Photo by William E Berry Jr.

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Compare 938 Condo Rentals in Windsor with updated reviews, rates, and availability.

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

8.4 out of 10, Very Good, (31)
" Convenient location right off Killington Rd. Short drive to ski or restaurants. One bar/restaurant on site- Vermont Craft. Newly renovated studio, clean on arrival. Check-in as described, did not need to contact host during stay. Thorough details provided in pre arrival communications. "
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

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

10.0 out of 10, Exceptional, (171)
"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

Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable

8.2 out of 10, Very Good, (19)
"Unfortunately there was a hot water heater issue and the management company could not fixit nor provide a replacement property ahead of a busy holiday weekend."
Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

9.4 out of 10, Exceptional, (8)
"This is super clean. It's really close to the lifts. It's basic but it has everything you need."
The price is AED 257
AED 974 total
includes taxes & fees
15 Apr - 16 Apr
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

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

10.0 out of 10, Exceptional, (18)
"Our stay was great. The place is clean, well stocked, and spacious. It felt like we were staying at a friend’s place. "
The price is AED 1,102
AED 1,991 total
includes taxes & fees
15 Apr - 16 Apr
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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. "
The price is AED 275
AED 970 total
includes taxes & fees
15 Apr - 16 Apr
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

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

3.0 star property
9.8 out of 10, Exceptional, (7)
"The location of this unit was ideal for people who like to vacation without having to drive. We literally skied to The Sunrise Cafe for dinner the first night. All of our outdoor adventures started right from our door with excellent access to trails. The Community center had a great hot tub and free equipment to use. We would definitely go back. "
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

10.0 out of 10, Exceptional, (2)
"Clean and electronic check in. Great hot tub, pool and hot showers. Room also has a small fridge they don’t mention. Nice to be close to Ramshead lodge. WiFi was 30-10 so good for work connection. Recommend"
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

9.0 out of 10, Wonderful, (50)
"We came to Killington for a weekend ski trip. We were able to find the location just fine. I loved that it was tucked away in the corner unit. There was ample parking and the snowy roads in the neighborhood were plowed regularly. We found the bed to be the best part! It was so cozy and comfortable, especially after a long ski day. I was happy to see that the space has been updated. The high ceiling opened up the small space and there was plenty of extra linens. The second best part and what made...
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

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

9.4 out of 10, Exceptional, (12)
"The condo was perfect, just what we were looking for. Vacasa is the management firm and they are very difficult to work with. They gave us the wrong door code to begin with so after trying to open the door in the freezing cold with children at night we had to go back to the car and wait on hold to get in touch with vacasa to eventually get the right code. The condo comes with two parking passes but we had a third card as the condo accomodates 10 people. I asked vacasa where a 3rd car could park...
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer

Newly renovated cozy ski retreat with view of Killington slopes

9.6 out of 10, Exceptional, (38)
"When I arrived at the place, it was very clean and looked recently renovated. The bed was a tempurpedic, so it was extremely comfortable and all the furniture was conveniently placed. I liked the table right by the door and the nice little island in the kitchen area. The instructions for everything were simple and my stay was effortless. Thank again Wayne!"
The price is AED 845
AED 1,652 total
includes taxes & fees
1 May - 2 May
Newly renovated cozy ski retreat with view of Killington slopes

Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access

8.4 out of 10, Very Good, (56)
"Cold first night"
Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access

Beautiful 2BR/2BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G2B

10.0 out of 10, Exceptional, (16)
"Very nice and well thought out condo! Clearly very well loved and taken care of by owners. Our family enjoyed it and would return. "
Beautiful 2BR/2BA Fall Line Condo w/ Mountain Views, Pool, Hot Tub, Sauna, Shuttle. G2B

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay clean friendly hospitable located couple minutes from Mountain perfect"
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Two-Bedroom Condo with Stunning Views and Prime Location A4

9.6 out of 10, Exceptional, (4)
"We were very satisfied with this condo for skiing at Killington. Had a great stay!"
Two-Bedroom Condo with Stunning Views and Prime Location A4

Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer

9.4 out of 10, Exceptional, (35)
"Perfect condo for a ski weekend to celebrate our son's birthday. Bunk beds were perfect for 4 active boys. Location was also perfect. Condo was well appointed and exactly as advertised. We will be back!"
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer

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."
The price is AED 307
AED 842 total
includes taxes & fees
16 Apr - 17 Apr
Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.

9.0 out of 10, Wonderful, (2)
"We had a special ski weekend with friends. "
The price is AED 909
AED 2,282 total
includes taxes & fees
17 Apr - 18 Apr
Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.6 out of 10, Excellent, (17)
"Thanks for everything "
The price is AED 422
AED 1,306 total
includes taxes & fees
19 Apr - 20 Apr
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

9.4 out of 10, Exceptional, (39)
"This is a nice property that was comfortable, quiet and well equipped. Living area might be tight for more than 4 people due to sloped ceilings, top floor end of corridor location made it quiet yet convenient. Nice that it has parking in garage but was very tight space - our 2017 Subaru fit, but so close to car on right that passenger could not enter/exit if another car was parked next to it. Entry wasn't quite smooth - had to spin lock considerably after entering code. Nice entertainment system...
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10
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 Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Mountain Green

2.0 star property
6.4 out of 10, (9)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is AED 797
AED 1,069 total
includes taxes & fees
15 Apr - 16 Apr
Mountain Green

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (205)
"this cabin was absolutely adorable. The kitchen was great size living room, small but cozy. The only thing I think we would like to call out is that the stairs to the loft bedrooms are quite steep be very careful. Everything was impeccably, clean, very cozy and comfortable. Hot tub was perfect and all instructions for both of the hot tub and exit were clear and easy to read."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
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.