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2026-06-28
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Holiday Homes in Windham

Redwood Retreat In Windham - Pool! Tennis!

44 Quads Way, Windham, United States Show map

Located around a 10-minute drive from the Windham Spa, the 2-bedroom Redwood Retreat In Windham - Pool! Tennis! villa offers a terrace with views of the garden. More

From US$ 199 Book Now

Catskills Home, 5 Mins To Windham Mtn Resort!

Windham, NY, 12496, Windham, United States Show map

Staying at the 2-bedroom Catskills Home, 5 Mins To Windham Mtn Resort!, guests can visit the Windham Spa, which is nearly a 25-minute walk away. More

From US$ 156 Book Now

Condo W/ Loft: 2 Mi To Windham Mountain Ski!

Windham, Ny, 12496, Windham, United States Show map

Situated about a 20-minute walk from the Carole's Gift Emporium, the welcoming Condo With Loft 2 Mi To Windham Mountain Ski! villa entices guests to explore various tourist attractions in the area. More

From US$ 277 Book Now

Vacation Rental Home ~ 2 Mi To Windham Mountain!

34 Old Rd, Windham, United States Show map

Located nearly 25 minutes' walk from Windham Theatre, the 2-bedroom Vacation Rental Home About 2 Mi To Windham Mountain! provides access to various tourist attractions in the vicinity. More

From US$ 334 Book Now

Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

Windham, United States Show map

To enjoy your vacation in Windham, stay at the welcoming 84 m² Cozy Catskill Condo - 2 Mi To Windham Mountain Ski, which is only 1.5 km from the Windham Spa and around a 25-minute stroll from Windham… More

From US$ 194 Book Now

High Peak Heaven: Cozy Log Cabin On 1 Acre!

Windham, Ny, 12439, Windham, United States Show map

Situated about 4 km from the C D Lane Park, the welcoming High Peak Heaven Cozy Log Cabin On 1 Acre! Windham entices guests to explore various tourist attractions in the area. More

From US$ 203 Book Now

Luxury Home W/ Deck: Explore The Catskill Mtns!

205 Nauvoo Road, Windham, Ny 12496, Us, Windham, United States Show map

Offering a location nearly a 25-minute walk from the Windham Country Club, the welcoming Luxury Home With Deck Explore The Catskill Mtns! Windham gives access to various tourist spots in the area. More

From US$ 470 Book Now

Grand Windham Retreat W/ Fire Pit & Game Room

138 Steinmetz Rd, Windham, United States Show map

The welcoming Grand Windham Retreat W/ Fire Pit & Game Room villa offers proximity to nearby tourist spots, such as the Windham Mountain Resort, situated 4.5 km away. This 2-bedroom holiday home… More

From US$ 644 Book Now

Peaceful Catskills Condo W/ Deck + Mountain View!

5048 New York 23, Windham, Ny 12496, Us, Windham, United States Show map

Situated approximately a 15-minute walk from the Windham Country Club, the welcoming Peaceful Catskills Condo W/ Deck + Mountain View! Windham villa provides access to numerous tourist attractions in… More

From US$ 176 Book Now

The Windham A

342 Old Road, Windham, United States Show map

3-bedroom The Windham A Villa offers proximity to nearby tourist spots, such as the C D Lane Park, situated 4.2 km away. More

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Catskills Townhome About 2 Mi To Windham Mountain Club

28 Loo Bridge Ln Unit 22A, Windham, United States Show map

Nestled 25 minutes' stroll from Carole's Gift Emporium, Catskills Townhome About 2 Mi To Windham Mountain Club entices guests to explore various tourist destinations nearby. More

From US$ 378 Book Now

Walk To Ski Lift Family-Friendly Windham Townhome

14 Clarence D Lane Rd Unit 93, Windham, United States Show map

The 2-bedroom Walk To Ski Lift Family-Friendly Windham Townhome villa is located just 1.5 km from Carole's Gift Emporium and provides guests with a hot tub for a more relaxing stay. More

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1/2 Mi To Windham Mtn: Main Street Condo

5359 Ny-23 2E, Windham, United States Show map

Situated only a 5-minute walk from Windham Theatre, 1/2 Mi To Windham Mtn: Main Street Condo villa entices guests with views of the river. More

From US$ 236 Book Now

Homey Windham Condo: Hike & Ski The Catskill Mtns!

Windham, Ny, 12496, Windham, United States Show map

To enjoy your vacation in Windham, stay at 1-room Homey Windham Condo Hike And Ski The Catskill Mtns!, which is a mere 1.8 km from the Windham Spa and about 25 minutes' walk from Windham Theatre. More

From US$ 236 Book Now

Cozy Mtn-View Chalet < 2 Mi To Windham Slopes

15 Cambridge Heights Rd, Windham, United States Show map

During the stay at Cozy Mtn-View Chalet 2 Mi To Windham Slopes, guests can indulge in a hot tub or visit the Windham Mountain Resort, located 3.2 km away. Located about 10 minutes' drive from the… More

From US$ 405 Book Now

Windham Retreat W/ Private Deck & Mtn Views!

41 Townhouse Ln Unit H3, Windham, United States Show map

Situated 4.5 km from the Carole's Gift Emporium, the 2-bedroom Windham Retreat W/ Private Deck & Mtn Views! villa provides access to numerous tourist attractions in the area. More

From US$ 342 Book Now

Perfect Windham Escape Townhouse For Family Fun!

28 Loo Bridge Lane, Windham, United States Show map

Staying at the 3-bedroom Perfect Windham Escape Townhouse For Family Fun! Villa, guests can easily reach The Windham Spa, located approximately a 10-minute drive away. More

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Lux Windham Getaway - Views & Indoor Heated Pool

4 Goff Road, Windham, United States Show map

Situated around 10 minutes by car from Windham Vineyards and Winery, the 4-bedroom Lux Windham Getaway - Views & Indoor Heated Pool Villa features a patio with views of the garden. More

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Windham Home Near Mountain Biking & Hiking Trails!

18 Brockett Rd, Windham, United States Show map

Staying at the 2-bedroom Windham Home Near Mountain Biking And Hiking Trails!, guests can visit the Windham Spa, which is a mere 5 minutes' stroll away. More

From US$ 234 Book Now

Ski, Hike & Golf: Pet-Friendly Windham Retreat

150 Vining Rd, Windham, United States Show map

Positioned 5 minutes' drive from bustling shopping destinations such as the Carole's Gift Emporium, Ski, Hike And Golf Pet-Friendly Windham Retreat villa offers guests to use a private parking lot. More

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Cozy Rustic Bliss Seconds From Windham Mt Resort

27 Church Street, Windham, United States Show map

Situated within 5 minutes' walk of the Carole's Gift Emporium, the 3-bedroom Cozy Rustic Bliss Seconds From Windham Mt Resort villa offers easy access to numerous tourist spots in the area. More

From US$ 518 Book Now

Private Hilltop Retreat Near Windham Mountain

65 Larsen Dr, Windham, United States Show map

Situated 3.6 km from the Carole's Gift Emporium, Private Hilltop Retreat Near Windham Mountain villa entices guests to explore various tourist attractions in the area. More

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Windham Cabin 5 Mins To Mtn With 2 Fireplaces & Games

543 North Settlement Road, Windham, United States Show map

Situated 3.8 km from The Windham Spa, the 2-bedroom Windham Cabin 5 Mins To Mtn With 2 Fireplaces & Games Villa provides access to numerous tourist attractions in the area. More

From US$ 323 Book Now

Experience The Wonder Of Windham

11320 New York 23, Windham, United States Show map

2-bedroom Experience The Wonder Of Windham Villa offers proximity to nearby tourist spots, such as Windham Mountain Resort, situated 10 minutes away by car. More

From US$ 249 Book Now

Catskills Retreat On 3 Acres Near Skiing!

429 Mill St, Windham, United States Show map

More

From US$ 383 Book Now

Guesthouse Minutes From The Mountain

25 Vining Road, Windham, United States Show map

Located within 20 minutes' walk of Windham Fine Arts, 1-bedroom Guesthouse Minutes From The Mountain villa provides access to various tourist attractions in the vicinity. More

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Mountain Cabin With Scenic Views And Hot Tub

15 Church Street, Windham, United States Show map

Staying at the 2-bedroom Mountain Cabin With Scenic Views And Hot Tub Windham, guests can visit the Carole's Gift Emporium, which is nearly a 5-minute walk away. More

From US$ 419 Book Now

2 Mi To Windham Mountain: Scenic Home W/ Fire Pit!

5044 Ny-23, Windham, United States Show map

Situated 25 minutes' walk from Windham Theatre, the welcoming 2 Mi To Windham Mountain Scenic Home With Fire Pit! entices guests to explore various tourist attractions in the area. More

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Alpine 5Br Chalet 6 Min Away To Ski

5 Jacob Strasse Road, Windham, United States Show map

Situated a 10-minute drive from The Windham Spa, the 4-bedroom Alpine 5Br Chalet 6 Min Away To Ski Villa entices guests to explore various tourist attractions in the area. More

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Rustic Cabin Rental With A Hot Tub Near Windham, New York

58 Loretta Lane, Windham, United States Show map

Nestled a 10-minute drive from Windham Theatre, Rustic Cabin Rental With A Hot Tub Near Windham, New York entices guests to explore various tourist destinations nearby. More

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Secluded Family Mountain Rental With Fireplace In Windham, New York

46 Chase Drive Windham, Windham, United States Show map

Offering a location 10 minutes by car from the Windham Country Club, Secluded Family Mountain Rental With Fireplace In Windham, New York villa gives access to various tourist spots in the area. More

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Brand New Luxury Ski Cabin - 2 Mi To Windham Mtn!

110 Old Rd, Windham, United States Show map

Offering a location around a 25-minute walk from the Carole's Gift Emporium, the welcoming Brand New Luxury Ski Cabin - 2 Mi To Windham Mtn! gives access to various tourist spots in the area. More

From US$ 589 Book Now

Wintertime

150 Trailside Road, Windham, United States Show map

Wintertime Villa Windham is located a 25-minute walk from the Windham Spa and invites guests to enjoy a terrace. More

From US$ 2531 Book Now

Slope Views: Luxe Windham Retreat W/ Hot Tub!

Windham, NY, 12496, Windham, United States Show map

Offering a Jacuzzi, Slope Views Luxe Windham Retreat With Hot Tub! Villa is located 16 minutes' walk from the Windham Mountain Resort. More

From US$ 555 Book Now

'The Mountain House:' Windham Retreat W/ Hot Tub!

Windham, United States Show map

Situated within 25 minutes' walk of the Windham Mountain Resort, 2-bedroom 'The Mountain House:' Windham Retreat W/ Hot Tub! villa entices guests with a Jacuzzi, ensuring a more relaxing stay. More

From US$ 699 Book Now

Idyllic Mountain Stay Hot Tub, Wood Stove, Games

8 Andys Road, Windham, United States Show map

Located 2.4 km from the Windham Spa, Idyllic Mountain Stay Hot Tub, Wood Stove, Games Windham villa gives access to various tourist sites in the vicinity. More

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Drift Haus 4.5Br Mountain Lodge

5 Jacob Strasse Rd, Windham, Ny 12496, Usa, Windham, United States Show map

Located around 10 minutes' drive from C D Lane Park, the 3-bedroom Drift Haus 4.5Br Mountain Lodge Windham provides access to various tourist attractions in the vicinity. More

From US$ 624 Book Now

Serendipity Lake House

40 Princess Nauvoo Rd Lodge, Windham, United States Show map

The 3-bedroom Serendipity Lake House Windham villa is located 4.7 km from the Carole's Gift Emporium and welcomes its guests to enjoy hiking, cycling, and fishing. More

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Windham Mountain Vacation Rental ~ 3 Mi To Lifts!

5/4 French Park Ct Unit 1A, Windham, United States Show map

Positioned 1.8 km from bustling shopping destinations such as the Carole's Gift Emporium, the welcoming Windham Mountain Vacation Rental About 3 Mi To Lifts! villa offers guests to use parking. More

From US$ 289 Book Now

Creeksidehome, 2-5Min To Ski,Hiking,Lake,Cafe&Bars

14 Maplecrest Road, Windham, United States Show map

The 2-bedroom Creeksidehome, 2-5Min To Ski,Hiking,Lake,Cafe&Bars is located within 3 km of The Windham Spa, giving access to various tourist spots nearby. More

From US$ 315 Book Now

Mountain Escape 5Br Chalet 6 Min To Ski Resort

128 Mount Greenery Road, Windham, United States Show map

Mountain Escape 5Br Chalet 6 Min To Ski Resort is a few minutes' drive from Hunter Mountain and offers a swimming pool and a pool table for added enjoyment. The 4-bedroom villa features opportunities… More

From US$ 632 Book Now

Ski, Hike & More: Year-Round Gem In Windham

50 Brainard Ridge Rd Unit 16D, Windham, United States Show map

Staying at Ski, Hike And More Year-Round Gem In Windham villa, guests can easily reach the Windham Spa, located approximately a 25-minute walk away. More

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Luxurious Home & Amazing Views

24 Timber Trail, Windham, United States Show map

Situated 4.5 km from the Windham Fine Arts, the 5-bedroom Luxurious Home & Amazing Views Windham provides access to numerous tourist attractions in the area. More

From US$ 426 Book Now

Luxury Windham 8Br Lodge

150 Trailside Road, Windham, United States Show map

Nestled 19 minutes' walk from the Carole's Gift Emporium, the 8-bedroom Luxury Windham 8Br Lodge entices guests to explore various tourist destinations nearby. More

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Windham Mountainside Marvel

148 Trailside Road, Windham, United States Show map

More

From US$ 1934 Book Now

Secluded Retreat W Hot Tub In Windham

31 Koonan Road, Windham, United States Show map

Located around 600 metres from the Windham Spa, Secluded Retreat W Hot Tub In Windham Villa provides access to various tourist attractions in the vicinity. More

Book Now