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Compare 549 Condo Rentals in Stockbridge with updated reviews, rates, and availability.

Beautiful ski condo, close to multiple ski mtns

10.0 out of 10, Exceptional, (24)
"We had a great time at this condo. Perfect location. Very clean. Highly recommend. "
Beautiful ski condo, close to multiple ski mtns

Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna

9.8 out of 10, Exceptional, (24)
"This is my second time staying in the village. Both times something went wrong. This time the heat did not work when we arrived and had to have someone come fix it, except they did not fix it or put us up in another unit. He showed me how to manually make the heat come off and on and I had to get us three times my first night on vacation to do this. Not cool. Than the next day I called twice to get it addressed. It eventually was but making sure the heat works should be on the che k list. "
Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna

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

8.6 out of 10, Excellent, (26)
"We were a bit disappointed with this property. The pictures are a bit misleading as it felt dark and stuffy, which we didn’t expect. There was a strong cigarette odor that was hard to adjust to and the room kept dropping down to very cold temperatures (50s) even after we adjusted the thermostat. This was stressful since we have a 15 month old and were worried about her being too cold all night. The deck was completely blocked by a mound of treacherous ice from water dripping off the roof, which...
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

3 BR townhome with log cabin ambience. Perfect location just off access road!

3 BR townhome with log cabin ambience. Perfect location just off access road!

Amazing Mountain Condo - Right across the street to Killington Resort

9.8 out of 10, Exceptional, (166)
"Great location and very clean. You can walk to Snowshed or Ramshead Lodges. Nathan was great and very communicative. I would highly recommend."
Amazing Mountain Condo - Right across the street to Killington Resort

Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

10.0 out of 10, Exceptional, (13)
"Great room and accommodations. Plenty of fun stuff to do for all ages. Enjoyed our stay and the ability to stay as a family. Thank you … we will see you again next fall"
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs

Ski Okemo! Walk to the slopes from your modern 2 bed/2 bath condo at Winterplace

9.6 out of 10, Exceptional, (5)
"Hi, Firstly, the quick responses and communication with the owner was fabulous and very thorough. Thank you Sarah! The house was lovely, modern, clean and a great location. Just a warning when it is cold and icy out, the walking trail to the slopes is very icy, but we put our skiis on and that worked better than attempting to walk to the slopes. Overall great stay, would stay here again."
The price is SAR 3,663
SAR 5,875 total
includes taxes & fees
2 Jan - 3 January 2025
Ski Okemo! Walk to the slopes from your modern 2 bed/2 bath condo at Winterplace

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

3.0 star property
10.0 out of 10, Exceptional, (3)
"Excellent location"
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

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

8.8 out of 10, Excellent, (13)
"The property was exactly as advertised and clean. The pool was open and it was a good option to relax. The acces to parking was terrible - muddy, sandy, icy gravel. It is clear that nobody was thinking about this at all. The access to lifts was not ski in/out, but shuttle was great, and running all time! There was a ski locker, which was convenient, though nobody told us about it and we figured it out ourselves. Card for pool did not work but the office was open and provided the correct one,...
The price is SAR 567
SAR 1,544 total
includes taxes & fees
24 Dec - 25 Dec
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access

9.8 out of 10, Exceptional, (38)
"Great location just feet from the Sunset chair lift. Clean, comfortable and home-like feel to the property. We plan on booking again for next year's trip."
True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access

Killington Retreat

2.0 star property
Killington Retreat

Ski-in/ski-out condo with W/D, indoor pool, & hot tub

9.0 out of 10, Wonderful, (19)
"We loved the condo and the easy walking avvess to all of what Killington offers! We would definitely stay here again! "
Ski-in/ski-out condo with W/D, indoor pool, & hot tub

Luxury ski resort condo with on-site pool, hot tub, sauna & game room

9.2 out of 10, Wonderful, (22)
"very good."
Luxury ski resort condo with on-site pool, hot tub, sauna & game room

Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer

9.8 out of 10, Exceptional, (27)
"This property is simply amazing! My husband and I walked into this beautiful condo and views from the patio are stunning. "
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer

Dog-friendly resort home with pool, hot tub, sauna - near Killington Ski Area

8.8 out of 10, Excellent, (12)
"Great location, dog friendly apartment. Pool and facilities were great."
Dog-friendly resort home with pool, hot tub, sauna - near Killington Ski Area

Trail Creek 31 | Walk-to-lift condo in Killington with pool, hot tub, gym, sauna

9.8 out of 10, Exceptional, (6)
"Property is really nice. Very cozy and quaint. Perfect location nearby the trails. Nicely decorated and relaxing. We didn’t read into it before booking. Never realized there was no air conditioning in the condo. That’s the only negative if renting during summer months. Pretty toasty in the condo without air. Otherwise a wonderful stay and great get away relaxing."
Trail Creek 31 | Walk-to-lift condo in Killington with pool, hot tub, gym, sauna

⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace

10.0 out of 10, Exceptional, (49)
"Great condo, really clean and all extras supplied - would definitely recommend!"
⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace

Ski condo close to multiple resorts

9.8 out of 10, Exceptional, (8)
"Perfect condo for a ski weekend with friends"
Ski condo close to multiple resorts

High-floor resort condo with free WiFi and full kitchen - walk to lifts

8.0 out of 10, Very Good, (31)
"I have attempted to get compensated for a long list and the companies are not responsive."
High-floor resort condo with free WiFi and full kitchen - walk to lifts

Mountain Vista 3-BR Haven at Jackson Gore Resort

10.0 out of 10, Exceptional, (1)
"The condo at Jackson Gore was perfect for our family! The ski on/off was convenient for everyone and the location was perfect for our daughter to go to ski school. The condo was updated, clean, and spacious for everyone. The host was wonderful! He was very communicative and informative about the whole rental process! We would absolutely rent this condo again!"
Mountain Vista 3-BR Haven at Jackson Gore Resort
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 Stockbridge

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (40)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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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