Vacation Rentals By Owner In Windham, NY

Black Bear Cabin: Your Luxurious Ski, Golf and Mountain RetreatbrbrLuxury 3,300 sqft Ski and Golf Chalet with 4 bedrooms + 4 ensuite bathrooms -2 fireplaces.br5 min from Windham Mountain Club and 20 min from Hunter Mountain.brCozy & spacious with direct ski mountain views and southern exposure.brLarge eat-in Chef's kitchen + wine fridge - Large dining area with fireplace.brSpacious living room with fireplace - Large rec room + TV/Dolby bar, games, SONOS, pool table, exercise area & Peloton bike.br2 Cribs, one high chair and children's tableware and utensils.brPropane BBQ and covered outdoor dining area - Firepit for a night of smores & star gazing.brbrSwimming Pool- 34 x 18 salt water, heated swimming pool. Open until November.brAvailable through October, unless extreme weather conditions.brHot Tub- 7 person sophisticated salt water SPA . Available year round.brBarrel SaunabrbrNestled in the enchanting landscape of the Catskills, this luxurious 3,300 sqft ski and golf chalet offers unparalleled comfort and elegance:brbrCharming Interiors: Four bedrooms, each with its own en-suite bathroom with all amenities (shampoo, conditioner, bath gel, soap, QTips and body lotion), offering ultimate comfort and privacy.brbrCozy Atmosphere: Two fireplaces, large living areas, and soaring ceilings that enhance the spacious feel.brbrFamily Friendly: Perfect for families, this property has 2 cribs, one high chair and plates and utensils for children.brbrEntertainment Galore: A recreation room equipped with sports and games including a pool table and Peloton bike, as well as 3 smart TVs with a Dolby bar system and HDMI for game consoles.brbrModern Chef’s Kitchen: Fully equipped with all the essentials and a wine fridge, promoting ease for any wine and cooking enthusiast.brbrDining Experience: Enjoy meals in a large dining area beside a roaring fireplace or step outside to the propane BBQ and a firepit perfect for stargazing.brbrAdditional Amenities:brSONOS Music System in multiple rooms for immersive sound.brWine Cellar for storing your select wines.brComplimentary wood for the two indoor fireplaces and the outdoor firepitbrbrFitness and Relaxation: Exercise area with available equipment, ideal for maintaining wellness during your stay.brbrStunning Views: Situated with direct views of Windham Mountain and southern exposure for maximum daylight.brbrEntertainment Spaces: Expansive deck with Adirondack chairs, a picnic table for alfresco meals, and a private setting deck.brbrConvenient LocationbrClose Proximity: Near renowned ski resorts with plentiful shopping, dining, and entertainment options in nearby villages.brAll-Season Activities: Ski, swim, hike, bike, golf, or explore the trails and outdoor festivities thriving in all seasons.brbrSecurity: All outdoor spaces are equipped with security cameras for your safety.brbrPre-Arrival DetailsbrStart your vacation with ease, as we offer in-home massages, a private chef service, and baby equipment like cribs and high chairs upon request.brbrLate check-out:brThe check-out time at Black Bear Cabin is 11 a.m, which allows guests to enjoy the morning. However, if possible we do offer the option for you to extend check out to as late as 8 pm. brOnce booked, you will receive the information on how to request late check-out.brbrEarly Check-in:brThe check-in time at Black Bear Cabin is 4 pm. brHowever, if possible we do offer the option for you to request check-in as early as 10 am, which allows you to enjoy the property for a full day. brOnce booked, you will receive the information on how to request early check-in.brbrExperience the perfect blend of rustic charm and modern amenities at Black Bear Cabin—a retreat enveloped in natural beauty and ideal for friends and family to gather year-round.brbrNote: All guests must adhere to house rules including no smoking, parties, or unauthorized visitors. Contact us for early check-in or extended stay options. Your host is available to ensure you have a pleasant visit. brbrPlease enjoy your stay and leave with cherished memories from this beautiful Catskills destination!

Chalet

Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven

Windham, New York, United States

Bed

Bath

Sleeps

$1738.8

Welcome to our Catskill getaway located in the town of Windham sitting on 7.5 acres. Our 7 bedroom house is all about slowing down and relaxing with the whole family and friends. Group-friendly amenities include a hot tub, ping pong & pool table, and outdoor area with tons of seating.brbrThe house is about a 5 minute drive from Windham Mountain where you can ski, snowboard & snow-tube! On a nicer day, there's hiking trails, restaurants and a local farm to visit.

Chalet

7 Bedroom Luxurious Chalet In Windham, NY

Windham, New York, United States

Bed

Bath

Sleeps

$572.4

Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a freshwater wetland lake, this home is the perfect spot to reconnect with nature and enjoy quality time with loved ones. Just 6 mins from Windham mountain, you'll be in proximity to all the best of the Catskills: skiing, hiking, biking, zip lining, water park, lakes, dining, and winery. Amenities include business Wifi, gourmet kitchen, washer/dryer, deck w/ bbq grill, outdoor fire pit, badminton, and more.brbrTHE SPACEbrThe home was recently renovated by an interior designer and features bright finishes that give the home a modern farmhouse style.brbrThe primary master bedroom is on the first floor and features a king size bed, flat screen TV, and an en-suite bathroom. The second master bedroom is located upstairs and also features a flat screen TV and an en-suite bathroom. There are two other bedrooms upstairs, each with queen size bed, and a shared bathroom is accessed from the hallway. There is also a half bath on the first floor by the living room.brbrThe living room has a large comfortable couch and two side chairs. Perfect spot to snuggle up by the wood burning fireplace or watch your favorite movie on the smart flat screen TV.brbrThe kitchen features panoramic views of the mountain and lake, a large island with quartz countertop, and a pantry with wine fridge. All cooking and baking essentials are provided for the inner chefs, along with basic spices, salt, sugar, oil, coffee and tea. Plenty of dinnerware as well to enjoy those good meals.brbrThe dining room includes a rustic table for eight and faces the outdoor deck accessed through sliding doors.brbrThe outdoor deck has a dining table, bbq grill, and a lounging area. Directly facing the mountains and lake, this is the best spot to relax with a cup of coffee or a glass of wine, and to watch the breathtaking sunset.brbrA few steps from the deck is a fire pit with Adirondack chairs, surrounded by a vast grass area. Walk further and you'll reach the freshwater wetland lake where you can be sure to catch a paddling of ducks.brbrGUEST ACCESSbrYou will have access to the entire house (other than unfinished basement) and the 8 acre property including the yard.brbrThe lake is part of a government designated wetlands and therefore must be respected as a natural resource and important part of Windham's ecosystem. In other words, don't boat or swim in it, but do enjoy the view!brbrPETSbrPets are permitted with advance notice. Please let us know if you'll be bringing a pet so we can manage the cleaning schedule and avoid potential allergy issues for future guests.brbrSMOKINGbrThere is no smoking or vaping allowed inside the home.brbrTRASHbrWe provide trash bags and trash pickup. We do ask that you use the properly designated cans for waste and recycling, and that full bags be taken to a shed outside where there are large sealed bins available. We also ask that you take all leftover food and opened beverages with you.

Agritourism

Farmhouse Chic with Mountain and Lake Views

Windham, New York, United States

Bed

Bath

Sleeps

$1017.0

The highest Mountain View’s with Ski Windham as well as Hunter Mountain ski slope views and Valley Views . A breathtaking environment with 3 outdoor fire-pits and lake views as well as town views. 5 ⭐️ The property is 5 acres of tranquility, with walking paths through beautiful gardens with a ski chair lift in front of one firepit and 4 Adirondack chairs in front of another. The best is a Japanese style garden with serenity and lake views with the entire landscape of mountains in your view. Every room in the home has the Mountain View’s as well as both ski slope views. You can enjoy walking out under a covered porch to the hot tub that also shares the same views , or to the outdoor bbq grill while taking in the beautiful mountain range and town of Windham. The interior of the home has a comfortable environment with two warm gas fireplaces. One in Living room as well as one in the dining room/ kitchen area with tvs above each one. The lower level living room has a large 72” tv with two comfortable couches and a full oak bar in the adjoining room with a pool table as well as foosball and ms Pac-Man game.

Amazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game Rm

Windham, New York, United States

Bed

Bath

Sleeps

$1804.32

Unwind at Wanderwood Lodge, an 8BR retreat with ski-in/ski-out access on Windham Mountain. Cozy up by wood-burning fireplaces, enjoy movie nights in the home theater, or grill with mountain views on the terrace. With fast Wi-Fi, a chef’s kitchen, and room for 20, it’s ideal for families or group getaways. Just minutes from hiking, skiing, and top dining spots—your perfect Catskills escape awaits.br ✔ Ski-In/Outbr ✔ Home Theater Roombr ✔ Fireplacesbr ✔ Wi-Fibr ✔ Full Kitchenbr ✔ Free Easy ParkingbrbrWelcome to Wanderwood Lodge, a premier luxury escape nestled slopeside at Windham Mountain. This expansive 8-bedroom, 6-bath retreat spans nearly 6,900 square feet and is perfectly designed for families, friends, or groups seeking comfort, connection, and year-round adventure in the Catskills.brbrFrom the comfort of the property, you’ll have a front-row seat to Windham Mountain’s spectacular fireworks, which usually happen on July 4th, New Year’s Eve, and Presidents’ Day weekend. Gather with family and friends, cozy up, and enjoy the show without ever leaving home.brbrStep inside the grand great room, where soaring 20-foot ceilings, exposed beams, and a floor-to-ceiling wall of windows frame serene mountain views. A striking stone fireplace and spacious sectional invite cozy gatherings, while adjacent dining areas offer seating for large groups beneath natural wood finishes and abundant light.brbrThe fully equipped kitchen features premium Viking appliances, dual dishwashers, and a decorative ski-themed tile mural over the range. It`s the ideal setup for preparing group meals, with plenty of storage and counter space for entertaining. Two generous dining areas ensure everyone can enjoy meals together with a view.brbrDownstairs, a dedicated home theater awaits with leather recliners, a stone fireplace, and a wall-mounted TV—perfect for movie nights after a day on the slopes. Throughout the home, rustic finishes and thoughtful layout foster both relaxation and social connection.brbrEnjoy ski-in/ski-out access just across the street from the White Way trail at Windham Mountain, or simply take in the fresh air from multiple balconies and the spacious terrace. Whether you`re here to ski, hike, or simply unwind in nature, Wanderwood Lodge offers a rare blend of luxury and location.brbrWith high-speed Wi-Fi, central air, satellite TV, and onsite parking, every detail has been considered to ensure a comfortable, connected stay—no matter the season.brbrKitchen :brbrThis spacious and well-appointed kitchen blends rustic charm with functionality. Featuring custom wood cabinetry, granite countertops, and a large center island with bar seating, it`s ideal for preparing meals and gathering as a group. The Viking stove is framed by a decorative tile mural depicting a skier, adding a distinctive mountain touch. Additional highlights include dual dishwashers, a double-door stainless steel refrigerator, built-in microwave, toaster, coffee maker, and a farmhouse-style sink set beneath a wide window with woodland views. Everything is designed for convenience and comfort, making it easy to cook for a crowd or enjoy casual breakfasts before hitting the slopes.brbrLiving & Dining Area:brbrThe expansive open-plan living and dining area is the heart of the home, anchored by a dramatic floor-to-ceiling stone fireplace and surrounded by two-story walls of windows that flood the space with natural light. A combination of plush sectional seating, leather sofas, and classic armchairs offer ample room for the entire group to relax in comfort. Adjacent to the sitting area are two formal dining tables—each comfortably seating ten—perfect for shared meals or game nights. Wood-paneled ceilings with exposed beams, antler chandeliers, and large glass doors leading to the deck add a rustic elegance that enhances the mountain lodge atmosphere. Whether you`re warming by the fire, enjoying a meal with a view, or taking in the wooded surroundings, this space offers both grandeur and warmth in equal measure.brbrSleeping Arrangements – 8 BedroomsbrbrWanderwood Lodge features eight spacious bedrooms designed for comfort, privacy, and restful nights. Six bedrooms are furnished with king-size beds, making them ideal for couples or solo travelers seeking a plush retreat. Two additional bedrooms offer bunk bed configurations, perfect for children or groups. Each room reflects the home`s rustic mountain charm with wood accents, cozy bedding, and ample natural light. Bedrooms are spread across multiple levels to accommodate larger parties while still allowing for privacy and quiet. All are located within easy access to the home’s six full bathrooms, ensuring convenience for guests. Whether you`re settling in after a day on the slopes or enjoying a peaceful morning with a view, these bedrooms offer a tranquil space to recharge.brbrHome Theater Description:brbrThe lower-level home theater offers a cozy retreat for movie lovers and groups looking to unwind after a day on the mountain. Outfitted with a full row of plush leather recliners and positioned in front of a large wall-mounted TV, this space is designed for immersive viewing. A stone fireplace adds warmth and ambiance, while the wood-paneled walls and natural tones echo the rustic character found throughout the home. Whether it`s a family film night or catching up on your favorite series, this dedicated space makes entertainment easy and inviting.brbrDeck :brbrStep out onto the expansive deck and take in sweeping mountain views just beyond the treetops. Accessible directly from the main living area, this outdoor space offers a peaceful setting to enjoy your morning coffee or evening glass of wine. Surrounded by rustic wood railings and overlooking Windham Mountain, the deck provides a front-row seat to every season—lush greenery in summer, fiery foliage in fall, and snow-covered slopes in winter. Whether you`re grilling, gathering, or simply soaking in the quiet, the deck is an ideal extension of the lodge’s serene mountain atmosphere.brbrGuests have exclusive access of the grounds and home.brbrAvailable by platform message.brbrNestled in the heart of the Northern Catskills, Wanderwood Lodge offers an unbeatable location for outdoor adventure and mountain relaxation. Just steps from Windham Mountain’s White Way Trail, guests enjoy ski-in/ski-out access in the winter and a front-row seat to lush hiking and biking trails in warmer months. The area blends small-town charm with natural beauty, making it a perfect year-round destination.brbrIn under 10 minutes, explore Windham’s welcoming downtown with its boutique shops, farm-to-table restaurants, cozy cafés, and breweries. For outdoor lovers, nearby trails, waterfalls, and scenic overlooks provide endless exploration. During summer and fall, the region comes alive with festivals, farmers markets, and harvest events.brbrWhether you’re here to hit the slopes, take in fall foliage, or simply unplug and enjoy the quiet of the mountains, this area has something for everyone—from families and friend groups to romantic getaways and solo retreats.brbrNearby Attractions:brbrWindham Mountain Resort (5 min)brbrWindham Country Club (5 min)brbrThe Windham Path (5–10 min)brbrWindham Vineyards and Winery (10 min)brbrHunter Mountain (20–25 min)brbrKaaterskill Falls (25–30 min)brbrNorth-South Lake Recreation Area (30–35 min)brbrZoom Flume Water Park (30–35 min)brbrThomas Cole National Historic Site (40–45 min)brbrOlana State Historic Site (45–50 min)brbrNearby Dining:brbrMulligan`s Pub at Windham Country Club (5 min)brbrThe Windham Local (5–10 min)brbrTaphouse Grille (5–10 min)brbrBrandywine Restaurant (5–10 min)brbrUnion + Post (5–10 min)brbrBabblers Café & Lounge (5–10 min)brbrChicken Run (10–15 min)brbrMatilda (10–15 min)brbrJessie’s Harvest House (20–25 min)brbrThe only way to access Wanderwood Lodge is by car, and we highly recommend using a 4WD or AWD vehicle, especially during the winter months when snow and ice are common in the Catskills. The property offers ample on-site parking, making it easy for multiple vehicles to park safely.brbrOnce you`re here, everything from Windham Mountain Resort to local shops, restaurants, and hiking trails is just a short drive away, making it easy to explore the best of the Catskills at your own pace.brbrTo comply with insurance requirements, we kindly ask all guests to sign a rental agreement prior to arrival. Local guests must contact us before booking, and we do not permit third-party reservations. For safety reasons, EV charging is not allowed on the property. After your booking is confirmed, you`ll receive access to our digital guidebook containing Wi-Fi credentials, check-in instructions, and other useful details. We`re here to support you throughout your stay—please reach out with any questions or concerns.brbrBed Configuration (8 Bedrooms Total):brbrTop Level:br3 bedroomsbrEach has a king-size bedbr2 full bathrooms (shared on this floor)brbrMiddle Level:br2 bedroomsbr1 king-size bed (with en-suite bathroom)br1 queen-size bedbr2 bathroom total on this floor (1 shared)brbrBottom Level:br3 bedroomsbr2 rooms with bunk bedsbr1 room with a king-size bedbr2 full bathrooms (shared by all rooms on this level)brAccurate Guest Count: All guests must be listed on the reservation. No unregistered guests are allowed at any time.brbrbrNo Parties or Events: This home is designed for quiet enjoyment. Parties, events, and large gatherings are not permitted under any circumstances.brbrbrLocal Guests & Third-Party Bookings: Local residents must contact us before booking. Third-party reservations (bookings made for someone else) are not accepted.brbrbrRoutine Maintenance: Periodic maintenance such as lawn care, snow plowing, or trash collection may occur during your stay. We aim to keep any disruption to a minimum.brbrbrParking: Please park only in the designated parking areas provided on the property. Do not block driveways or other vehicles.brbrbrNo Smoking: Smoking is strictly prohibited anywhere on the premises, including indoors, decks, and surrounding outdoor areas.

Fireplace, Home Theater, Ski-In/Out Windham Lodge

Windham, New York, United States

Bed

Bath

Sleeps

$1372.65

Summary:brbrWelcome to your luxury mountain retreat — the perfect blend of high-end comfort and alpine charm. Perched to capture stunning panoramic views of the surrounding ski mountains, this expansive 5-bedroom home is built for unforgettable getaways with family and friends. Whether you're soaking in the indoor heated pool, unwinding by the fire pit under the stars, or enjoying a movie night in the private home theater, every moment here is designed to elevate your stay.brbrbrbrThe Space:brbrWindham SkiChaletbrbrbrbrStep into grandeur with soaring 30-foot ceilings and a living area wrapped in a stunning all-glass wall, giving you uninterrupted views of the mountains and flooding the space with natural light. The open-concept layout flows into a fully decked-out kitchen, featuring high-end appliances, a breakfast bar, and space for a large dining table — perfect for family dinners or group gatherings.brbrbrbrIndoor Heated Pool available year round.brbrbrbrThe home offers 5 beautifully appointed bedrooms:brbrbrbrThree king suites, each with a private ensuite bathroom and direct balcony accessbrbrbrbrOne additional king bedroom with gorgeous views and balcony accessbrbrbrbrA fun-filled bunk room with two Queen-over-Queen bunk beds, ideal for kids or larger groupsbrbrbrbrWith 4.5 bathrooms in total, everyone has space and privacy. The home theater room makes for perfect movie nights, while the indoor heated pool is a year-round luxury. brbrbrbrStep outside to a 180-degree wraparound deck, or head to the patio and backyard, where a cozy fire pit awaits.brbrbrbrHome comes with the Propane Tank Grillbrbrbrbr Every bedroom(except bunk bed room) has its own balcony to soak in the mountain air and breathtaking scenery.brbrbrbrGuest Access:brbrGuests have full private access to the entire home, including all five bedrooms, 4.5 bathrooms, the indoor heated pool, theater room, living area, kitchen and dining space, backyard, fire pit patio, and decks. Self-check-in is available via smart lock, and ample on-site parking is included. High-speed Wi-Fi, laundry facilities, and all essential amenities are provided to make your stay effortless and extraordinary.brbrbrbrInteraction with Guests:brbrGuest can reach out to host anytime via airbnb message

Lux Windham Getaway | Views & Indoor Heated Pool

Windham, New York, United States

Bed

Bath

Sleeps

$237.6

A beautifully renovated condo at the Quads. Almost 600 sq of living space to your disposal with a separate bedroom and a living room with fireplace, which opens to a sizable deck overlooking the tennis courts and the pool in the distance. brbrBright and airy, tastefully updated. It is a first floor living so you do not need to deal with any interior stairs. The space flows nicely and offers a great location in Windham.brbrThis is a cozy 600 square foot one bedroom apartment, newly updated and furnished. it has a sizable balcony with the deck furnitures and a BBQ. brbrIt is a great space for 2 but 4 can easily be accommodated. A super comfy Brookstone, queen size air mattress and feel like actual bed or even better, is offered as an extra bedding option.brbrThe condo is located in a perfect spot in Windham. It is less than 5 minutes drive from Windham Path, Windham Mountain, golf courses and state hike trails. brbrPrefect 4 seasons community. brbr12 minutes drive or so from Hunter. 15 minutes to Tannersville. 25 to Catskills.

Cozy Gateway Gem for 2 at Widham

Windham, New York, United States

Bed

Bath

Sleeps

$606.11

Summary:brbrWelcome to 24 Timber Trail, a luxurious and cozy mountain retreat designed for unforgettable gatherings in the heart of the Catskills. Perfect for families, groups, and ski goers, this spacious 4-bedroom, 5-bath home comfortably accommodates up to 12 guests and offers panoramic mountain views from every angle.brbrbrbrStep into a warm, inviting space where modern comfort meets rustic charm. The open-concept layout features soaring ceilings, large windows that frame the breathtaking scenery, and plenty of seating for everyone to relax and connect. Whether you’re cooking in the fully equipped kitchen, dining together, or lounging by the fireplace, every corner of this home is made for comfort and connection.brbrbrbrStep outside onto the expansive deck to soak in sweeping views of the wilderness, enjoy a meal al fresco, or unwind by the outdoor fire pit under a starlit sky. The home’s spacious design makes it perfect for entertaining large groups, hosting family reunions, or simply escaping the city for a peaceful mountain getaway.brbrbrbrLocated just 10 minutes from Windham Mountain and close to Hunter Mountain, you’ll have easy access to year-round adventure—from skiing and snowboarding to hiking, golfing, and fishing. After a day of exploring, return to your serene retreat and take in the beauty of the Catskills from your private deck.brbrWhether you’re here for the panoramic views, the cozy ambiance, or the nearby outdoor attractions, 24 Timber Trail offers the perfect balance of luxury, comfort, and nature.brbrbrbrGather your group and escape to 24 Timber Trail, a luxurious mountain home with breathtaking panoramic views. Just 10 minutes from Windham Mountain, this spacious retreat features 4 bedrooms, 5 baths, and a large deck perfect for soaking in the scenery. Enjoy cozy nights by the fire pit, cook together in the open kitchen, or simply relax in comfort surrounded by wilderness. Ideal for families, groups, and ski goers, it’s the ultimate Catskills getaway for those seeking space, style, and serenity.brbrbrbrThe Space:brbrMain Floorbrbr-King Master with fireplace and full bathroom with double sink, sliding door to deckbrbr-Kitchenbrbr-Living room with wood burning stovebrbr-Half bathroombrbr-Dining roombrbrbrbrSecond Floorbrbr-Loft with pull out queen chaise couchbrbr-Bedroom, full bathroom with whirlpool and shower, full bed with trundle brbr-Bedroom with full bathroom, queen bedbrbrbrbrLower level (Basement)brbr-Bedroom with king bedbrbr-full common bathroombrbr-living room with chaise couch pull out queen bed. brbr-laundry room brbrbrbr2 Floor AC unitsbrbrbrbrOther Things to Note:brbr** As most of the homes are on wells, there can be a slight sulfur or iron smell to the water. It is safe to use and consume, but bottled water is recommended if you're sensitive to that ***brbrbrbrInteraction with Guests:brbrCheck out our house manual which offers a guide on all information concerning the home and the area. brbrPlease message us on your booking platform for any and all questions! brbrWe are quick to reply. Host contact information provided for emergencies..

Spacious Mountain Home | Fire Pit & Panoramic Views

Windham, New York, United States

Bed

Bath

Sleeps

$205.2

Charming cabin to stay and play in at the lake. Have fun swimming and fishing on the lake. This property was a campsites and cross-country ski business so there are hundreds of acres of lettered trails off the property for hiking. We have canoes and Kayaks to rent. Very peaceful and pets are welcome.brbrThe ski mountain is 5 minutes away and you can see the slopes from our lake or from the back lawn.

Cabin

Woodside Cabin #2 on Lake Heloise

Windham, New York, United States

1

Bed

1

Bath

5

Sleeps

$567.0

Hyttå is a private, Scandinavian-inspired mountain retreat set on 6 wooded acres, offering complete privacy just 6 minutes from downtown Windham. The home is a beautifully restored 1840s timber-framed barn, thoughtfully updated with modern Nordic design while preserving its historic character. The property already has several 5-star ratings on other travel sites, and now we`re just launching it on VRBO as well!brbrThe main house includes 4 bedrooms, 2 bathrooms, and a fully equipped kitchen, making it well suited for ski weekends, holidays, and relaxed group getaways. The layout is comfortable and practical, allowing guests to spend time together while still having space to unwind.brbrA unique highlight of the property is the private clubhouse, known as The Northern Lights Bar, located just steps from the main house and exclusively for guest use. Inspired by Norwegian après-ski culture, the space features a full-size bar, shuffleboard, karaoke, comfortable lounge seating, and a projector with motorized screen for movie nights. A custom Northern Lights–inspired light installation adds a distinctive atmosphere. Because the clubhouse is separate from the main house, guests can enjoy it without disturbing others.brbrOutside, guests can relax in the brand-new Caldera 6-person hot tub, with views of the trees and vast backyard. The property is accessed by a long, winding driveway (no 4WD required) and offers ample parking.brbrHyttå is ideally located for exploring the Catskills. Windham Mountain is 9 minutes away, Hunter Mountain is 20 minutes, and nearby towns including Catskill, Hudson, Woodstock, and Kingston are all within an hour’s drive, making it easy to balance outdoor activities with shopping, dining, and sightseeing.brbrThe home is comfortable for guests of all ages, and we can provide a travel crib, high chair, and unobtrusive baby gates upon request. Well-behaved dogs are welcome with prior approval (fees apply).brbrHyttå is a place we genuinely love and use ourselves. We ask that guests, two-legged and four-legged alike, treat the home with the same respect. We take pride in hosting with care and aim to provide a comfortable, well-maintained home where guests can relax, reconnect, and enjoy the mountains year-round.

Hyttå, Cozy Nordic Retreat, Hot Tub, Clubhouse, Wifi

Windham, New York, United States

Bed

Bath

Sleeps

$185.54

A 2-bedroom, 1-bathroom condo sitting only 2.2 miles from the Windham Mountain ski area, this Windham vacation rental makes for an ideal home base in the Catskills Mountains! A group of 6 can relax in comfort while feeling at home in the well-equipped kitchen, bright living space, and sleeping in the plush queen and bunk beds. On warmer days, take a hike through the Kaaterskill Wild Forest, take in the views from the Five State Lookout, or make a splash at the Zoom Flume Water Park!brbr-- THE PROPERTY --brbrPrivate Balcony | Near Ski Area | Free WiFi br brWhether you are looking for days on the slopes or exploring New York’s wilderness, this Windham condo invites outdoor adventurers to relax in the Catskills.brbrBedroom 1: Queen Bed | Bedroom 2: Full Bunk BedbrbrINDOOR LIVING: Flat-screen Smart TV, large windows, leather sofabrKITCHEN: Well-equipped, dishware & flatware, microwave, stove/ovenbrGENERAL: Free WiFi, complimentary toiletries, suitable for children, suitable for elderly, suitable for children brPARKING: Driveway (4 vehicles)brFAQ: No A/CbrADDITIONAL ACCOMMODATIONS: Traveling with more than 6 Reach out about the additional vacation rentals on-site & nearby, Evolve Listing 437361, 437362, 522633brbr-- THE LOCATION --brbrOUTDOOR 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 Vacern (38.7 miles)brATTRACTIONS: 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)brDINING: 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)brAIRPORT: Albany International Airport (61.9 miles)brbr-- REST EASY WITH US --brbrEvolve 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.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties or large gatherings br- Additional fees and taxes may applybr- Photo ID may be required at check-inbr- NOTE: The property does not offer A/Cbr- NOTE: Your safety matters. This property features exterior security cameras, around the perimeter and at the entrance, facing out. They do not look into any interior spaces

Cozy Catskill Condo - 2 Mi to Windham Mountain Ski

Windham, New York, United States

2

Bed

1

Bath

6

Sleeps

$1431.0

Enjoy a relaxing stay at this gorgeous rustic lodge on 10 acres abutting a 28 acre lake surrounded bybover 300 avrea of protected watershed lands called Hayden Preserve. Enjoy the scenic beauty of Mt Hatden surrounding lake Heloise and the abundant wildlife. brNowbif fishing is your game the lake is full of bass, perch, and sunnys just to name a few. brThe lodge comes equipped with most amenities including an outdoor gass grill for use. brThere are additional fees for canoe and kayak rentals, rotisserie BBQ grill, and extra firewood. brThe surrounding Windham resort area has some great year round fun with something to fit everyone's tastes.brWe are available for weddings and other events for an additional charge. Hope see you soon.

Serendipity Lake House on Lake Heloise. Beautiful private 4000 sq ft lodge

Windham, New York, United States

4

Bed

2

Bath

15

Sleeps

$224.96

Summary:brWelcome to our charming guest house, nestled just minutes away from Windham Mountain! This cozy retreat offers the perfect balance of comfort & convenience, making it an ideal haven for your mountain getaway. Whether you're gearing up for an exciting day on the slopes or winding down after exploring the area, this 1-bedroom layout offers the perfect retreat for couples seeking a romantic getaway, individuals in pursuit of outdoor thrills, or anyone looking to rejuvenate in a picturesque setting!brbrOther Things to Note:br** As most of the homes are on wells, there can be a slight sulfur or iron smell to the water. It is safe to use and consume, but bottled water is recommended if you're sensitive to that ***

Guest House

Guesthouse Minutes from the Mountain!

Windham, New York, United States

Bed

Bath

Sleeps

$802.29

Beautiful four bedroom, four bathroom condo right on the slopes at Windham Mountain in New York's Catskill Mountains. The condo is located in the newest luxury building at Windham, with a heated outdoor swimming pool, two hot tubs, gym, a patio with a fire pit and gas grills available for your use, and a ski locker room that opens right out onto the mountain.brbrThis unit features a master bedroom with a California king sized bed, a second bedroom with a king bed, a third bedroom with two twin over full bunks and a trundle, and an interior bedroom with a twin over twin bunk bed and a trundle. Three of the four bedrooms include a full bathroom en suite, and the fourth bedroom has a bathroom just across the hallway. The fully equipped kitchen includes everything you will need, including a Keurig coffee maker stocked with a selection of coffees. There is also a dishwasher and washer/ dryer in the unit. There is plenty of room for two families.brbrLiving room features a 65 TV with cable and streaming services available. From the living room, walk out to a large balcony overlooking the beautiful scenery of the Catskill Mountains. On the balcony you will find two comfortable Adirondack chairs, as well as a dining set allowing you to enjoy your meals outside.brbrThe building is located at the base of Windham Mountain, and features ski on/ ski off access to the slopes during the winter or mountain biking in the summer. It is a short drive to the town of Windham, and with nearby access to restaurants, mountain biking, golf, horseback riding, zip lining, vineyards and a water park, among other activities.

All Season Luxury Condo in Windham/ Ski On - Ski Off

Windham, New York, United States

Bed

Bath

Sleeps

$333.14

Find your next all-season escape at this lovely Catskills vacation rental! Located less than 5 miles from Windham Mountain Ski Resort and Main Street Windham, this 4-bedroom, 2-bathroom townhome provides a perfect location for everything you want to do while you’re in Windham, New York. When you’re visiting in the winter, be sure to hit the slopes and enjoy an après-ski cocktail. In the summer, you’ll have plenty of hikes, golfing, and sightseeing to do! No matter what, you’ll have a great time.brbr-- THE PROPERTY --brbrPet Friendly w/ Fee | Great Mountain Views | brBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed | Additional Sleeping: Pack ‘n Play brbrINDOOR LIVING: Smart TVs, wood fireplace (wood provided), board games, books, dining table, ceiling fans, piano brOUTDOOR LIVING: Private patio, outdoor dining area, Weber gas grill, outdoor seating brKITCHEN: Cooking basics, Keurig & drip coffee makers, hot water pot, Crockpot, dishwasher, stove/oven, refrigerator, microwave, dishware & flatware, ice maker, spices, toaster ovenbrGENERAL: Free WiFi, baseboard heating, complimentary toiletries, linens & towels, in-unit washer & dryer, iron/board, hair dryer, trash bags & paper towels brFAQ: Pet fee (paid pre-trip), no A/CbrACCESSIBILITY: 2-story home, 3 exterior steps required to enter, 2 bedrooms & 1 full bathroom on 1st floorbrPARKING: Shared parking lot (4 vehicles), free street parkingbrbr-- THE LOCATION --brbrMAIN STREET (0.9 miles): Tap House Grille, Catskill Mountain Country Store, Windham Theatre, Windham Diner, Ze Windham Wine Bar, Millrock Restaurant, Windham Fine Arts, CarvelbrSUMMER ADVENTURE: Windham Mountain (1 mile), The Windham Path (3 miles), Escarpment Trailhead (5 miles), Five State Lookout (9 miles), Mountain Top Arboretum (12 miles), Kaaterskill Falls Trail Head (16 miles)brWINTER WONDERLAND: Windham Mountain Ski Resort (1 mile), Hunter Mountain Resort (11 miles)brPARS + BIRDIES: Windham Country Club (2 miles), Christman’s Windham House (3 miles), High Ridge Club (5 miles)brAIRPORT: Albany International Airport (46 miles)brbr-- REST EASY WITH US --brbrEvolve 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.brbr-- POLICIES --brbr- No smokingbr- Pet friendly with a $25 fee (+ fees & taxes, 2 pets max) br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property is heated but does not offer air conditioning due to the climate br- NOTE: This 2-story home requires 3 exterior steps to enter. While it offers 2 bedrooms and 1 full bathroom on the 1st floor, additional interior stairs are required to access the bedrooms on the 2nd floor

Windham Mountain Vacation Rental ~ 3 Mi to Lifts!

Windham, New York, United States

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Sleeps

$392.74

Ready for the season, this retreat is perfectly situated in the town of Windham, New York. Whether it’s hike, bike, or ski there’s plenty to offer year round! Consisting of 4 private bedrooms, 2 bathrooms and plenty of open floor space bring the whole family and feel right at home with this beautiful modern mountain getaway. Spend time enjoying the privacy from the decks, soaking in the hot tub or relaxing in the sauna.

The Ultimate Windham Getaway With Hot Tub & Sauna

Windham, New York, United States

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Sleeps

$1165.67

Unit 2: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. Since every bedroom has its own bathroom (4 of which are en-suite) everyone will have their own space! During the winter you can walk to skiing and the adventure park. But if warmer weather is for you then ride your mountain bike right out of your front door or drive a mile to the golf course. You can enjoy 365 day views of the ski area from 1000 square feet of outdoor decks. Although the spacious kitchen/dining/living area can accommodate large families or groups if you want to give everyone a break from cooking and cleaning you can enjoy all that Main Street has to offer less then a half mile away. Personal door code will be provided upon booking.

NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!

Windham, New York, United States

5

Bed

5

Bath

12

Sleeps

$228.47

HAUS WINDHAM brbrWelcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence intertwine to create an unforgettable retreat. Nestled on a serene and private 22-acre estate, this property offers multiple suites for short or long-term rentals. br br Located just a stone's throw away from the ski lifts, this property is a haven for winter sports enthusiasts. Within a mere 3-minute drive, you'll find yourself gliding down the powdery slopes of Windham Mountain, enjoying a world-class skiing or snowboarding adventure. After an exhilarating day on the slopes, return to the warmth and comfort of your luxurious suite. Situated within walking distance to the Windham Path Trail and Windham Golf Course, this vacation rental p

LUXURY SUITE WITH 2 FULL BEDS

Windham, New York, United States

Bed

Bath

Sleeps

$642.17