Search Vacation Homes in Stockbridge

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 575 Vacation Homes in Stockbridge with updated reviews, rates, and availability.

TV, fireplace, DVD player, music library
The Queens Croft v2 - Luxury Killington Ski Home. Newer. Better. Ski-ier.
10.0 out of 10, Exceptional, (7)
"See you again next year ! Thank you"
The price is $272
$1,038 total
includes taxes & fees
May 27 - May 28
The Queens Croft v2 - Luxury Killington Ski Home. Newer. Better. Ski-ier.
Pool
Historical home overlooking the river, walk to the village & covered bridge
8.8 out of 10, Excellent, (3)
"The place was and older but updated. It worked out great: clean and with everything we needed. Thanks"
Historical home overlooking the river, walk to the village & covered bridge
Fridge, microwave, oven, stovetop
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, (30)
"My family really enjoyed this Lake House. The beautiful views of the lake were breathtaking. The house had everything we needed for preparing meals. The kitchen was functional and generally well equipped. The beds in the house were particularly comfortable. We enjoyed early morning coffee on the deck with perfect views of the lake. The location was great. Lots of wonderful hiking trials in close proximity. My only suggestion to the owners is to give the house a good deep cleaning. Nonetheless,...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Save an average of 15% on thousands of hotels when you're signed in
Smart TV, fireplace, books
Beautifully renovated with fireplace and coffee bar
10.0 out of 10, Exceptional, (58)
"Was just visiting Vermont to fish for the weekend so I didn’t need anything fancy but it was quite nice"
Beautifully renovated with fireplace and coffee bar
Interior
Great home near Main St - washer/dryer, fireplace, Quechee Club access available
Great home near Main St - washer/dryer, fireplace, Quechee Club access available
View from property
Quechee Mountain Home w/Jacuzzi, Sunroom, and Private Gym
10.0 out of 10, Exceptional, (4)
"A group of 8 of us came to my daughter's graduation from Law school from Friday to Monday. It was such a great way for all of us to interact. The house was fantastic! Spacious and clean and updated and modern. This was my first time doing it up line this vs hotel rooms. I will always use VRBO for our groups from now on. Everything was EXCELLENT!!!"
Quechee Mountain Home w/Jacuzzi, Sunroom, and Private Gym
Interior
Wise Pines Renovated Barn (Bunkhouse)
10.0 out of 10, Exceptional, (3)
"Thank you!"
The price is $350
$430 total
includes taxes & fees
May 28 - May 29
Wise Pines Renovated Barn (Bunkhouse)
Fridge, microwave, stovetop, dishwasher
Upscale VT Getaway by Slopes, Lakes & Trails!
9.4 out of 10, Exceptional, (13)
"8 people. Good home layout for people to be together and separate at the same time"
Upscale VT Getaway by Slopes, Lakes & Trails!
Property grounds
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, (141)
"Ursula was super helpful and the location is very charming. Perfect spot for us!"
The price is $234
$516 total
includes taxes & fees
Jun 22 - Jun 23
Idyllic Lakefront House Suited Two Families
Fridge, microwave, oven, stovetop
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, (58)
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Property grounds
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, (187)
"We had a lovely stay, the kayaks and canoe were the feature of one afternoon and we greatly enjoyed paddling around Lake Pauline and checking out both dam areas. The house is very clean and well maintained, we fell in love with all the windows and light coming in the bedroom across from the bathroom. The quick walk to the sugar house was a feature for my kids, they also loved having the wii in their room and playing Mario kart with their aunt/uncle."
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Interior
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
8.0 out of 10, Very Good, (14)
"We enjoyed our stay. It is a beautiful property. The only complaint I have is the TV did not have any good channels. No news channels not cable etc.."
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
TV, fireplace, DVD player
Rustic home with a private hot tub, fireplace, cable, & washer/dryer
9.6 out of 10, Exceptional, (46)
"Great house! Small issue with getting into the place with the keybox, but was quickly resolved. We had a great time, it was so comfy, great place to come home after a long day of skiing, exploring, etc. Lots of room to spread out with the family and nighttime hot tub soaks in the cold air were so refreshing!"
Rustic home with a private hot tub, fireplace, cable, & washer/dryer
Property grounds
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
9.2 out of 10, Wonderful, (13)
"Great little cabin - really enjoyed our stay"
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Indoor pool
Quechee Lakes home on three acres - trail access, fireplace, AC - dog-friendly
9.4 out of 10, Exceptional, (26)
"We enjoyed use of the property. The location was ideal for the activities we planned in the area. We were impressed by the efforts and speed of response and communication by the property managers (via Vacasa). We would rent this property again."
Quechee Lakes home on three acres - trail access, fireplace, AC - dog-friendly
Fridge, microwave, oven, stovetop
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
9.0 out of 10, Wonderful, (69)
"Easy entry, lots of firewood for the fireplace. Very spacious."
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
Indoor pool
Resort townhome with on-site pool, hot tub & easy ski access
9.0 out of 10, Wonderful, (63)
"We were very impressed with the overall layout of the unit. Nice living room. Bedrooms were just as advertised. the hot tub in the master bedroom was perfect. for us skiers Killington resort was just up the road. Here are a couple of negatives that we encountered. 1) The dishwasher had a note on it that said "Please do not use the dishwasher it is not draining" then under this the previous tenant wrote "this sign was here when we arrived. Have to wash dishes by hand". Really come on Vacasa get...
Resort townhome with on-site pool, hot tub & easy ski access
Exterior
location! location! 5 BR with Hot Tub & Firepit!
9.4 out of 10, Exceptional, (9)
"A great place for the dads and Sons ski/board trip. The place had plenty of space and was very clean. Super close to the base Lodges. Highly recommend"
location! location! 5 BR with Hot Tub & Firepit!
Property grounds
Beautiful home located in the Mad River Valley
9.8 out of 10, Exceptional, (32)
"This home was a perfect place to stay with out of town family. The home was just as described and had everything we needed for the weekend . Very quiet and comfortable."
Beautiful home located in the Mad River Valley
A heated pool
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
9.6 out of 10, Exceptional, (9)
"Listing details were accurate and house was very impressive upon arrival. Would love to stay at this property again! The onsite contact (Tanya) was very helpful with questions too."
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
Don't see what you're looking for?
See all available properties in Stockbridge
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.

Other property types in Stockbridge

Interior
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, (447)
"Clean and quiet cabin. Perfect for a getaway."
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Exterior
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, (194)
"Cabin was so wonderful, fire place was lovely right next to the hot tub. Host was great with communication. Very pleasant stay. Cozy, quiet, clean cabin."
Cozy Loft for two with 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.

Stockbridge Vacation Homes information

Number of reviews
623
Accommodation
575 Vacation Homes
Lowest Price
$234
Highest Price
$350

Recent reviews of Stockbridge hotels
Expedia verified reviews