Town of Windham, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Windham, New York on RentalSaver.com!

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From $457 per night (USD)
VRBO
NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $457 per night (USD)
VRBO
From $1015 per night (USD)
Expedia
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to our newly renovated 5-bedroom, 4.5-bathroom farmhouse located 3 minutes from the heart of Windham, NY, where ...
From $1015 per night (USD)
Expedia
From $700 per night (USD)
VRBO
NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $700 per night (USD)
VRBO
From $3201 per night (USD)
Expedia
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
This Windham cabin minutes from Hunter and Windham Mountains, boasts 6 inviting bedrooms, including 1 king bed, 4 queen ...
From $3201 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Country Room. Cozy room with a Queen-Size bed, en-suite bathroom, and FREE breakfast. Sleeps 2.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You're booking the smallest room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -QUEEN S ...
From $159 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Fiddler On The Roof Room Room with mountain views, a King-Size bed, en suite bathroom, and FREE breakfast. It sleeps 2.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You're booking one room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -KING Size Bed -Pr ...
From $190 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Americana Room. Elegant room with a King-Size bed, en suite bathroom, and mountain views. Sleeps 2. A gourmet breakfast is FREE and served fresh each morning. Americana Room is located on the second floor of Mountain Treasure Bed and Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You're booking one room at Mountain Treasure Bed and Breakfast. Other amenities in this room include: -KING Size Bed wit ...
From $202 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Art Nouveau Room Large room decorated in the Art Nouveau style with FULL-size bed, en suite bathroom.FREE breakfast. Sleeps 2.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You're booking one room at Mountain Treasure Bed and Breakfast. Other AMENITIES in this room include: -FULL-Size Bed wit ...
From $172 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Beautiful Chalet with a host of year-round activities! Close to skiing, snowboarding, sledding, snowshoeing, mountain bi ...
From $441 per night (USD)
VRBO
From $373 per night (USD)
Expedia
MIRROR CABIN IN THE FOREST WITH HOT TUB
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Mirror Cabin Retreat | Modern Luxury in the Catskills Discover the ultimate Catskills getaway at this one-of-a-kind mir ...
From $373 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Tiny Cabin #4 by Windham NY Escape 'Cabin Comfort'
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Tiny Cabin 4 is a peaceful retreat in the Catskills, where forest views and the gentle sounds of nearby Batavia Kill cre ...
From $348 per night (USD)
VRBO
From $660 per night (USD)
Expedia
3-bedroom All-Season condo at Enclave in amazing Windham ON MOUNTAIN
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover this marvelous 3-bedroom gem in Windham. This delightful condo features 2 king beds and 2 sets of bunk beds, pe ...
From $660 per night (USD)
Expedia
From $1241 per night (USD)
VRBO
Entire lodge in Windham, New York on 12 acres and bordering a state park
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Discover the charm of Windham, NY, a four-season retreat in the Catskill Mountains, just two hours from NYC! Mt. Pisgah ...
From $1241 per night (USD)
VRBO
From $1328 per night (USD)
Expedia
Brand NEW MINT Windham 5BR/4.5BA home on 5 acre, wooded hilltop.
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
MINT 5BR, 4.5BA, brand new home. Full modern furnishing complete 5/1. Panoramic views from 5 acre hilltop with forest ba ...
From $1328 per night (USD)
Expedia
From $2438 per night (USD)
VRBO
Fireplaces, Home Theater, Ski-In/Out Windham Lodge
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Unwind at Wanderwood Lodge, an 8BR retreat with ski-in/ski-out access on Windham Mountain. Cozy up by wood-burning firep ...
From $2438 per night (USD)
VRBO
From $389 per night (USD)
VRBO
Private Hilltop Retreat Near Windham Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Stunning Views of Winter Slopes | Playroom Shed for Kids Plan a mountain getaway the whole family will love — ski trips ...
From $389 per night (USD)
VRBO
From $677 per night (USD)
VRBO
Unwind Windham, Chalet
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to Unwind Windham, a stunning mountain chalet designed for relaxation and adventure. ...
From $677 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Lake view Cabin on Lake Heloise
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Charming cabin to stay and play in at the lake. Have fun swimming and fishing on the lake. This property was a campsite ...
From $168 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Perfect Relaxation After a Day of Windham and Hunter Mountain Adventures
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Warm up in a delightful 3-bedroom chalet in Maplecrest. This welcoming house features 3 queen bedrooms, 2 full bathrooms ...
From $388 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Sauna, Mnt Views, Hot tub, <2 mins to slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You'll love our Ski house for your trip to Windham Mountain! Here's why: - Centrally located to 2 mins from the village ...
From $405 per night (USD)
VRBO
From $589 per night (USD)
VRBO
Beautiful Catskills country retreat --neighboring reservoir/recreation area
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
The dancing bear welcomes you to our beautiful, fully restored, 1800’s farmhouse on 5 acres of woods and a large grass y ...
From $589 per night (USD)
VRBO
From $1112 per night (USD)
Expedia
Lux Chalet-Ski View. 2 Fireplaces. Pool. Hot Tub. Sauna. Pizza Oven
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Black Bear Cabin: Your Luxurious Ski, Golf and Mountain Retreat Luxury 3,300 sqft Ski and Golf Chalet with 4 bedrooms + ...
From $1112 per night (USD)
Expedia
From $1956 per night (USD)
VRBO
Condo on Windham Mountain - Greene County
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful, newly renovated three bedroom, three bathroom condo right on the slopes at Windham Mountain in New York's Cat ...
From $1956 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Catskill house great for fall hiking and winter skiing!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Come enjoy the Catskills at our spacious Windham Mountain townhome at the base of Windham Mountain. Townhome includes 4B ...
From $450 per night (USD)
VRBO
From $2298 per night (USD)
VRBO
*The View* ski in/out modern luxury at Windham Mountain Resort
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
The View is a spectacular new house at the top of Windham Mountain. Ease of ski in/out with all the amenities, from expa ...
From $2298 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Big Hollow Board and Batten House with Nerf Treehouse!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Come enjoy the Catskills! Nestled directly between Windham and Hunter Ski Mountains. Hiking trails a mile down the dead- ...
From $259 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Fantastic 2 family vacation home with EV charger
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
The perfect luxury vacation gettaway! Fully equipped with everything you need to relax after a day out. Minutes from Win ...
From $270 per night (USD)
VRBO
From $768 per night (USD)
Expedia
Ski Ridge Golf farmhouse
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Relax in this beautiful natural setting course that Windham has to offer, while at the same time enjoying all comforts o ...
From $768 per night (USD)
Expedia
From $808 per night (USD)
VRBO
Bucolic privacy with Hot Tub in Windham
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
The Blue House is a beautiful large home nestled in the gem of the Catskills, Windham - just 5 minutes to restaurants an ...
From $808 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Rustic Mountain view Cabin 5 mins to Ski Area!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $216 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Windham getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Perfectly cozy destination in the mountains for a weekend getaway or a family vacation. This condo has everything that y ...
From $246 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Mountain view apartment, 5mins to Ski Area!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $207 per night (USD)
Expedia
From $281 per night (USD)
VRBO
Newly Built 1200sq ft Guest House 4min to Ski & Hiking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful newly built 1200 sq ft cozy log guest house, w vaulted ceiling’s and a gas fireplace for a charming indoor exp ...
From $281 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Windham Pet Friendly home, 2-5min from Ski, Hiking Trials, GoldenLake, Rest&Bars
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our charming house, a beautiful blend of old-world charm and modern comforts. Nestled in the heart of the Mou ...
From $426 per night (USD)
Expedia
From $369 per night (USD)
VRBO
PRESIDENTIAL DUPLEX SUITE WITH HOT TUB AND WRANP AROUND BALCONY
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $369 per night (USD)
VRBO
From $392 per night (USD)
Expedia
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitchen - Haus Windham
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $392 per night (USD)
Expedia
From $398 per night (USD)
VRBO
LUXURY DUPLEX SUITE WITH JACUZZI
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $398 per night (USD)
VRBO
From $258 per night (USD)
Expedia
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step inside and be greeted by a haven of sophistication. The living area boasts a stunning fireplace, casting a warm and ...
From $258 per night (USD)
Expedia
From $294 per night (USD)
VRBO
GLASS MIRROR CABIN - HAUS WINDHAM
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $294 per night (USD)
VRBO
From $315 per night (USD)
Expedia
The Haüs Windham - Luxury 2 Bedroom Suite w Loft
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $315 per night (USD)
Expedia
From $425 per night (USD)
VRBO
LUXURY DUPLEX SUITE WITH JACUZZI
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $425 per night (USD)
VRBO
$Cozy Cabin Getaway in Windham Catskill Mountains\n$
From $567 per night (USD)
Expedia
Cozy Cabin Getaway in Windham Catskill Mountains\n
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
Welcome! You are viewing our cozy 3500-square-foot cabin tucked away on 5.80 acres in the beautiful and scenic hills of ...
From $567 per night (USD)
Expedia
From $1132 per night (USD)
VRBO
Brand New Luxury Ski Cabin - 2 Mi to Windham Mtn!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Witness the breathtaking beauty of the Catskill Mountains at this stunning 6-bed, 5.5-bath vacation rental. Nestled in n ...
From $1132 per night (USD)
VRBO
Click For Pricing
Expedia
Windham House with Hot Tub perfect for families
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Spacious restored family house just, 1.7 miles from Ski Windham and 6.7 miles from Hunter Mountain. Three large family r ...
Click For Pricing
Expedia
From $621 per night (USD)
VRBO
Luxury Ski-in Ski-Out Condo + Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Please message me for long term and/or seasonal rental inquiries. This Whisper Creek condo is located in the newest lux ...
From $621 per night (USD)
VRBO
From $585 per night (USD)
Expedia
MTN RETREAT In Windham
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private 4BR, 2.5 bath contemporary home is situated on a cul-de-sac in Windham, NY The house has an open floor concept, ...
From $585 per night (USD)
Expedia
From $1304 per night (USD)
VRBO
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Canadian Log Home on 14 acres yet only 2 miles to Windham Ski Mountain. The house has 4 bedrooms plus a loft and 3 bat ...
From $1304 per night (USD)
VRBO
From $1222 per night (USD)
Expedia
5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Unit 3: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1222 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Beautiful Lake house on private 28 acre lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
28 acre semi private lake in the back yard (only 1 other house on the lake). Formerly the White Birches Campsite Lodge. ...
From $605 per night (USD)
VRBO
From $740 per night (USD)
Expedia
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This is a beautiful log home on 8 acres with amazing views of Windham Mountain. The home is a unique one that is made o ...
From $740 per night (USD)
Expedia
From $1025 per night (USD)
VRBO
EAT, DRINK, PLAY & RELAX in Windham
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Getaway w/family and friends! From the exciting game room, to the tranquil firepit, to the open floorplan, you, your fa ...
From $1025 per night (USD)
VRBO
From $661 per night (USD)
VRBO
Red Lift Cabin - Close to town, hiking and biking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Just 2.5 hours from NYC in the heart of the Catskills. One of a kind entirely renovated townhouse. 3 minutes walking dis ...
From $661 per night (USD)
VRBO
From $2021 per night (USD)
VRBO
Windham ski in-out condo, luxury 2000+ sf modern 5BR, hot tub, pool, boot room++
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
We are renting our 2000+ sf modern, renovated, mountain facing luxury condo at Whisper Creek to someone who will take gr ...
From $2021 per night (USD)
VRBO
From $1818 per night (USD)
VRBO
Lux Mansion Windham, Catskills Hot Tub, BBQ, Pool Table, Fire pit, Pond
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
SPECIAL OFFER until the end of December! Book 2 nights on weekdays and get 50% off the 3rd night (weekdays only) We ...
From $1818 per night (USD)
VRBO
From $481 per night (USD)
VRBO
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
Bedrooms:
3
Bathrooms:
9
Sleeps:
25
Step into the heartwarming embrace of history at our enchanting 1800's residence! This cherished abode beckons you with ...
From $481 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Spacious Townhouse minutes from Village and Slopes with shuttle to mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Spacious 3-Bedroom Townhouse with Sleeping Loft and Wood-Burning Fireplace at Windham Ski Mountain, Min ...
From $300 per night (USD)
Expedia
From $1080 per night (USD)
VRBO
Luxury 3-BR Enclave condo in Windham, ski-in/ski-out with pool and hot-tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Get ready to relax in this 3-bedroom condo in the Enclave Club at Windham. With 2 king beds and 2 bunk beds, guests will ...
From $1080 per night (USD)
VRBO
From $1035 per night (USD)
VRBO
Spacious 7-bedroom house with AC, WiFi in peaceful Hensonville
Bedrooms:
6
Bathrooms:
7
Sleeps:
16
Get ready to relax in this marvelous 7-bedroom house in Hensonville. With 2 king beds, 3 queen beds, 1 full bed, and 2 t ...
From $1035 per night (USD)
VRBO
From $585 per night (USD)
VRBO
Idyllic Mountain Stay Hot Tub, Wood Stove, Games
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Escape to this stylish mountain retreat, situated on 3 private acres with breathtaking views of Windham + Hunter Mountai ...
From $585 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Mountain View Chalet w/ Hot Tub, Fire Pit, BBQ, EV
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Chalet in Hensonville, NY · ★★★★ ★ · 4 BR · 6 Beds · 2 Baths Welcome to Mountain View Chalet, a peaceful Catskills esca ...
From $668 per night (USD)
Expedia
From $1021 per night (USD)
VRBO
Hilltop Family Escape - 5BR 5BA - Hot Tub & Mountain Views - 4 min. to slopes
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Pack up the family and escape to our Windham timber frame chalet! Take in the stunning views of the mountains, surrounde ...
From $1021 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Windham/Hunter Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Relax and enjoy our large home located on a private secluded block. Offering 4 master bedrooms with 3 full size bathroo ...
From $377 per night (USD)
VRBO
$\nStunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna$
From $846 per night (USD)
VRBO
\nStunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Brand new four bedroom cozy log home (Chalet style) nestled on 4 acres on a quiet mountain road. Easily sleeps 10 pe ...
From $846 per night (USD)
VRBO
From $1326 per night (USD)
VRBO
Seasonal Pool Plus Hot Tub & EV Charger 5 mins to Skiing at Windham Mountain
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
**Our brand new 30x8 shipping container pool, just completed in August of 2024, is available in the summer months and p ...
From $1326 per night (USD)
VRBO
From $1134 per night (USD)
VRBO
40 acres. seasonal rental.Mountain views.sleeps 12+.perfect for 2 families.
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
This sprawling, jaw-dropping 40-acre estate will leave you and your guests speechless. It is often regarded as the prem ...
From $1134 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Talley Cabin - Windham NY
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming home has 3 bedrooms and 2 full bathrooms. Located about 4 miles from the slopes of Windham Mountain, 3 mil ...
From $253 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Mountain house w/ stunning views & gourmet kitchen 7 mi to Windham 9 to Hunter
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Culinary comforts and open-plan living space await you in this sunny mountain refuge. South facing and filled with light ...
From $426 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Cozy Mountain Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Located in the heart of Windham, Land in the Sky, this newly updated condo is your home away from home. For outdoor adve ...
From $234 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Spacious Catskill Mountains ski cabin with fire pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come take a break in this serene get-away! The cabin is only minutes from skiing areas (Windham and Hunter mountains) an ...
From $242 per night (USD)
VRBO
From $115 per night (USD)
Expedia
Cozy Cabin Condo by the Mountain, 5mins to skiing!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $115 per night (USD)
Expedia
From $526 per night (USD)
VRBO
Spacious 2-bedroom condo with mountain views & lots of hiking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to the best mountain retreat where the beauty of nature is right outside the front door. The only sound you'll h ...
From $526 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Jewett's Gem: a comfortable, cozy, and stylish mountain getaway in the Catskills
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Jewett’s Gem is a cozy two bedroom condo situated between Hunter and Windham Mountains in the heart of the Catskills. F ...
From $331 per night (USD)
VRBO
From $523 per night (USD)
VRBO
Located within 10 minutes from both Windham Mountain and Hunter Mountain!
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Thank you for your interest in our home! After using this privately for the last few years… kids sports are getting in t ...
From $523 per night (USD)
VRBO
From $767 per night (USD)
VRBO
Chalet Eglantine Mountain Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Come to the Catskills and enjoy this Modern Ski Chalet nestled on 7.2 private acres with Impeccable 2,400 foot elevation ...
From $767 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Mayfair Manor Mountain Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Open the door to a great room with vaulted ceilings, stone fireplace, granite kitchen, large dining room and access to a ...
From $695 per night (USD)
VRBO
From $890 per night (USD)
Expedia
Spacious Residence Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Dingley Dell Estate has a long history starting from the British Era. Dingley Dell Estate was originally founded in Sout ...
From $890 per night (USD)
Expedia
From $804 per night (USD)
VRBO
Hudson Valley Mountain Retreat, secluded, surrounded by beautiful forests,...
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Wonderful in Windham Hudson Valley Mountain Retreat, secluded, surrounded by beautiful forests, ample outdoor seating, ...
From $804 per night (USD)
VRBO
From $654 per night (USD)
VRBO
2023 renovated 5 bedroom house hunter/windham 9 foot ceilings -cable/WIFI
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
2023 renovated 5 bedroom house located on the back side of ski Windham mountain. located 10 minutes from the town of Win ...
From $654 per night (USD)
VRBO
From $358 per night (USD)
VRBO
10 MIN to WINDHAM CLASSIC 4BR LOG CABIN HUGE VIEWS New Deck New Hot Tub Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Please read entire listing before submitting inquiries/booking requests. New oversized 'Trex' back deck and new hot tub ...
From $358 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Mountain Condo w Modern CabinStyle @Hunter&Windham
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into this 2BR 2BA gem nestled in the tranquil Catskill Mountains near scenic hiking trails, ski slopes, restaurants ...
From $359 per night (USD)
Expedia
From $548 per night (USD)
VRBO
Catskill Mt Oasis: sunset terraces fireplaces pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Step into the modern & spacious 4BR 4BA gem nestled in a picturesque and tranquil area near scenic hiking trails, ski sl ...
From $548 per night (USD)
VRBO
From $607 per night (USD)
Expedia
Hot Tub • Game Room • Fire Pit – Cozy Catskills Cabin Near Hunter & Windham
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy 3BR Catskills cabin just 10 min from Hunter & Windham! Features a private hot tub, game room, fire pit, EV charger, ...
From $607 per night (USD)
Expedia
From $1044 per night (USD)
VRBO
Luxe Party Retreat: Theater/Karaoke/Games/Hot tub/swimming pool
Bedrooms:
2
Bathrooms:
5
Sleeps:
16
An Experience Tailored for You Private Cinema and Entertainment Our home theater is equipped with a 4K RGB laser proje ...
From $1044 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Delightful 3-bedroom chalet with WiFi in Windham
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This fabulous chalet in Windham offers a cozy retreat for guests. With 3 bedrooms including a queen, twin, and bunk bed, ...
From $234 per night (USD)
Expedia
From $998 per night (USD)
VRBO
Cozy Lux Mountain Lodge-Hot Tub-Mountain Views-10min to Skiing-Windham Hunter
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
KEY FEATURES: • Sleeps 10 with 4 queen beds and 1 king bed • Views, Views, Views! Our home, at the end of a cul-de-sac, ...
From $998 per night (USD)
VRBO
From $741 per night (USD)
VRBO
Windham Mountain Escape - 5bd/4ba Private Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Escape to the Catskills and visit this Windham Mountain Home. Stay in this 2 floor, 5 bedroom, 4 bathroom house on a pr ...
From $741 per night (USD)
VRBO
From $884 per night (USD)
VRBO
Tranquil Catskills Hideaway: Contemporary Retreat on 39 Acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our stunning contemporary retreat nestled on 39 acres of natural beauty in the enchanting Catskills of New Yo ...
From $884 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Luxurious 3BR/2BA Chalet w/ Panoramic Views Near Windham Mountain on 22+ Acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter is here and our chalet offers the perfect balance of privacy and proximity to Windham. Be advised that a vehicl ...
From $505 per night (USD)
Expedia
From $239 per night (USD)
VRBO
A cozy place to recharge in the Catskills Mountains Summer Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A serene Catskills 2-bedroom condo, 10 minutes to Hunter and Windham mountain ski resorts. Ideal for ski enthusiasts, it ...
From $239 per night (USD)
VRBO
From $1675 per night (USD)
Expedia
The Summit House - Private Upstate Estate with Unmatched Mountain Views
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
One of a kind masterpiece perched above the clouds outside Windham. Experience complete privacy at this stunning all-s ...
From $1675 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy mountain home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come enjoy our mountain getaway nestled in the Great Northern Catskills. Our newly updated home is set on 3.5ac with sce ...
Click For Pricing
VRBO
From $389 per night (USD)
VRBO
Hot tub, private deck, backyard, near Windham and Hunter ski resorts.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Relax and savor your coffee on the deck while the sun comes up over Hunter, just a few minutes away from skiing at Windh ...
From $389 per night (USD)
VRBO
From $653 per night (USD)
VRBO
Modern Home: Hot Tub, Mountain Views & EV Charger
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Max’s Mountain House was fully renovated in Oct 22’, and is located atop a picturesque hill in Jewett, NY, just 7 minute ...
From $653 per night (USD)
VRBO
From $1610 per night (USD)
Expedia
Serene Catskills Escape: Hot Tub, Pond & Game Room
Bedrooms:
3
Bathrooms:
8
Sleeps:
22
Welcome to Bella Vista — your serene Catskills escape where mountain charm meets luxury living. Whether you’re planning ...
From $1610 per night (USD)
Expedia

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Results: 194 Rentals