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Compare 820 Vacation Homes in Windham with updated reviews, rates, and availability.

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (94)
"Great location and for the price it was well worth every penny!"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (128)
"Always a great stay at this beautiful house!"
Beautiful new house 3/4 mile from Hunter Mountain

A world where time stands still, close to Belleayre Ski & Wedding venues.

9.4 out of 10, Exceptional, (13)
"It was just what my family needed. Only thing is we didn’t have big bowls to put our food in to sit on the table"
The price is SAR 507
SAR 1,791 total
includes taxes & fees
23 Apr - 24 Apr
A world where time stands still, close to Belleayre Ski & Wedding venues.

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (72)
"Very relaxing, well equipped home. Hot tub was fantastic. Kitchen fully stocked with pots, pans, cooking and eating utensils. "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (117)
"Host was awesome , house was amazing the couches and bed were so comfortable. Extremely clean and perfect for what we needed! 10/10 would rent again "
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (24)
"2nd time this year we rented this condo. Great condo & owners."
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf

10.0 out of 10, Exceptional, (216)
"We had a great stay at the Bobcat Lodge. The house was very clean, had plenty of space, and great communal spaces where we could all hang out and enjoy each other's company. The game room and hot tub came in handy during the trip as well. The location was great with access to hiking m, downtown Hunter and Tannersville. Valentyna was also a very attentive hostess with great attention to detail that we enjoyed our stay. We will definitely look to stay again. "
The price is SAR 1,670
SAR 3,420 total
includes taxes & fees
5 May - 6 May
7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf

Quaint Cottage w/ Peloton & Sauna near Hiking

9.6 out of 10, Exceptional, (16)
"Nice place, enjoyed the sauna, kitchen and washer dryer. Water had a slight smell to it, that was the only nit to pick"
Quaint Cottage w/ Peloton & Sauna near Hiking

◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna

9.6 out of 10, Exceptional, (5)
"Property is beautiful - hot tub, sauna, heated toilet seats, abundant spaces to meet and hang out. Only drawback was uneven temperatures in house - heaters in every room but it was cold almost everywhere. "
◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.2 out of 10, Wonderful, (44)
"Loved the location right downtown close to restaurants and a quick drive to the mountain. Lots of space in a unique old building. Would absolutely stay here again. "
The price is SAR 413
SAR 729 total
includes taxes & fees
18 May - 19 May
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

9.8 out of 10, Exceptional, (17)
"After a day of skiing at Bellayre Mtn this very clean, comfortable cabins’ great location was the perfect place to unwind for the night."
The price is SAR 597
SAR 1,246 total
includes taxes & fees
23 Apr - 24 Apr
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

10.0 out of 10, Exceptional, (35)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace

Game Room + Deck: Secluded Catskills Retreat

10.0 out of 10, Exceptional, (4)
"They've done a great job with this house. New home that is family friendly, with all amenities that you need. We're very happy to know that this house is there for whenever we are in the area visiting family."
Game Room + Deck: Secluded Catskills Retreat

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (40)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.6 out of 10, Exceptional, (15)
"House was clean and comfortable well supplied with everything you could need."
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (267)
"The house was perfect for the twelve of us. Plenty of common space room, a large kitchen and table for eat-in meals, comfortable beds and pillows, and the rest of the amenities were enjoyed and appreciated by everyone. Great place to stay. Thank you Nataliya. "
The price is SAR 1,313
SAR 2,870 total
includes taxes & fees
23 Apr - 24 Apr
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond

9.2 out of 10, Wonderful, (17)
"5 adults, 2 kids, one dog. Had plenty of room. Beautiful weather and enjoyed the outdoor decks. Overall very comfortable for us."
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond

Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

10.0 out of 10, Exceptional, (173)
"We loved our stay at this home! It is full of so much light and good vibes. We planned the weekend around a concert at Levon Helms studio, which was right down the street. The owners/management were wonderful & easy to get in touch with (not that we needed anything). The deck & music room were enjoyed the most :)"
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!

Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing

9.8 out of 10, Exceptional, (144)
"Most relaxing, the property well situated amongst trees and woods. Plenty of clearing to enjoy the grounds for playing around. Our pitbull absolutely enjoyed the wandering and wooded areas. Local neighbors were very friendly. Many deer on the property every evening they would be out just after dark. Lots of games to keep you busy, WiFi worked great. The cabin was perfect, just bring your food and snacks. Everything else is there."
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windham

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

Spacious 5-bedroom house in charming Windham centrally located in town.

Spacious 5-bedroom house in charming Windham centrally located in town.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.