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Condo Rentals in Windsor

Our top choices for Windsor condo rentals

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

9.0 out of 10, Wonderful, (54)
"Cozy but all the amenities, great location"
The price is SAR 321
SAR 638 total
includes taxes & fees
25 Sep - 26 Sep
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Beautiful Spacious Condo at Killington Resort

9.8 out of 10, Exceptional, (39)
"Very cozy and comfortable. We loved tge fire place!"
Beautiful Spacious Condo at Killington Resort

Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

10.0 out of 10, Exceptional, (23)
"Awesome place to stay. "
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.

Killington Sapphire

9.2 out of 10, Wonderful, (7)
"Everything we needed to enjoy your family trip!"
Killington Sapphire

Trail Creek 75 | Condo in Killington

9.8 out of 10, Exceptional, (16)
"Very affodrable charming 2 bedroom that accomodated our family perfectly. We enjoyed the use of the indoor pool, hot tub and game room. We will be be back!"
Trail Creek 75 | Condo in Killington

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

6.0 out of 10, (1)
Fireplace, Game Room, Corner Condo - Sugar Hill 3E

Large One Bedroom Mountain Side

9.2 out of 10, Wonderful, (10)
"We had a great time staying here. We could not be happier with the location in relation to the closeness to the slopes. The pool and sauna were a great bonus! We would def stay here again."
Large One Bedroom Mountain Side

Luxe Trailside! Bike + Ski On/Off. Closest unit to hot tub, lift, hotel & trail!

10.0 out of 10, Exceptional, (57)
"We had a great time at this condo! It was very comfortable and clean. Would stay there again."
Luxe Trailside! Bike + Ski On/Off. Closest unit to hot tub, lift, hotel & trail!

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

9.4 out of 10, Exceptional, (27)
"Great ski in ski out location. Lift is right next to condo"
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer

Killington Retreat

2.0 star property
9.6 out of 10, Exceptional, (11)
"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

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!"
The price is SAR 563
SAR 1,136 total
includes taxes & fees
25 Sep - 26 Sep
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d

9.0 out of 10, Wonderful, (24)
"Awesome accommodations "
Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d

Snowcub- AC, Pool, Hot tub, Tennis, Grill!

10.0 out of 10, Exceptional, (20)
"great spot for kids. easy check in and lots of local spots! definitely download guide! "
The price is SAR 644
SAR 1,800 total
includes taxes & fees
6 Oct - 7 Oct
Snowcub- AC, Pool, Hot tub, Tennis, Grill!

The Summit Suite at Whiffletree Killington: Shuttle Bus. Pool. Discounted Ski Rentals.

8.8 out of 10, Excellent, (3)
"Perfect spot for a Killington ski weekend. Just two of us, and that was ideal. So close to the mountain, and so well maintained. I highly recommend this rental for our next trip up."
The Summit Suite at Whiffletree Killington: Shuttle Bus. Pool. Discounted Ski Rentals.

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

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

9.2 out of 10, Wonderful, (51)
"The location & tranquility !"
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer

Okemo Condo on Bus Route in Center of Town

9.8 out of 10, Exceptional, (7)
"Great location, perfect for family trips. Recently updated amenities. Would recommend. "
Okemo Condo on Bus Route in Center of Town

1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!

10.0 out of 10, Exceptional, (13)
"My family had a wonderful ski trip staying at this condo! "
1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!

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

3.0 star property
9.4 out of 10, Exceptional, (15)
"Very nice townhouse."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

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 SAR 281
SAR 931 total
includes taxes & fees
29 Sep - 30 Sep
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
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