Photo by William E Berry Jr.

Search and Rent Windsor Condos

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Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Condo Rentals in Windsor

Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo
Relax by the pool surrounded by lush greenery and shaded areas.

Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo

8.8 out of 10, Excellent, (3)
"It was very nice place to stay with family. Walking distance to lake pinneo and breakfast place skinny pancakes"
Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
Relax in a hot tub surrounded by a peaceful view from the deck.

Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room

9.4 out of 10, Exceptional, (13)
"Well appointed and excellent location!"
Trail Creek 41 | Condo in Killington near lifts/hiking with pool & rec room
NEW Killington Studio: Great Location! Comfy. 431
Residential area with single-family homes and a commercial building, surrounded by lush greenery and scenic views of rolling hills and a body of water.

NEW Killington Studio: Great Location! Comfy. 431

9.6 out of 10, Exceptional, (4)
"Great place to stay!"
NEW Killington Studio: Great Location! Comfy. 431
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Compact kitchen with modern design, featuring white cabinetry and a black countertop, oven, and microwave.

The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!

2.0 star property
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Coveted Ski-In/Ski-Out Winterplace Condo with Hot Tubs, Indoor Pool & Fireplace
Enter through the central archway into this charming two-story residence.

Coveted Ski-In/Ski-Out Winterplace Condo with Hot Tubs, Indoor Pool & Fireplace

9.0 out of 10, Wonderful, (18)
"We loved our stay at the Winterplace condo. It was clean and so easy to find, park and best of all ski out of!"
Coveted Ski-In/Ski-Out Winterplace Condo with Hot Tubs, Indoor Pool & Fireplace
Killington Retreat
Surrounded by snow-covered mountains, this charming town offers a picturesque backdrop for a mountain resort.

Killington Retreat

2.0 star property
9.6 out of 10, Exceptional, (9)
"Had a great time staying so close to Killington. Sauna, hot tub and pool were a great way to warm up after a day of skiing."
Killington Retreat
Fireplace, Game Room, Corner Condo | Sugar Hill 3E
Enjoy cooking in this well-equipped kitchen with a stainless steel range, double oven, and dishwasher.

Fireplace, Game Room, Corner Condo | Sugar Hill 3E

Fireplace, Game Room, Corner Condo | Sugar Hill 3E
Cozy condo w/ fireplace, balcony, indoor pool, hot tub, sauna, gym, steam room
Swimmers can enjoy the pool surrounded by lounge chairs and clear lane dividers.

Cozy condo w/ fireplace, balcony, indoor pool, hot tub, sauna, gym, steam room

10.0 out of 10, Exceptional, (1)
Cozy condo w/ fireplace, balcony, indoor pool, hot tub, sauna, gym, steam room
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer
Step out onto the deck and enjoy the view from the covered porch with a glass door.

Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

9.2 out of 10, Wonderful, (51)
"The stay itself was wonderful. The apartment is fantastic for its location, cleanliness, and amenities. Unfortunately, being on the second floor with people above you there can be a lot of noise. Pool was wonderful. Walk to skiing is fantastic. Would happily come back"
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Surrounded by lush greenery and mountains, this residential area offers a peaceful retreat with modern homes and a swimming pool.

Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

9.0 out of 10, Wonderful, (2)
"The property was very clean and in an excellent location. The host was very responsive when we had questions. Overall it was a great experience."
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Relax by the serene pool surrounded by a paved deck and a covered seating area.

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.2 out of 10, Very Good, (34)
"Convenient for skiing and visiting the greater VT area. Unit has what you need for your stay."
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
Relax in this serene bedroom with a large bed, nightstand, and dresser, surrounded by natural light and large windows.

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.6 out of 10, Exceptional, (11)
"Excellent location"
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
Comfortable mountain gem with pool, mountain views, & indoor parking space
Relax in a serene cabin surrounded by a fire pit and Adirondack chairs.

Comfortable mountain gem with pool, mountain views, & indoor parking space

8.4 out of 10, Very Good, (30)
"Clean, comfortable, great kitchen with working pans."
$241 nightly
The price is $272
Aug 10 - Aug 11
Total includes taxes and fees
Comfortable mountain gem with pool, mountain views, & indoor parking space
Dog-friendly & riverfront condo one mile from Okemo with wood fireplace
Relax on the deck with a view of the serene landscape, featuring a comfortable seating area and a natural view of trees and water.

Dog-friendly & riverfront condo one mile from Okemo with wood fireplace

8.8 out of 10, Excellent, (19)
"Great Location. Inside of place was great. "
Dog-friendly & riverfront condo one mile from Okemo with wood fireplace
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

10.0 out of 10, Exceptional, (176)
"Great location for ski on/off, updated kitchen and bathrooms, quiet, spacious and comfortable. Plan on coming back."
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside
Highland Golf Course Views! | Fairway Village 3A
Enjoy cooking in this well-equipped kitchen with a stainless steel range hood, oven, and double sink.

Highland Golf Course Views! | Fairway Village 3A

9.4 out of 10, Exceptional, (3)
"The place was very clean and had everything that you would need. We were there in July with some hot temperatures in the 90s. There is only one A/C unit - the one seen in the photo, so the upstairs bedroom was quite warm. Other than that, everything was perfect. The property company was very communicative, questions were quickly answered, check in and out process very easy. Would recommend and would stay again."
Highland Golf Course Views! | Fairway Village 3A
The Killington Style Suite: Modern, Central Condo, 2RM 222
Enjoy cooking in this kitchen with dark cabinetry, stainless steel appliances, and a central island.

The Killington Style Suite: Modern, Central Condo, 2RM 222

9.4 out of 10, Exceptional, (3)
"Beautiful condo. Very clean. Easy process of renting and communication was excellent. Will be back!"
The Killington Style Suite: Modern, Central Condo, 2RM 222
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Fridge, microwave, oven, stovetop

Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

9.6 out of 10, Exceptional, (14)
"This was a great place to stay. Clean, spacious, and gorgeous. I love the fully stocked kitchen, the games for the family, and relaxing spa like bathrooms."
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Step out onto the deck and enjoy the view of the surrounding grassy area from the comfort of your room.

Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

9.4 out of 10, Exceptional, (25)
"Great ski in ski out location. Lift is right next to condo"
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Newly renovated cozy ski retreat with view of Killington slopes
Relax by the rectangular pool surrounded by a tiled deck.

Newly renovated cozy ski retreat with view of Killington slopes

9.6 out of 10, Exceptional, (38)
"Amazing place and great location!"
$396 nightly
The price is $447
Aug 31 - Sep 1
Total includes taxes and fees
Newly renovated cozy ski retreat with view of Killington slopes
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 Windsor Hotel Reviews

Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon

10/10 Excellent
"The staff was very friendly and helpful. The room was nice and clean. Comfy beds. Breakfast was good and fast."
Melanie 1-night trip
Posted 3 days ago
Courtyard by Marriott Hanover Lebanon