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2026-06-26
2026-06-27
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Private Villas 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

Beautiful Windham Chalet 2 Minutes To The Mountain

301 Mill St, Windham, United States Show map

Offering a location about 25 minutes' walk from the Carole's Gift Emporium, 2-bedroom Beautiful Windham Chalet 2 Minutes To The Mountain gives access to various tourist spots in the area. More

From US$ 403 Book Now

Fantastic 2 Family Vacation Home With Ev Charger

88 Brainard Ridge Road, Windham, United States Show map

Situated just 1.8 km from the Windham Mountain Resort, Fantastic 2 Family Vacation Home With Ev Charger Windham invites guests to relax at a terrace. More

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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

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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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

Black Bear Cabin

19 Goff Rd, Windham, United States Show map

Staying at Black Bear Cabin Windham, guests can easily reach the Carole's Gift Emporium, located 20 minutes' walk away. The 4-bedroom villa offers a swimming pool as well as a hot tub and a sauna to… More

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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

Birch Hill - Spacious Mountain Retreat

1126 County Road 10, Windham, United States Show map

Situated about a 10-minute drive from The Vineyard at Windham, the 3-bedroom Birch Hill - Spacious Mountain Retreat provides access to numerous tourist attractions in the area. More

From US$ 831 Book Now

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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Mountain Blue Vista - Hot Tub, Firepit, 10 Acres, Perfect Location!

147 Old Field Road, Windham, United States Show map

Mountain Blue Vista - Hot Tub, Firepit, 10 Acres, Perfect Location! Windham villa is located a 15-minute drive from the Windham Fine Arts and invites guests to enjoy a terrace. Offering views of the… More

From US$ 950 Book Now

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