Family friendly vacation rentals in Highland, NY

Experience the perfect Hudson Valley getaway in this beautiful ranch-style home in New Paltz, featuring 3 bedrooms and a spacious game room for year-round fun. Enjoy tranquil evenings by the fire pit, scenic bike rides with complimentary bikes, and all the comforts of home just minutes from vibrant local shops, restaurants, and trails. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around Pet Friendly, fee applies per pet. Charming & Cozy, Home Features: • 3 Bedrooms, 1 Bath, up to 7 guests • Cozy Outdoor Fire Pit, Surrounded by Adirondack Chairs • Game Room with Ping Pong Table • Well-Equipped Kitchen with Stainless Steel Appliances • Free WiFi & Smart TV Discover your Hudson Valley escape in this charming ranch-style home in New Paltz, NY, perfect for families or groups of up to seven. The home features three inviting bedrooms: the primary bedroom offers a plush queen bed for a restful retreat, the second bedroom also has a cozy queen bed ideal for couples or guests, and the third bedroom is thoughtfully set up with a bunk bed, making it a fun and practical space for kids or friends. Each bedroom is tastefully decorated with fresh linens ensuring everyone has a peaceful place to unwind. A full bathroom with radiant floor heating adds a touch of luxury and comfort. The open floor plan and wood floors create a warm, welcoming vibe throughout the home. The fully equipped kitchen is a delight for home cooks, featuring all stainless steel appliances and a dedicated coffee station with both a regular brew coffee maker and a Keurig, so everyone can enjoy their favorite morning cup. The converted garage serves as a spacious game room, complete with a ping pong table and a cozy pellet wood stove (pellets provided), offering year-round fun and relaxation. Step outside to your private backyard oasis: relax under the stars or unwind in Adirondack chairs overlooking the peaceful landscape. The fire pit area, surrounded by additional Adirondack chairs, is perfect for gathering with friends and family to toast marshmallows and share stories. For outdoor cooking, the front patio features more Adirondack chairs next to a charcoal BBQ, ideal for laid-back afternoons and evening grilling. For guests who love to explore, two bikes are available for your use and can be found in the shed, perfect for discovering the neighborhood or enjoying a scenic ride. Nestled on a quiet cul-de-sac with lush landscaping and a raised vegetable garden bed, this inviting home offers privacy and tranquility, just minutes from the shops, restaurants, and trails of New Paltz. Whether you’re seeking adventure or relaxation, this is the perfect Hudson Valley getaway. • Winter Access Notice: The driveway and parking area is plowed in winter. During snowy conditions, a 4WD or AWD vehicle is strongly recommended for reaching the home. If you’re traveling without one, access may be difficult or not possible at times. Portoro cannot be held responsible for weather-related access issues or provide assistance if a vehicle becomes stuck. Portoro offers convenient self check-in. Check-in instructions will be sent by email and text prior to arrival with everything you need to access the home easily and on your schedule. You’ll also receive a digital Guest Guide for the home, packed with helpful tips, house info, and local recommendations to make the most of your stay. • We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request. • Winter Access Notice: A 4WD or AWD vehicle is strongly recommended to access the home during the snowy season. Guests without the appropriate vehicle may be unable to reach the property. Portoro cannot be held responsible for access issues or assist if a vehicle becomes stuck. Getting around New Paltz is convenient, with easy access to both town amenities and outdoor adventures. The village is walkable, but a car lets you quickly reach the Shawangunk Ridge, Mohonk Preserve, and scenic routes like Route 299, which winds through farmland and forests toward the mountains. Parking is available in town lots and at trailheads, and traffic is generally light outside of college move-in weekends. Drives out of New Paltz offer stunning views of cliffs, lakes, and wide-open fields, making each outing a pleasure. Wildlife is common in the surrounding countryside, so watch for deer, especially in the early morning or evening. Cell service is good, but offline maps are helpful for exploring remote parks. With your own vehicle, every drive in New Paltz is a gateway to adventure and discovery. Airports: • Stewart International Airport (SWF): ~35 minutes • Albany International Airport (ALB): ~1 hour 20 minutes • New York City Airports (JFK/LGA/EWR): 2–2.5 hours Popular Landmarks: • Historic Huguenot Street (National Historic Landmark) • Mohonk Preserve (hiking, climbing, nature) • SUNY New Paltz Samuel Dorsky Museum of Art • Mohonk Mountain House (resort, trails, views) • Wallkill Valley Rail Trail (biking, walking) • Nyquist-Harcourt Wildlife Sanctuary (nature, birding) • Testimonial Gateway Tower (historic) • Minnewaska State Park Preserve (hiking, swimming, nearby) • New Paltz Village Hall (historic) • Water Street Market (shopping, dining) House Rules & Important Information By booking with Portoro, guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration, All guests staying at a Portoro property are required to complete identity registration and sign a rental agreement via e-signature. • Age Requirement, The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support, Upon arrival, Portoro aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Portoro; our team is available 24/7. • Directions + Check-In Details, Before check-in, Portoro will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests), Check-in is 4:00pm and check-out is 11:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Local Taxes (Including Extended Stays), In New York State and Greene County, hotel/vacation rental hosts are required to collect hotel tax, which Portoro collects within the booking transaction. For stays over 29 days, please inquire with Portoro regarding terms and conditions and any applicable tax exemptions. • Animals/Pets, Dogs Only (Guidelines + Fee), Dogs are allowed only in designated “Pet-Friendly” Portoro listings and must be disclosed prior to arrival. Maximum 2 dogs per stay. A $150 fee per dog applies. Unauthorized dogs will incur a $150/day per dog fee and may result in cancellation and required departure. Portoro follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking, This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Portoro. • No Parties or Events, Parties and events are not permitted. • Quiet Hours, 10:00pm–8:00am. These hours reflect local residential and regional expectations; please keep noise low and be mindful of neighbors. • Report Damages, Any known damages incurred during your stay must be reported to the property manager immediately. • Security, Some Portoro properties have exterior-only cameras for monitoring. • Local or Property Water Features, Some Portoro properties may have pools, hot tubs, or other nearby water features. There is no guard around water features; use at your own risk. • Wildlife + Pests, You will likely see wildlife during your stay (deer, turkeys, groundhogs, foxes, etc.). Please note: We are in bear country, so it’s very important to discard all garbage in the secure bear-proof bin (warmer months) or garbage can (winter). For homes that include/offer BBQs, all food items should be brought inside and BBQs scraped clean after use to avoid attracting wildlife. The home is regularly treated for pests, but because we’re in the country, it’s not unusual for an occasional insect or mouse to make an appearance.

Welcome to Charcoal Chalet, where moody charm meets contemporary comfort in the heart of the Hudson Valley. Nestled amidst towering trees, this beautifully designed retreat offers the perfect blend of tranquility and modern amenities. Outside, the moody exterior sets the tone for your secluded escape. Spend evenings gathered around the firepit, sharing stories under the starlit sky, or fire up the BBQ on the deck for a delicious outdoor feast. Inside, discover a crisp, contemporary design throughout the entire home. The comfortable living room invites you to unwind with its large TV, while the sunny dining room is ready for picture-worthy spreads. With four beautiful bedrooms, including two with queen beds and two with additional floor lounge mattresses, there’s plenty of space for everyone to rest and rejuvenate. And with a fully equipped kitchen and a full bathroom, everything you need for a relaxing stay is right at your fingertips. Conveniently located near New Paltz, Charcoal Chalet offers easy access to local dining options, grocery shopping, and all the attractions of the Hudson Valley. Come experience the beauty and charm of this unique retreat for yourself! AvantStay 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: Overlook Mountain Wild Forest, Kaaterskill Wild Forest Falling Waters Preserve, Esopus Creek Conservancy Trail, Saugerties Lighthouse, Cantine Field, Opus 40, Village Diner, The Dutch, Miss Lucy’s Kitchen. Home Truths: - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. - Unfortunately, pets are not allowed in this home. If undisclosed pets are brought into the home without AvantStay’s approval, there is a fine of $500 per pet. - You’ll be on a busy street and may encounter road or traffic noise. - The two upstairs bedrooms do not have doors and feature sloped/low ceilings. - There are 12 steep steps to the second floor, which may not be ideal for elderly guests. - The laundry area is in the basement which also has steps. Parking Details: - The driveway can accommodate 6 cars. - No Street Parking. --- The room configuration is as follows: Primary Bedroom / Queen bed Bedroom 2 / Queen bed Bedroom 3 / Twin bed Bedroom 4 / Full bed --- All bookings over 30 days require a security deposit to be charged after booking.

ESKape Manor is a 3 bed, 2.5 bath home less than 2 hours from NYC set on a scenic hill nestled on 11.6 acres of beautiful surroundings. This alluring cabin boasts large windows to enjoy the views, a hot tub on a deck overlooking a heated pool plus an array of other exciting amenities: a trampoline, mini obstacle course, volleyball court, tetherball setup and poolside basketball hoop ensuring endless fun. Nearby towns: Millbrook (15mins), Beekman (15mins), Poughkeepsie (20mins), Rhinebeck (35mins) As you make your way up the long winding gravel driveway, this beautiful cedar-shingle cabin comes into view. Access ESKape Manor through the screened-in porch with warm toned wooden walls, a pastel blue porch swing and wooden bench for quiet mornings with coffee and a view. The stunning open-concept living space combines rustic elements with modern touches creating an inviting atmosphere. The dining area is highlighted by a wooden table with upholstered chairs and a classic wooden bench. Large windows and sliding glass doors lead onto a deck with patio furniture and grill, fill the space with natural light and offer impressive views. The kitchen features white cabinetry, a butcher block island with bar seating and a stylish tile backsplash. Adjacent to the kitchen is a convenient powder room. Beyond the dining area, a cozy seating nook with plush chairs, TV and fireplace creates a perfect space for relaxation. Step into the bright and airy sunroom with a high vaulted ceiling, wicker furniture and a sliding glass door that leads onto a spacious outdoor deck with patio furniture and a hot tub, ideal for relaxing and taking in the fresh air. Located on the main level, the master bedroom, presents a king Tempurpedic bed, day bed by large windows and an ensuite bathroom with a soaking tub overlooking the views, shower, double sink and heated floors. Upstairs, two cozy guest bedrooms each offer a queen size bed and share a jack and jill bathroom with a walk-in shower and double sink. In the hallway, a thoughtfully placed workspace offers abundant natural light and stunning views. The backyard is a fun oasis featuring a beautifully landscaped outdoor space inclusive of a stone patio with a built-in firepit surrounded by comfortable Adirondack chairs—perfect for evenings under the stars. A few steps away, a heated pool, fully fenced in, provides a private retreat for warm summer days. A shaded seating area with an umbrella creates a great spot for outdoor dining while the poolside basketball hoop, trampoline, tetherball setup, volleyball court and mini obstacle course encourage friendly competition or active play. Thoughtfully designed with natural materials, ESKape Manor embodies rustic elegance and comfortable living. It is a true outdoor haven, offering the ultimate escape from the hustle and bustle of everyday life, where one can unwind and revel in nature. ESKape Manor is less than 2 hours from New York City. A car is essential for getting there and exploring the area. The main access routes are I-87 S, Taconic State Parkway and Sprain Brook Parkway S . We strongly recommend a 4x4 or a car with four-wheel drive, especially in winter, to handle snow and gravel roads. The pool closes every year seasonally, shortly after Labor Day, and re-opens around Memorial Day. Please inquire regarding specific opening and closing dates.

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 -- Evolve 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

3 Mi to Downtown | 17 Mi to West Point | Near Hiking & Boating Experience the Hudson Valley's natural beauty and rich history with this well-appointed vacation rental as your home base! This 3-bedroom, 1-bath house offers a peaceful haven for relaxing between activities and spending time with loved ones. Looking to venture out? Shop and dine in Newburgh, view precious artwork at Dia Beacon, or shred the slopes at Mount Peter Ski Area. Your next getaway begins here! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed INDOOR LIVING - Flat-screen TVs - Fireplace - Dining table KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig & drip coffee makers, toaster - Cooking basics, trash bags/paper towels - High chair GENERAL - Central heating & A/C - Combination washer/dryer, iron/board - Linens/towels, complimentary toiletries, hair dryer - Free WiFi, keyless entry FAQ - 5 exterior security cameras (facing out) - Long-term tenant on-site (basement unit) ACCESSIBILITY - Single-story home, exterior & interior stairs required to enter PARKING - Driveway (3 vehicles) -- THE LOCATION -- - Peaceful location near lakes & outdoor recreation - 6 miles to Dia Beacon & 10 miles to Storm King Art Center - 4-8 miles to boat ramps on Hudson River: City of Newburgh Public Boat Launch, Scenic Hudson's Long Dock Park, Cornwall Landing - 15-20 miles to state parks: Walkway Over the Hudson State Park, Hudson Highlands State Park, Bear Mountain State Park - 28 miles to Thunder Ridge Ski Area & 38 miles to Mount Peter Ski Area - 12 miles to New York Stewart International Airport -- REST EASY WITH US -- Evolve 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 home requires exterior and interior stairs to enter - A long-term tenant lives on-site, in the basement unit, and may be present during your stay - Your safety matters. This property features 5 exterior security cameras: 1 camera is located next to the front door facing the front outdoor entry, 1 camera is located on the front of the home facing the front yard, 1 camera is located on the back of the home facing the backyard, 1 camera is located on the side of the home facing the carport, and 1 camera is located on the side of the home facing the driveway/parking area. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion

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. AvantStay 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 AvantStay’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 AvantStay 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.

There’s something inherently peaceful and restorative about this bucolic Hudson Valley estate in Ulster County. Nestled at the foot of the Catskills, close to the Hudson River, and just 90 minutes north of Midtown Manhattan, this freshly renovated 5BR/4.5BA Art Deco/Hollywood Regency style home is ensconced in natural beauty. Mature trees shade a sprawling grassy lawn. Adirondack chairs, picnic areas, and serene mountain vistas abound! Stroll down to the pond where you might glimpse a doe, or a blue heron as morning mist rises. Dine alfresco on a huge deck right off the living room. Savor sweeping views in every season. Breathe in fresh springtime air, fragrant with apple blossoms, lilac, and birch. By midsummer, the forest is lush, fireflies twinkle at night. Autumn foliage is dazzling! The quietude is majestic in wintertime when the forest is cloaked in sparkling snow. This home has a warm, welcoming woodsy atmosphere; but the swank, opulent interior will wow! The interior was professionally designed by one of HGTV’s designers! Four of the five bedrooms in this home have ensuite baths. Every bedroom is uniquely and luxuriously themed. No expense was spared. This exquisite estate is ideal for families, reunions, groups of friends, outdoor enthusiasts, summer vacations, winter ski trips, fall foliage trips, nature lovers, yoga retreats, corporate retreats, masterminds, and weekenders seeking a tranquil escape from the hustle and bustle of NYC. Living: This spacious home boasts several bright, airy, comfortable living spaces. The main floor living room has elegant, dark hardwood floors, an area rug, and two silver-gray art deco style sofas nicely arranged around a coffee table, beside the grand, arched, double-sided stone fireplace. The living room color palette of silver, gray, pale pink, and black compliments the hues of the natural stone fireplace, which is a centerpiece of the home. Relax here for conversation or evening cocktails by the fireside. Sliding glass doors from this living room open out to the deck. The lower level living room has a lounge ambiance, enhanced by a Hollywood Regency-style sofa in hues of bronze and gold, mid-century furniture, eclectic decor, and lava lamps. Kick back here to stream your favorite shows and movies on SmartTV. Kitchen/Dining: The elegant, open-concept kitchen space ensures that a chef is never isolated from the social scene. The Hollywood Regency-style kitchen has tile floors, large windows with mountain views, and a combination of muted spruce-blue wooden cabinets and open shelving. The fully-equipped kitchen has abundant granite countertops and a breakfast bar with stool seating for four; the perfect spot to sip your morning coffee! The chef’s kitchen has state-of-the-art stainless appliances including a French door fridge, convection oven, gas range, microwave, a dishwasher, a wine fridge, a large sink as well as a small bar sink. The countertops boast a Keurig coffee machine, a toaster, a blender, a chef’s caliber knife block, spice rack, etc. The eat-in kitchen has dark hardwood floors, a beautiful hardwood breakfast table with seating for six below an ornate, antique regency chandelier with flared glass. Sliding glass doors from this dining area open out to the deck. Gather with friends or loved ones to enjoy a home-cooked meal in this stylish space with vistas of the Catskill foothills. Watch the birds, gaze at the gardens and the scenery as you enjoy Danish waffles, french crepes, cinnamon rolls, or freshly squeezed citrus juice. Just off the eat-in kitchen is the formal dining room. This bright, airy, and elegant space has vaulted ceilings, a huge, arched Venetian window, and sliding glass doors that open to the patio and yard. Gather for formal three-course meals at this massive, Regency-style hardwood dining table with upholstered seating for ten. A sophisticated spiral crystal chandelier sparkles above the dining table. This grand, eye-catching piece gives the formal dining room a palatial ambiance. A huge mirror, mounted above the natural stone fireplace, adds light, depth, and magic to the sparkle of this crystalline chandelier. Gather your group for large, family-style meals in this sophisticated space. This is an elegant spot for corporate gatherings, reunions, celebrations, etc. The massive Venetian windows bring the beauty of the mountains and forest right into this home. Scenic views are the focus from every perspective. Bedrooms & Bathrooms: This three-level estate has five bedrooms and four and a half bathrooms. Four of the five bedrooms have ensuite bathrooms. Bedrooms have hardwood floors, skylights, beautiful windows, and stylish, Hollywood Regency and Art Deco decor. All bathrooms have plenty of plush bath towels, large hand towels, washcloths, make-up towels, and hair dryers. Bedroom #1 Mermaid Room (2nd floor) - King bed with canopy Bedroom #2 Jaguar Room (2nd floor) - 2 Queen beds Bedroom #3 Purple Room (1st/main floor) - 1 Queen bed Bedroom #4 Giraffe Room (basement) - 3 Twin beds Bedroom #5 Bunk Room (basement) - 2 sets of bunk beds (4 Twins) The top (2nd) floor has two bedrooms; #1 The “Mermaid Room” has a King size bed with a canopy, an art deco style couch, and a more feminine vibe with a palette of light pinks and pastel greens and a strong aquatic ambiance. The ensuite Mermaid bathroom has a clawfoot tub and a steam shower with mother-of-pearl tile. #2 The “Jaguar Room” has a more masculine, jungle vibe. The Jaguar Room has two queen beds. The ensuite “Jaguar bathroom has a huge double shower with rain shower heads. Bedroom #3, “The Purple Room” is located on the main (1st) floor. This bedroom has a queen bed and a duo-chromatic tile bathroom. The basement level of the home has two additional bedrooms. Bedroom #4, “The Giraffe Room” has three twin beds. The ensuite “Giraffe Bathroom” with a large tub is great for the kids! The basement level also has bedroom #5, the ‘Bunk Room”. The bunk bedroom has two sets of twin-over-twin bunk beds. Exterior Spaces: Outdoor amenities and scenic vistas are the highlights of this extraordinary home. Enjoy the huge deck with alfresco dining, BBQ grill, and stylish outdoor living space. Prepare a family picnic! Grill burgers, steaks, portobellos, or vegetable shish kabobs. The kids will love a large tray of ice-cold watermelon, fresh from the local farmers market! In the cooler seasons; on crisp fall days or starry spring nights, you’ll love relaxing in the hot tub. After a day of hiking, skiing, or sightseeing, the hot tub will feel especially invigorating. Autumn getaways are vibrant with fall foliage. In the wintertime, this estate is close to excellent ski slopes. Take a walk around the property and simply enjoy nature. There’s a pond that attracts wildlife and birds. Various picnic areas in the yard are idyllic spots for afternoon tea or an evening cocktail. On summer evenings, the huge lawn fills with fireflies. You’ll hear crickets and owls in the distance. Relax here to savor exquisite Hudson Valley sunsets. The stars are clear and bright here in the Catskill foothills! Your group will love the enormous yard, peaceful gardens, and mature shade trees. Yard games are available! The deep forests and glorious mountain views will restore your spirit. The home is down a private, shared driveway. There is plenty of on-site parking space. This is a sophisticated, bucolic home where life feels relaxed and effortless. Adventure awaits at this one-of-a-kind, all-season Hudson Valley estate! We are always available by phone, text, or through platform messaging. We won’t bother our guests at all unless they need us. Camera by the front door. Smoke detector and carbon monoxide in each bedroom. No smoking. A car is necessary in this area. The closest airports to the property are: Stewart International Airport (SWF): 35 Miles away Albany International Airport (ALB): 65 Miles away Westchester County Airport (HPN): 75 Miles away Newark Liberty International Airport (EWR): 110 Miles away John F. Kennedy International Airport (JFK): 120 Miles away

Escape to the tranquil beauty of this spacious 4-bed, 2-bath lakefront cottage in Newburgh—under 2 hours from NYC Perfectly situated on the shores of Orange Lake, this single-level, 2,100 sq. ft. home offers stunning lakefront views with direct water access and outdoor fun with kayaks, paddleboards, and lawn games. Inside, enjoy bright, open living spaces, a fully equipped kitchen and thoughtful touches for guests to enjoy. Explore nearby towns like Newburgh (15 mins), Beacon (20 mins) Designed to inspire relaxation and a connection to nature, this elegant home features open-plan living, kitchen and dining areas. Large windows and glass doors throughout fill the home with natural light and enjoy stunning lake views from almost every room. Just steps to the water, the large wooden deck offers uninterrupted lake views, outdoor dining and incredible sunsets with hours of endless lake fun. The living area is a cozy yet elegant space, complete with large TV, and plush couch. The modern kitchen boasts a large island with a casual eat-in bar that flows into a formal indoor dining area, perfect for gathering with friends and family. Sliding doors open onto the large wooden deck with a gas grill, offering the perfect setting for al fresco dining and summer barbecues. With the serene lake as a stunning backdrop, the deck leads directly to the water’s edge and a private dock, creating an idyllic lakeside experience. The home features four beautifully appointed bedrooms and two full bathrooms. The master bedroom, with its king bed, stunning picture windows, private ensuite bathroom and access to the lake, is a true retreat. A second king bedroom also offers captivating lake views and shares a convenient Jack-and-Jill ensuite bathroom. The third and fourth bedrooms are furnished with cozy double beds and share easy hallway access to the Jack-and-Jill bathroom. Outdoor enthusiasts will love the direct lake access for swimming, fishing, or simply unwinding by the water. Kayaks, paddleboards, and life jackets for all ages are provided for endless adventure. Families will appreciate thoughtful amenities like a highchair, baby bath, pack ‘n play, and infant life jacket, while lawn games and a large yard add extra fun for all ages. Sunset Lakehouse offers guests an unforgettable upstate escape with direct lakefront access, elegant interiors, and stunning lake views. Whether you’re relaxing by the water, enjoying the stylish home, or exploring the lake, this is the perfect setting to create lasting memories. *Please note that the property offers easy, unfenced access to the lake, so we kindly ask guests to supervise children and pets for safety. *Motorized boats are not permitted on the lake. Only kayaks, canoes, and paddleboards are allowed. For your safety, please be sure to use the provided life vests and exercise caution while enjoying the lake. Sunset Lakehouse is under 2 hours from New York City, and you’ll definitely want a car to get there and around the area. Just minutes from I-84, the NYS Thruway, and the Newburgh-Beacon Bridge, Newburgh is easily accessible and filled with things to explore. In winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. *Please note that use of the fireplace is not permitted at this time. *Please note that in 2026, the lake will be partially drained for maintenance from September 8th-End of November/Early December. Kayaking, canoeing, is still permitted. We encourage guests to roam the exposed beach to hunt for shells and enjoy the unique perspective of the lake.

Spread out and enjoy the beauty of this Lagrangeville vacation rental, complete with 5 bedrooms, 3 bathrooms, and 6 acres of land to accommodate even the largest groups! This home features a fireplace to cozy up by, a game room, a private deck with a grill, and natural trails beyond the spacious yard. When you're ready to venture, ice skate at McCann Ice Arena, hit the slopes at Thunder Ridge Ski Area, or explore the Hudson Valley historic sites. -- THE PROPERTY -- Free WiFi | Private Deck | Dine Al Fresco Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Bedroom 5: Full Bed, Twin Bed | Office: Sleeper Sofa | Additional Sleeping: Pack ‘n Play w/ Bassinet Crib Setting, 2 Convertible Bean Bag Beds (1 King, 1 Queen) KITCHEN: Stainless steel appliances, gas range, additional electric oven, microwave, dishwasher, fridge, toaster, drip coffee maker, dishware & flatware, spices, island seating OUTDOOR LIVING: Private backyard, outdoor seating, gas grill, solar-heated seasonal pool (late April-early October), playset, located on 6 acres INDOOR LIVING: Smart TV, fireplace, open-concept, dining table, ceiling fans, hardwood flooring, game room, office space, desk GENERAL: Washer & dryer, towels, linens, complimentary toiletries, clothing steamer, central air conditioning/heat, keyless & back-up lockbox entry, baby equipment (high chair, gates) FAQ: 5 exterior security cameras (facing outward), steps required for access, pet fee (paid pre-trip), quiet hours starting at 9:00 PM PARKING: Driveway (4 vehicles), no street parking -- THE LOCATION -- ATTRACTIONS: Hopewell Depot Museum (5 miles), Dutchess Rail Trail (7 miles), Fishkill Farms (11 miles), Stonecrop Gardens (17 miles), FDR Presidential Library & Museum (17 miles), West Point (38 miles) OUTDOOR ACTIVITY: Red Wing Park (4 miles), Sylvan Lake (4 miles), James Baird Golf Course (6 miles), Appalachian Trail (9 miles), Beekman Country Club (12 miles), Walkway Over the Hudson State Historic Park (13 miles), Canopus Lake (14 miles), Clarence Fahnestock State Park (16 miles), Hyde Park (18 miles), Mohonk Preserve (30 miles), Hudson Valley (31 miles), Lake Minnewaska State Park (31 miles) HISTORICAL SITES: Vanderbilt Mansion (23 miles), Mills Mansion (27 miles), Wilderstein Historic Site (29 miles), Montgomery Place Historic Estate (36 miles), Kykuit, the Rockefeller Estate (44 miles), Lyndhurst Mansion (49 miles) AIRPORT: Stewart International Airport (31 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, 2 pets max) - No events, parties, or large gatherings - Please observe quiet hours starting at 9:00 PM - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: The solar-heated outdoor pool is available seasonally from late April through early October - NOTE: Your safety matters. This property features 4 exterior security cameras. Camera 1 is located on the garage, facing outward toward the driveway. Camera 2 is a Ring Doorbell device with an exterior security camera facing the front outdoor entry. Camera 3 is located on the backyard deck area facing the walkway from the garage. Camera 4 is located above the basement, facing the pool. Camera 5 is in the back of the home facing the back patio. Note: This camera is in the direction of the pool, but does not view the pool area. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion or when the video doorbell button is pressed