enjoy the simpler pleasures of life. Whether you're seeking tranquility or adventure, Copake is a place that truly has something for everyone.
Copake, New York, nestled in the scenic Taconic Mountains, experiences a four-season climate that offers a variety of weather conditions throughout the year, each with its own unique appeal. Winter in Copake, from December through February, is cold and often snowy, with average temperatures ranging from the low 20s to mid-30s Fahrenheit (-6°C to 2°C). This season transforms the landscape into a winter wonderland, perfect for those who enjoy snow-related activities. However, travelers should be prepared for potential winter storms that can bring significant snowfall. Spring, from March to May, is a time of renewal as the snow melts and temperatures gradually rise from the 40s to the 60s Fahrenheit (4°C to 15°C). This season can be unpredictable, with a mix of rain, occasional snow in early spring, and increasing warmth as summer approaches. The humidity begins to rise, but it's generally comfortable and the blooming flora makes it a beautiful time to explore the outdoors. Summer, from June to August, is warm and can be humid, with temperatures typically ranging from the high 60s to mid-80s Fahrenheit (20°C to 30°C). This is the peak season for outdoor activities such as hiking, boating, and enjoying the area's natural beauty. Precipitation is fairly evenly distributed throughout the year, but summer thunderstorms can bring brief, heavy downpours. Autumn, from September to November, is a particularly popular time to visit Copake due to the spectacular fall foliage. Temperatures cool down to a comfortable range between the 50s and 70s Fahrenheit (10°C to 21°C), and the humidity drops, making it an ideal time for outdoor adventures and scenic drives through the countryside. The most popular weather conditions tend to be in the late spring to early summer and early autumn, when the temperatures are moderate, the humidity is lower, and the natural scenery is at its most inviting. Whether you're looking to enjoy the lush greenery of spring, the warm summer sun, the colorful fall leaves, or the serene snowscapes of winter, Copake offers a charming seasonal experience for travelers.
Copake, New York, may not be the first destination that comes to mind for a cultural enthusiast, but this small town in the Taconic Mountains offers a charming and intimate experience of the arts, history, and local customs. For those interested in the visual arts, Copake is home to a number of small galleries and artisan shops. Local artists often display their work in these intimate settings, providing a unique opportunity to engage with the region's creative community. The nearby city of Hudson, just a short drive away, is renowned for its vibrant arts scene, with numerous galleries showcasing contemporary art, sculpture, and photography. History buffs will appreciate Copake's proximity to significant historical sites. The area is rich in American history, with nearby landmarks such as the Olana State Historic Site, the former home of Hudson River School painter Frederic Edwin Church, offering a glimpse into the 19th-century art world. Additionally, the Copake Iron Works, a well-preserved 19th-century industrial site, provides insight into the region's industrial past. Live music can be enjoyed at local venues and seasonal festivals. The Falcon Ridge Folk Festival, held annually in nearby Hillsdale, is a highlight for music lovers, featuring a lineup of folk and roots music artists. Smaller venues in the area also host live performances, ranging from classical to contemporary genres, allowing visitors to experience the local music culture. Copake and the surrounding region celebrate local customs through a variety of community events and farmers' markets. The Copake Country Auction, a longstanding tradition, is a place where locals and visitors alike come together to bid on antiques and collectibles. The Copake Farmers' Market offers a taste of the local culinary scene, with vendors selling fresh produce, artisanal cheeses, and homemade goods. For a more immersive experience, the Taconic State Park provides a natural backdrop for outdoor concerts and events during the warmer months. The park itself is a natural wonder, with opportunities for hiking, biking, and enjoying the scenic beauty of the Taconic Range. While Copake may offer a quieter cultural experience compared to larger cities, its charm lies in the personal interactions with local artists, the rich history of the Hudson Valley, and the simple pleasures of enjoying live music and local customs in a serene mountain setting. It's a destination that invites visitors to slow down, savor the moment, and appreciate the arts in a more intimate and personal way.
Copake, New York, nestled in the scenic Taconic Mountains, offers a delightful escape for families seeking outdoor adventures and a peaceful retreat from the hustle and bustle of city life. This small town is a haven for children who love nature and outdoor activities. One of the main attractions in Copake is Taconic State Park, which provides a playground for all ages. The park's Rudd Pond area is perfect for families, offering swimming, fishing, and boating opportunities. Children can spend hours exploring the water's edge, looking for frogs and other wildlife. The park also has numerous trails suitable for family hikes, where you can take in the fresh mountain air and enjoy the stunning views. For a unique experience, visit the Catamount Aerial Adventure Park, located just a short drive from Copake. This exciting treetop adventure course features zip lines, rope bridges, and obstacle courses that will thrill children and adults alike. With varying levels of difficulty, even the youngest adventurers can safely navigate through the trees with the help of experienced guides. During the winter months, Catamount Ski Area becomes a winter wonderland, offering skiing and snowboarding lessons for children. The gentle slopes are perfect for beginners, while more experienced young skiers can tackle the more challenging runs. The ski area also features a tubing park, which is a hit with kids who enjoy the thrill of sliding down snow-covered hills. The Copake Iron Works Historic District is another interesting spot for families. Here, children can learn about the region's industrial history through a self-guided tour that showcases the remains of a 19th-century ironworks operation. It's an educational and fascinating outing that combines history with a walk in the great outdoors. For a relaxing day, head to Copake Lake, where families can enjoy picnicking, swimming, and boating. The calm waters of the lake are ideal for kayaking or canoeing, and you might even spot some local wildlife along the shore. Lastly, the Copake Country Club's greens are open to families, offering a chance for a friendly round of golf amidst beautiful surroundings. The club also has a restaurant with a kid-friendly menu, making it a great spot to end a day full of activities. In Copake, the combination of natural beauty, outdoor recreation, and educational experiences create a perfect setting for a family vacation that's both fun and enriching for children.
Copake, New York, nestled in the scenic Taconic Mountain Range, is a treasure trove of natural beauty and outdoor activities for those who love to immerse themselves in nature. This charming town and its surrounding areas offer a peaceful retreat with a variety of experiences for outdoor enthusiasts. One of the highlights is Taconic State Park, which straddles the New York and Massachusetts border. The park is a haven for hikers, with trails that range from easy walks to challenging climbs, including a section of the renowned Appalachian Trail. The park's lush forests, cascading waterfalls, and crystal-clear streams provide a picturesque backdrop for your outdoor adventures. For those who enjoy water activities, Copake Lake offers a serene setting for boating, fishing, and swimming. The lake's calm waters are ideal for kayaking and canoeing, allowing you to explore the shoreline at your own pace. Anglers will find the lake stocked with a variety of fish, including bass and northern pike, making for an excellent day of fishing. Bash Bish Falls, located just a short drive from Copake, is one of the most stunning waterfalls in the state. A moderate hike through the woods leads you to the falls, where you can witness the water cascading down a series of gorges into a crystal-clear pool below. It's a perfect spot for photography, picnicking, or simply enjoying the soothing sounds of nature. For cyclists, the Harlem Valley Rail Trail provides a scenic route through the countryside. This paved trail follows the path of the old Harlem Valley Railroad, offering a safe and enjoyable way for bikers of all levels to take in the rural landscapes and fresh country air. In the winter months, Catamount Ski Area becomes a hub for snow sports. With trails for skiing and snowboarding, as well as a terrain park, it caters to winter sport enthusiasts of all skill levels. The area also offers snowshoeing and cross-country skiing for those who prefer a quieter connection with the winter landscape. Lastly, for a unique outdoor experience, visit the Copake Iron Works Historic District within Taconic State Park. Here, you can explore the remnants of a 19th-century ironworks and learn about the region's industrial history while enjoying the surrounding natural beauty. Copake's natural wonders and outdoor activities provide a year-round playground for nature lovers. Whether you're seeking tranquility on the lake, the thrill of a hike, or the excitement of winter sports, Copake is a destination that truly connects you with the great outdoors.
Copake, New York, nestled in the scenic Taconic Mountains and close to the Massachusetts border, offers a serene escape from the hustle and bustle of city life. While it may not have the extensive transportation networks of a major city, there are still several ways to reach and explore this charming destination. Travelers typically arrive in Copake by car, as it is conveniently located near major highways such as the Taconic State Parkway and Route 22. This mode of transportation offers the flexibility to explore the surrounding countryside, state parks, and nearby attractions at one's own pace. For those without a car, bus services such as the Berkshire Regional Transit Authority (BRTA) provide connections to nearby towns, although service may be limited and it's advisable to check schedules in advance. The nearest major airports are Albany International Airport in New York and Bradley International Airport in Connecticut, both roughly a two-hour drive from Copake. Renting a car from these airports is the most straightforward option for completing the journey to Copake. Alternatively, for a more scenic and leisurely approach, one can take the Amtrak train to Hudson, NY, and then arrange for a taxi or car service for the final leg to Copake. Within Copake itself, transportation options are more limited. The town is small and some areas can be enjoyed on foot, especially if you're staying near the town center or at a resort that offers recreational activities. However, to fully experience the area's natural beauty, such as Taconic State Park, Bash Bish Falls, or the Copake Iron Works, having a car is highly beneficial. This will allow you to visit these sites at your own convenience and also explore the broader Hudson Valley region. Cycling is another enjoyable way to get around Copake and the surrounding countryside, with several scenic byways and country roads that are well-suited for bike rides. However, it's important to note that the terrain can be hilly, so a certain level of fitness is required. In summary, while Copake may not be the most accessible destination without a car, its rural charm and natural beauty make it worth the journey. Once there, the town's quiet roads and picturesque landscapes offer a peaceful retreat, best explored at a leisurely pace, whether by car, bike, or on foot.

Copake FAQs

Copake, located in Columbia County, offers a variety of activities for visitors. You can explore Taconic State Park for hiking, camping, and swimming. The Copake Iron Works Historic District provides a glimpse into the area's industrial past. During the winter, Catamount Ski Area is nearby for skiing and snowboarding. The Harlem Valley Rail Trail is perfect for biking and walking. Additionally, Copake is known for its scenic countryside, which is great for photography, bird watching, and enjoying local farm stands.
The best time to visit Copake depends on what you want to do. Summer is ideal for hiking, swimming, and enjoying the outdoors. Fall is beautiful for leaf-peeping and autumn festivals. Winter offers snow sports like skiing at nearby Catamount. Spring is quieter but perfect for enjoying the blossoming countryside and cooler hiking weather.
Yes, Copake often hosts events and festivals, especially during the summer and fall. The Copake Country Auction, known as the longest-running auction in the United States, is a notable event. There are also seasonal farmers' markets, community fairs, and the Copake Falls Day festival celebrating local history and community.
Copake has a range of dining options from casual to fine dining. Local eateries offer American cuisine, with several restaurants serving farm-to-table meals due to the area's rich agriculture. There are also pizzerias, delis, and cafes for quick bites. For a unique experience, some local farms offer dinners with fresh, seasonal ingredients.
Yes, Copake offers a variety of accommodations. Visitors can choose from charming bed and breakfasts, inns, vacation rentals, and campgrounds in Taconic State Park. There are options to suit different preferences and budgets, whether you're looking for a cozy room or a more private, family-friendly rental.
Absolutely, Copake is very family-friendly. With outdoor activities like hiking, biking, and swimming, there's plenty for families to do together. The area's farms often have family-oriented activities like apple picking and hayrides. The local parks and community events are also geared towards families and children.

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Vacation Rentals Near Copake

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