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Vacation Homes in Stockbridge

Our top choices for Stockbridge vacation homes

Sleep Woodstock - 2 Double Beds - Dog Friendly

10.0 out of 10, Exceptional, (2)
"The property is exactly as represented. It’s super clean. Comfortable beds. Bathrooms are updated and nice. It’s right across from a beautiful river and close proximity to quaint downtown Woodstock or nearby Killington. Felt safe and homey. Great communication from property owner. Would recommend! "
The price is ¥16,256
¥23,646 total
includes taxes & fees
Sep 1 - Sep 2
Sleep Woodstock - 2 Double Beds - Dog Friendly

Glamping hut with WiFi in Ripton, biking, hiking, skiing

The price is ¥13,123
¥24,606 total
includes taxes & fees
Sep 7 - Sep 8
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Sleep Woodstock - Dog Friendly King Suite

10.0 out of 10, Exceptional, (1)
"We had an excellent stay, everything was so clean, the room was well appointed and there was even a little communal area with laundry, kitchen, snacks, and shuffleboard. We would absolutely recommend this motel, it’s a gem! "
The price is ¥18,579
¥26,369 total
includes taxes & fees
Sep 1 - Sep 2
Sleep Woodstock - Dog Friendly King Suite

Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

10.0 out of 10, Exceptional, (2)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
The price is ¥25,804
¥84,884 total
includes taxes & fees
Sep 2 - Sep 3
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

10.0 out of 10, Exceptional, (2)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
The price is ¥25,853
¥85,045 total
includes taxes & fees
Sep 8 - Sep 9
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

Off Grid Glamping Shed with River Access

2.0 star property
The price is ¥8,626
¥13,791 total
includes taxes & fees
Aug 28 - Aug 29
Off Grid Glamping Shed with River Access

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2.0 star property
10.0 out of 10, Exceptional, (21)
"Pleasant hosts. My daughter milked s goat! Great night’s sleep."
The price is ¥22,118
¥28,405 total
includes taxes & fees
Aug 28 - Aug 29
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is ¥23,592
¥77,453 total
includes taxes & fees
Aug 28 - Aug 29
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
The price is ¥25,140
¥80,816 total
includes taxes & fees
Aug 28 - Aug 29
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

The Grizz- AC, Pool, Sauna, Gym, Near Resort

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
The price is ¥15,128
¥63,248 total
includes taxes & fees
Sep 1 - Sep 2
The Grizz- AC, Pool, Sauna, Gym, Near Resort

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

10.0 out of 10, Exceptional, (1)
"Beautiful, spacious, clean, relaxing home and property. Loved it! Would stay here again."
The price is ¥33,239
¥69,161 total
includes taxes & fees
Sep 21 - Sep 22
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Acres & Views! Firepit, BBQ | Bayley Way Getaway

The price is ¥30,097
¥95,529 total
includes taxes & fees
Sep 3 - Sep 4
Acres & Views! Firepit, BBQ | Bayley Way Getaway

Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

8.0 out of 10, Very Good, (1)
"Place was nice a cozy. Had a minor issue that was communicated quickly and resolved."
The price is ¥30,375
¥97,972 total
includes taxes & fees
Sep 9 - Sep 10
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

Two Double Bed Standard Hotel Room with outdoor heated pool 101

8.2 out of 10, Very Good, (17)
"Room was just right for our 2 day ski trip to Killington. 5 minutes from gondola lift & access to the entire mountain. Plenty of food options close by also. Heated pool was an added bonus! A 12 year veteran was in agreement."
The price is ¥15,357
¥23,255 total
includes taxes & fees
Aug 28 - Aug 29
Two Double Bed Standard Hotel Room with outdoor heated pool 101

Mad Mountain Meadows - Stunning Mountain Views!

10.0 out of 10, Exceptional, (1)
"Great house great location!"
The price is ¥25,284
¥94,832 total
includes taxes & fees
Sep 3 - Sep 4
Mad Mountain Meadows - Stunning Mountain Views!

Two Queen Bed Standard Hotel room with outdoor heated pool 201

8.6 out of 10, Excellent, (12)
"Our room was easy to find and very clean. And the late check-in was very helpful."
The price is ¥15,327
¥23,210 total
includes taxes & fees
Aug 28 - Aug 29
Two Queen Bed Standard Hotel room with outdoor heated pool 201

Modern Farm House…minutes to Okemo; 2 King beds!

9.6 out of 10, Exceptional, (11)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
The price is ¥40,626
¥89,016 total
includes taxes & fees
Aug 28 - Aug 29
Modern Farm House…minutes to Okemo; 2 King beds!

CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!

Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington

9.2 out of 10, Wonderful, (5)
"Our group was in town for an archery event nearby and the location was perfect. Its peaceful and quiet but close to everything. It is an older house but well taken care of. Would definitely recommend. "
The price is ¥21,775
¥70,573 total
includes taxes & fees
Aug 28 - Aug 29
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
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 Stockbridge Hotel Reviews

Find out more about Stockbridge

Find out more about Stockbridge

Stockbridge Vacation Homes information

Number of reviews
783
Accommodation
777 Vacation Homes
Lowest Price
¥15,357
Highest Price
¥22,118