Search Condo Rentals in Stockbridge

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Condo Rentals in Stockbridge

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
2 Oct - 3 Oct
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

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, (58)
"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!

Killington Retreat

2.0 star property
9.6 out of 10, Exceptional, (12)
"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

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

Beautiful ski condo, close to multiple ski mtns

10.0 out of 10, Exceptional, (31)
"Great property, great location!!!"
Beautiful ski condo, close to multiple ski mtns

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 527
SAR 1,650 total
includes taxes & fees
8 Oct - 9 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

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

10.0 out of 10, Exceptional, (14)
"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

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

8.0 out of 10, Very Good, (35)
"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

⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

10.0 out of 10, Exceptional, (20)
"Excellent location "
The price is SAR 484
SAR 1,110 total
includes taxes & fees
26 Oct - 27 Oct
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.

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

9.6 out of 10, Exceptional, (15)
"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/ski-out condo with views, pool, hot tubs, gym & tennis access

8.4 out of 10, Very Good, (61)
"This property was a great place to stay and enjoy the quite Vermont wilderness. We took advantage of the clubhouse pool and hot tub as well as scenic woodland walks through the trails right outside the front door."
Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access

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

10.0 out of 10, Exceptional, (180)
"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
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Stockbridge Hotel Reviews

Frequently asked questions

Why book your condo in Stockbridge with Expedia?
Booking a condo in Stockbridge is as easy as clicking on your travel dates and selecting a place suited to your needs. Looking for something affordable or luxurious, or a stay that also features a pool and a hot tub? Use Expedia's search filters to narrow your results even further and find your perfect match.
How can I find cheap condos in Stockbridge?
The easiest way to track down cheap condos in Stockbridge is with Expedia's nifty filter tool. Refine your search by budget, star rating and amenities to access unbeatable deals in a few clicks.