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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Windham condo rentals

Living area

1. Lovely ski-in/out condo steps from ski lift with trails and amazing views

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very good, (36 reviews)
"I have stayed in this condo a few times now, and for my needs it is a great value; affordable, comfortable and ideal location. "
United States
eric m.
The price is CA $103
CA $436 total
includes taxes & fees
Sep 7 - Sep 8
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Private kitchen

2. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub

Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Stratton Mountain
10.0 out of 10, Exceptional, (33 reviews)
"Great space, great location!"
United States
Jason S.
The price is CA $218
CA $548 total
includes taxes & fees
Sep 7 - Sep 8
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Property grounds

3. Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Stratton
8.0 out of 10, Very good, (1 review)
The price is CA $193
CA $561 total
includes taxes & fees
Sep 7 - Sep 8
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities
Living area

4. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
United States
AMY K.
The price is CA $71
CA $318 total
includes taxes & fees
Sep 7 - Sep 8
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Property grounds

5. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
United States
serena m.
The price is CA $103
CA $369 total
includes taxes & fees
Sep 7 - Sep 8
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Living area

6. Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
The price is CA $77
CA $407 total
includes taxes & fees
Sep 30 - Oct 1
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Living area

7. Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is CA $182
CA $599 total
includes taxes & fees
Sep 7 - Sep 8
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Exterior

8. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is CA $145
CA $376 total
includes taxes & fees
Sep 7 - Sep 8
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Pool

9. Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (24 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is CA $415
CA $740 total
includes taxes & fees
Sep 4 - Sep 5
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Beach

10. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
The price is CA $125
CA $408 total
includes taxes & fees
Sep 14 - Sep 15
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Lobby

11. Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is CA $145
CA $496 total
includes taxes & fees
Sep 7 - Sep 8
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Pool

12. Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo
Okemo Village
10.0 out of 10, Exceptional, (12 reviews)
"Great location and plenty of room. "
United States
Thomas M.
The price is CA $336
CA $771 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Slopeside Escape - Ski-In/Out Condo at Okemo
Exterior

13. 2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
8.6 out of 10, Excellent, (4 reviews)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
United States
Kevin C.
The price is CA $138
CA $365 total
includes taxes & fees
Sep 7 - Sep 8
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Interior

14. Modern Ski-in/Ski-Out Winterplace Condo

Modern Ski-in/Ski-Out Winterplace Condo
Okemo Village
The price is CA $279
CA $675 total
includes taxes & fees
Oct 4 - Oct 5
Modern Ski-in/Ski-Out Winterplace Condo
Interior

15. Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
The price is CA $343
CA $880 total
includes taxes & fees
Sep 7 - Sep 8
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Exterior

16. Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
The price is CA $182
CA $447 total
includes taxes & fees
Sep 7 - Sep 8
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Interior

17. Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
9.4 out of 10, Exceptional, (27 reviews)
"No interaction with host but all amenities were excellent "
United States
Dan M.
The price is CA $218
CA $572 total
includes taxes & fees
Sep 7 - Sep 8
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Pool

18. Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Okemo Village
10.0 out of 10, Exceptional, (64 reviews)
"The host is extremely friendly and accommodating! The place is large and didn’t feel cramped with two adults and five male teenagers! Perfect in every way, clean, well stocked, and easy access to the slopes!"
United States
Nina
The price is CA $623
CA $1,162 total
includes taxes & fees
Sep 4 - Sep 5
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Outdoor dining

19. Okemo | Charming 1BR Condo + Close to Amenities

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
The price is CA $425
CA $536 total
includes taxes & fees
Sep 7 - Sep 8
Okemo | Charming 1BR Condo + Close to Amenities
Pool

20. True Ski in/Ski out with Pool, Hot tubs & Firepits

True Ski in/Ski out with Pool, Hot tubs & Firepits
Okemo Village
9.8 out of 10, Exceptional, (20 reviews)
"Perfect location, very clean house, responsive host. Would definitely stay again."
United States
Y M.
The price is CA $377
CA $837 total
includes taxes & fees
Oct 1 - Oct 2
True Ski in/Ski out with Pool, Hot tubs & Firepits
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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Top Windham Hotel Reviews

The Manchester View

The Manchester View

10/10 Excellent
"The room was beautiful and clean with a great view. The breakfast was delicious and plentiful. I highly recommend the place."
Jannette 1-night trip
Posted 23 hours ago
The Manchester View

Find out more about Windham

Windham Condo Rentals information

Number of reviews
474
Accommodation
410 Condo Rentals
Lowest Price
CA $318
Highest Price
CA $1,162

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