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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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
Terrace/patio

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

10.0 out of 10, Exceptional, (95)
"The 3 bedrooms house is located on a small stream. We saw multiple deer around the property. The town is a short drive away with lots of shops. We spent the weekend relaxing in the hot tub and playing games. I would definitely recommend this place"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (128)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain
A world where time stands still, close to Belleayre Ski & Wedding venues.
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (14)
"Had a great "
The price is AED 551
AED 1,790 total
includes taxes & fees
6 May - 7 May
A world where time stands still, close to Belleayre Ski & Wedding venues.
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Fridge, microwave, oven, stovetop

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (72)
"We'll come again "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Fridge, microwave, oven, stovetop

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (118)
"super easy - we'll be back"
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
Smart TV, fireplace, computer monitors

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

9.6 out of 10, Exceptional, (25)
"Had a great 2 night stay. Location is close to Hunter. "
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
A'Neils Windham Ski Lodge & Family Retreat
Outdoor dining

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
Outdoor spa tub

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

10.0 out of 10, Exceptional, (217)
"Excellent communication. Cozy home. Really enjoyed our stay. "
The price is AED 1,466
AED 3,126 total
includes taxes & fees
6 May - 7 May
7Bdr/5Bth, Amazing View, Lake/Swim. 1/2 ml Ski Hunter Resort, Hot Tub/Sauna.Golf
Quaint Cottage w/ Peloton & Sauna near Hiking
Property grounds

Quaint Cottage w/ Peloton & Sauna near Hiking

9.6 out of 10, Exceptional, (17)
"Once you connect to the wifi you can use your phone. The landlord as well as property manager are helpful and actually respond. Property is very peaceful!"
Quaint Cottage w/ Peloton & Sauna near Hiking
◆DREAM Modern Cabin in the Woods ◆ Hot tub + Sauna
Outdoor dining

◆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
Aerial view

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

9.2 out of 10, Wonderful, (44)
"Really lovely place right in the heart of town. Owner and manager were great."
The price is AED 404
AED 726 total
includes taxes & fees
11 May - 12 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
Outdoor dining

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

9.8 out of 10, Exceptional, (18)
"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 AED 584
AED 1,224 total
includes taxes & fees
6 May - 7 May
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
Exterior

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

10.0 out of 10, Exceptional, (35)
"Absolutely loved the property and its proximity to the Bearsville Theatre where we had a 2-day concert. We only wish we could have stayed longer than a quick weekend trip!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Game Room + Deck: Secluded Catskills Retreat
Fridge, microwave, stovetop, dishwasher

Game Room + Deck: Secluded Catskills Retreat

10.0 out of 10, Exceptional, (4)
"Another great stay at this beautiful home!"
Game Room + Deck: Secluded Catskills Retreat
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Fridge, microwave, oven, stovetop

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (40)
"The property was well maintained and a great space. The views along side the creek were amazing. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
Pool

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

9.6 out of 10, Exceptional, (15)
"Enjoyed the holiday with family. "
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Exterior

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

10.0 out of 10, Exceptional, (267)
"This place is the best! We’ll keep coming back. "
The price is AED 2,527
AED 4,776 total
includes taxes & fees
6 May - 7 May
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
Aerial view

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!
3 bedrooms, iron/ironing board, WiFi, bed sheets

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

10.0 out of 10, Exceptional, (173)
"This was an incredible place to stay for a snowy weekend with the family. The house is huge and and just beautiful. The hosts even had the long driveway plowed and stairs/walkway shoveled for us, would definitely recommend staying here. "
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing
Smart TV, fireplace, DVD player, foosball

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

9.8 out of 10, Exceptional, (145)
"Great property for families ! The game room got a ton of use and the loft beds were a big hit ! Having a loft in each bedroom upstairs was helpful ! Property is gorgeous and the kids had a ton of fun exploring! "
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
Outdoor dining

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"We stayed here for a family wedding and couldn’t have been happier! Rick and Alan were great hosts and super helpful. The property was amazing with so much to offer in and outside of the house. Our kids were obsessed with the pickleball court too ! Highly recommend!"
Tuscan Year Round Beauty - Pickleball Court
A'Neils Windham Ski Lodge & Family Retreat
Outdoor dining

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.
Smart TV, fireplace

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.