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Condo Rentals in Windham

Our top choices for Windham condo rentals

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

9.0 out of 10, Wonderful, (72)
"Perfect location for a quick ski trip. "
$219 nightly
The price is $247
Aug 27 - Aug 28
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

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

8.6 out of 10, Excellent, (31)
"This condo was as advertised. Perfect location to mountain snow, and quick ride into town. Would stay here again. "
$267 nightly
The price is $301
Aug 27 - Aug 28
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Charming 1-bedroom condo in delightful Dover

10.0 out of 10, Exceptional, (1)
"The place was nice. It was clean, lots of supplies were provided, and it was in a great location. The host contacted me the day before, letting me know that the wifi was out, and the technician was unavailable until the next week. I was appreciative of the heads up. Unfortunately, the TV was unusable without wifi, no option to watch local channels. Cellular (Verizon) data was non-existent throughout the majority of daytime hours. Despite this smallish issue, I would stay here again! "
$179 nightly
The price is $202
Sep 4 - Sep 5
Total with taxes and fees
Charming 1-bedroom condo in delightful Dover

Charming One-Bedroom Condo on Bromley Mountain

10.0 out of 10, Exceptional, (4)
"Lovely quiet location close to some pretty towns and some great cafes/restaraunts/diners. The condo has tons of natural light, felt very spacious, loads of kitchen amenities (Keurig machines included), a spotless fridge. The balcony was a great plus for sitting outside. Easy to book, check in and check out. Be aware there is no AC."
$296 nightly
The price is $334
Aug 27 - Aug 28
Total with taxes and fees
Charming One-Bedroom Condo on Bromley Mountain

Cozy 3 bedroom condo 2.5 miles to Mount Snow

9.0 out of 10, Wonderful, (40)
"This is the third time I’ve stayed here and it’s very convenient and I really love what the host did for upgrades on the property. "
$261 nightly
The price is $295
Sep 1 - Sep 2
Total with taxes and fees
Cozy 3 bedroom condo 2.5 miles to Mount Snow

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

7.4 out of 10, Good, (17)
"Proximity to southern Vermont towns, and shopping and dining in the village."
$304 nightly
The price is $343
Sep 2 - Sep 3
Total with taxes and fees
Mountain View Condo with Fast WiFi, Shared Hot Tub, & Resort Amenities

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

8.4 out of 10, Very Good, (25)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
$239 nightly
The price is $270
Sep 1 - Sep 2
Total with taxes and fees
Lovely ski-in/out condo steps from ski lift with trails and amazing views

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

9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
$189 nightly
The price is $213
Sep 1 - Sep 2
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

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

7.6 out of 10, Good, (53)
"Property great location but needs interior renovations"
$226 nightly
The price is $255
Sep 1 - Sep 2
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

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

8.8 out of 10, Excellent, (3)
"Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. "
$193 nightly
The price is $218
Sep 1 - Sep 2
Total with taxes and fees
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

Stratton Mtn Studio | Renovated | Walk to Lifts

10.0 out of 10, Exceptional, (29)
"Great location."
$348 nightly
The price is $393
Aug 27 - Aug 28
Total with taxes and fees
Stratton Mtn Studio | Renovated | Walk to Lifts

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

9.8 out of 10, Exceptional, (10)
"Great communication, ski in/out location"
$339 nightly
The price is $383
Aug 27 - Aug 28
Total with taxes and fees
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

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

9.4 out of 10, Exceptional, (24)
"Great location for ski in ski out unit on 1st floor. Steps away from clock tower base and lift. Easy access to post ski fun for drink/dining super close The Loft or The Bull both 2 mins walk from condo. "
$189 nightly
The price is $213
Sep 1 - Sep 2
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

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

3.0 star property
10.0 out of 10, Exceptional, (5)
"Location was perfect for skiing. Hosts were responsive and the stay was pleasant. Would book again."
$389 nightly
The price is $439
Sep 1 - Sep 2
Total with taxes and fees
Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

Perfect location for your next Vermont Getaway!

9.2 out of 10, Wonderful, (5)
"The condo was extremely nice, very clean and in great shape. The rooms and bathrooms are very spacious, well furnished and appointed; the layout was great. The check in and out process was very simple and easy. It is short walk (2 min) to the village and 5 min to the slopes. Highly recommend, one of the best places we’ve ever stayed!"
$565 nightly
The price is $623
Aug 27 - Aug 28
Total with taxes and fees
Perfect location for your next Vermont Getaway!

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

9.0 out of 10, Wonderful, (13)
"Great location and very comfortable."
$193 nightly
The price is $218
Sep 7 - Sep 8
Total with taxes and fees
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

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

9.8 out of 10, Exceptional, (16)
"Location location location!"
$328 nightly
The price is $371
Aug 27 - Aug 28
Total with taxes and fees
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ultimate Ski Retreat - Ski in/out at Okemo

9.8 out of 10, Exceptional, (12)
"Ahmad was great, and was very responsive! The condo location was amazing, and convenient to all amenities. "
$374 nightly
The price is $422
Sep 1 - Sep 2
Total with taxes and fees
Ultimate Ski Retreat - Ski in/out at Okemo

Charming 3-bedroom condo in serene Wilmington - Your home away from home!

10.0 out of 10, Exceptional, (1)
"Beautiful condo that is spacious in a quiet spot"
$579 nightly
The price is $654
Aug 27 - Aug 28
Total with taxes and fees
Charming 3-bedroom condo in serene Wilmington - Your home away from home!

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

10.0 out of 10, Exceptional, (97)
"Wonderful two bedroom condo, fantastic communication from the manager, easy everything, parking, accessing the beautiful unit, checking out, just perfect!"
$270 nightly
The price is $293
Sep 15 - Sep 16
Total with taxes and fees
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
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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Windham Condo Rentals information

Number of reviews
321
Accommodation
430 Condo Rentals
Lowest Price
$202
Highest Price
$344