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Search and Rent Windham Condos

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Windham condo rentals

A living room with a sofa, a television, a fireplace, and a dining area with chairs and a table.

1. Stratton ski-in/ski-out condo steps from the lift with valley-view balcony

Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
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.
$278 nightly
The price is $314
Oct 25 - Oct 26
Total with taxes and fees
Stratton ski-in/ski-out condo steps from the lift with valley-view balcony
A multi-story building with a stone facade, a central courtyard with a hot tub, and a stone pathway.

2. Founders Lodge condo at Stratton Mountain with gas fireplace

Founders Lodge condo at Stratton Mountain with gas fireplace
Stratton
8.0 out of 10, Very good, (1 review)
$360 nightly
The price is $406
Oct 26 - Oct 27
Total with taxes and fees
Founders Lodge condo at Stratton Mountain with gas fireplace
A modern kitchen with dark cabinetry, stainless steel appliances, and a bar area with stools.

3. 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, (37 reviews)
"Great space, great location!"
United States
Jason S.
$409 nightly
The price is $462
Oct 26 - Oct 27
Total with taxes and fees
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
A cozy living room with a sofa, coffee table, and dining area. A ceiling fan is visible, and there are skis leaning against the wall.

4. Two bedroom Condo With Mountain View And Fireplace

Two bedroom Condo With Mountain View And Fireplace
Stratton
9.2 out of 10, Wonderful, (5 reviews)
"Very comfortable stay for four adults. The kitchen is well appointed, great beds and showers. Easy, prompt communication with owner. "
United States
Marie B.
$630 nightly
The price is $712
Nov 1 - Nov 2
Total with taxes and fees
Two bedroom Condo With Mountain View And Fireplace
A view of a grassy area with a ski lift and a building in the background.

5. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
$236 nightly
The price is $266
Oct 25 - Oct 26
Total with taxes and fees
Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

6. Condo a short walk to the Sachem trail with seasonal pool and tennis

Condo a short walk to the Sachem trail with seasonal pool and tennis
Ludlow
$262 nightly
The price is $296
Oct 25 - Oct 26
Total with taxes and fees
Condo a short walk to the Sachem trail with seasonal pool and tennis
A two-story house with a porch, a staircase, and a front door.

7. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Downtown Ludlow condo with electric fireplace, shuttle stop across the street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
$240 nightly
The price is $271
Oct 25 - Oct 26
Total with taxes and fees
Downtown Ludlow condo with electric fireplace, shuttle stop across the street
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

8. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
$205 nightly
The price is $232
Oct 26 - Oct 27
Total with taxes and fees
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A modern living room with a fireplace, a large sofa set, and a view through the glass doors.

9. New! Vermont Getaway! Stratton - close to skiing!

New! Vermont Getaway! Stratton - close to skiing!
Winhall
10.0 out of 10, Exceptional, (1 review)
"The place was perfect for us! Easy stay. Very clean and the wood burning fireplace was great. Would def recommend!"
United States
Carolyn K.
$624 nightly
The price is $634
Nov 9 - Nov 10
Total with taxes and fees
New! Vermont Getaway! Stratton - close to skiing!
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

10. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace

Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
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.
$320 nightly
The price is $362
Oct 25 - Oct 26
Total with taxes and fees
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
A calm lake with a wooden boat on the shore.

11. 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)
"The place was absolutely relaxing, clean, and one of the best host we’ve ever had an experience with. Will come back!!"
United States
Scott S.
$260 nightly
The price is $294
Nov 1 - Nov 2
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

12. 2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
$406 nightly
The price is $438
Nov 18 - Nov 19
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
A two-story house with a covered porch, a staircase, and a front door with a wreath.

13. Second-floor downtown Ludlow studio in a historic ski town

Second-floor downtown Ludlow studio in a historic ski town
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.
$233 nightly
The price is $264
Oct 25 - Oct 26
Total with taxes and fees
Second-floor downtown Ludlow studio in a historic ski town
A modern living room with a fireplace, a television, and a ceiling fan.

14. Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst

Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
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.
$446 nightly
The price is $503
Oct 25 - Oct 26
Total with taxes and fees
Ground-floor ski-in/ski-out condo near the Sachem trail, ski to Sunburst
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

15. 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, (25 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.
$479 nightly
The price is $536
Oct 25 - Oct 26
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A two-story house with a covered porch, a staircase, and a front door with a wreath.

16. First-floor downtown condo, less than a mile from Okemo Mountain

First-floor downtown condo, less than a mile from Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
$286 nightly
The price is $323
Oct 25 - Oct 26
Total with taxes and fees
First-floor downtown condo, less than a mile from Okemo Mountain
A modern living room with a fireplace, a dining area, and a kitchen in the background.

17. Building C ground-floor ski-in/ski-out condo with Clock Tower views

Building C ground-floor ski-in/ski-out condo with Clock Tower views
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.
$361 nightly
The price is $408
Oct 25 - Oct 26
Total with taxes and fees
Building C ground-floor ski-in/ski-out condo with Clock Tower views
An indoor swimming pool with a tiled floor, a pool table, and a bar area.

18. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex

Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Dover
9.6 out of 10, Exceptional, (5 reviews)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
$384 nightly
The price is $434
Oct 25 - Oct 26
Total with taxes and fees
Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
A kitchen counter with a bottle of Cabernet Sauvignon, a feedback card, and a basket of fruits.

19. Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8

Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Great location, comfortable and spacious living room and bedrooms. "
United States
Emma C.
$496 nightly
The price is $560
Oct 25 - Oct 26
Total with taxes and fees
Mount Snow Fireplace Condo - 5-10 Min Walk to Sundance Lift - Sleeps 8
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

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

Okemo | Charming 1BR Condo + Close to Amenities
Jackson Gore Base Area
$360 nightly
The price is $397
Oct 26 - Oct 27
Total with taxes and fees
Okemo | Charming 1BR Condo + Close to Amenities
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

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

10/10 Excellent
"I enjoyed the uniqueness of this stay. The sauna was a great perk. I went in the quiet off-season and enjoyed how peaceful the property was."
Jacqueline 1-night trip
Posted 5 hours ago
Hideaway Inn Mt. Snow

Find out more about Windham

Windham Condo Rentals information

Number of reviews
467
Accommodation
405 Condo Rentals
Lowest Price
$232
Highest Price
$712

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