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2026-11-12
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Luxury accommodations in Windham

Winwood Condominiums By Windham Mountain Club

5220 Ny-23, Windham, United States Show map

Located in a business neighbourhood approximately 20 minutes' walk from Windham Country Club, the comfortable Winwood Condominiums By Windham Mountain Club hotel boasts 18 holes of golf. Guests have… More

From US$ 139 Book Now

Antique Rose Inn Windham

326 State Route 296, Windham, United States Show map

The comfortable Antique Rose Inn Windham is nestled around 3 km from Windham Theatre, offering 3 rooms and featuring a picnic area and a golf course. More

From US$ 146 Book Now

Wylder Windham

19 New York 296, Windham, United States Show map

The 4-star smoke-free Wylder Windham Hotel is located in Windham, approximately a 25-minute walk from Windham Mountain Resort, and offers a heated pool. The prime location, within a few blocks of… More

From US$ 426 Book Now

Eastwind

5088 New York 23, Windham, United States Show map

Featuring spacious rooms and an à la carte restaurant, the smoke-free Eastwind Hotel Windham is about 25 minutes' walk from Windham Theatre. The comfortable hotel also provides guests with Wi-Fi… More

From US$ 381 Book Now

Hotel Vienna

107 New York 296, Windham, United States Show map

Offering a convenient location 25 minutes' walk from Windham Mountain Resort, the 4-star Hotel Vienna Windham is proud to feature 18 holes of golf. The hotel features a heated pool and Wi-Fi in… More

From US$ 168 Book Now

The Haues Windham - Spacious Suites, Gym, Mountain Views!

218 New York 296, Windham, United States Show map

Offering a sun deck and a golf course, and views of the mountain, the 5-star The Haues Windham - Spacious Suites, Gym, Mountain Views! hotel is located a 13-minute stroll from Windham Country Club. More

From US$ 193 Book Now

Georgian Garden

5159 New York 23, Windham, United States Show map

Georgian Garden Hotel Windham, located a 16-minute walk from The Windham Spa, features Wi-Fi in the rooms. There is also a private garden with a sauna and a barbeque at this guest house. More

From US$ 225 Book Now

Redwood Retreat - Minutes To Windham Mtn!

44 Quads Way, Windham, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 2-bedroom Redwood Retreat - Minutes To Windham Mtn! Villa is located around a 10-minute ride from The Windham Spa. 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. The welcoming holiday home can sleep 6 guests and… More

From US$ 156 Book Now

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

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

Situated around a 20-minute walk from Carole's Gift Emporium, the 2-bedroom Condo W/ Loft: 2 Mi To Windham Mountain Ski! villa entices guests to explore various tourist attractions in the area. Up to… More

From US$ 277 Book Now

Beautiful Windham Chalet 2 Minutes To The Mountain

301 Mill St, Windham, United States Show map

4-bedroom Beautiful Windham Chalet 2 Minutes To The Mountain is located around 25 minutes' walk from Carole's Gift Emporium and welcomes its guests to enjoy badminton. The property provides a ski… More

From US$ 403 Book Now

Cozy Catskill Condo - 2 Mi To Windham Mountain Ski

Windham, United States Show map

Offering access to entertainment venues such as Windham Theatre, situated about a 25-minute stroll away, the 2-bedroom Cozy Catskill Condo - 2 Mi To Windham Mountain Ski villa can host up to 6 guests… More

From US$ 194 Book Now

Your Windham Fall And Winter Escape Awaits!

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

Offering access to entertainment venues such as Windham Theatre, situated approximately 10 minutes away by car, the 2-bedroom Your Windham Fall And Winter Escape Awaits! villa can host up to 6 guests… More

From US$ 342 Book Now

High Peak Heaven: Cozy Log Cabin On 1 Acre!

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

Situated around 4 km from 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. The 2-bedroom and 2… More

From US$ 203 Book Now

The Outpost By Windham Mountain Club

5220 Ny-23, Windham, United States Show map

The comfortable The Outpost By Windham Mountain Club Hotel is located in Windham, merely 1.1 km from Windham Fine Arts, and offers a heated pool. The 4-star hotel also includes private car parking. More

From US$ 286 Book Now

The Perch Hotel

7604 New York 23, Windham, United States Show map

Located 4.5 km from Zoom Flume Water Park, the 3-star The Perch Hotel Windham includes 14 rooms with views of the mountain. At this comfortable hotel, guests will find a tennis court to stay active. More

From US$ 283 Book Now

Union + Post

5098 New York 23, Windham, United States Show map

The 2-star Union + Post Hotel Windham provides proximity to Windham Mountain Resort, which is located nearly a 25-minute walk away. This Windham hotel offers Wi-Fi in public areas and a charging… More

From US$ 200 Book Now

The Windham A

342 Old Road, Windham, United States Show map

Offering a location 4.2 km from C D Lane Park, 1-bedroom The Windham A Villa gives access to various tourist spots in the area. With a maximum capacity of 8 guests, this accommodation offers private… More

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Cozy Cabin

5692 Route 23, Windham, United States Show map

Cozy Cabin Windham is nestled about a 10-minute drive from Windham Mountain Resort and provides a hot tub and a sauna. More

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1/2 Mi To Windham Mtn: Main Street Condo

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

Situated just a 5-minute walk from Windham Theatre, 1/2 Mi To Windham Mtn: Main Street Condo villa entices guests with views of the river. Located in the vicinity of Carole's Gift Emporium, this 2… More

From US$ 236 Book Now

Velvet Timber Haus | Hottub, Sauna, Firepit, Games

61 Cambridge Heights Rd, Windham, United States Show map

The 2-bedroom Velvet Timber Haus | Hottub, Sauna, Firepit, Games Windham boasts a steam room, a hot tub, and a sauna and is 2.5 km from entertainment sites such as Windham Theatre. Hosting up to 19… 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 Carole's Gift Emporium, which is nearly a 5-minute walk away. With a maximum capacity of 7 guests, the… More

From US$ 419 Book Now

Homey Windham Condo: Hike & Ski The Catskill Mtns!

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

Homey Windham Condo: Hike & Ski The Catskill Mtns! villa offers proximity to nearby tourist spots, such as The Windham Spa, situated about a 20-minute walk away. This 2-bedroom welcoming holiday home… More

From US$ 236 Book Now

Spacious Apt W/ Yard: 3 Mi To Windham Mountain

Windham, United States Show map

The welcoming Spacious Apt W/ Yard: 3 Mi To Windham Mountain is located 2.9 km from The Windham Spa and 10 minutes' drive from Windham Theatre. Wi-Fi and a car park are among the essentials at… More

From US$ 279 Book Now

Black Bear Cabin

19 Goff Rd, Windham, United States Show map

Black Bear Cabin Windham offers proximity to nearby tourist spots, such as Carole's Gift Emporium, situated 20 minutes' walk away. Suitable for 12 guests, the 4-room villa boasts a heated pool with a… More

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Cozy Mtn-View Chalet < 2 Mi To Windham Slopes

15 Cambridge Heights Rd, Windham, United States Show map

Cozy Mtn-View Chalet 2 Mi To Windham Slopes is located 3.2 km from Windham Mountain Resort and provides a Jacuzzi. With a maximum capacity of 6 guests, this 2-bedroom welcoming holiday home offers… More

From US$ 405 Book Now

Lux Windham Getaway - Views & Indoor Heated Pool

4 Goff Road, Windham, United States Show map

With the capacity to host 16 guests, the 5-bedroom Lux Windham Getaway - Views & Indoor Heated Pool Villa is located a mere 1.9 km from such significant cultural landmarks as Windham Fine Arts. More

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Windham Vacation Rental

9 Chase Drive, Windham, United States Show map

Offering a location 3.8 km from Windham Theatre, the 6-bedroom Windham Vacation Rental villa gives access to various tourist spots in the area. With a maximum capacity of 12 guests, this… More

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Lux Estate! Hot Tub, 8 Acres, Firepit, Game Room, Private Pond, Ev, Lots Of Privacy, 10 Mins To Town

147 Old Field Road, Windham, United States Show map

Offering guests to unwind in a Jacuzzi, Lux Estate! Hot Tub, 8 Acres, Firepit, Game Room, Private Pond, Ev, Lots Of Privacy, 10 Mins To Town Windham is located a 15-minute drive from Windham Fine… More

From US$ 950 Book Now

Windham Ridge Chalet

4B French Park Drive, Windham N.Y, Catskills, U.S.A 4B, Windham, United States Show map

Situated around 25 minutes' walk from The Windham Spa, the spacious 3-bedroom Windham Ridge Chalet can host up to 5 guests in Windham. The apartment boasts access to a sunbathing terrace, a picnic… More

From US$ 473 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 & Hiking Trails!, guests can visit The Windham Spa, which is a mere 5 minutes' stroll away. The Windham holiday home is suitable for up to 4… More

From US$ 234 Book Now

Grand Windham Retreat W/ Fire Pit & Game Room

138 Steinmetz Rd, Windham, United States Show map

Offering access to entertainment venues such as Windham Theatre, situated 4.2 km away, the welcoming Grand Windham Retreat W/ Fire Pit & Game Room villa can host up to 6 guests. Located around 10… More

From US$ 644 Book Now