Stockbridge Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Stockbridge vacation homes
1. Ski Home/Arcade Mountain Views Near Killington/Woodstock
Ski Home/Arcade Mountain Views Near Killington/WoodstockStockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
Kevin M.
The price is CA $184
CA $813 total
includes taxes & fees
Sep 13 - Sep 14
2. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/WoodstockStockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
Sophie L.
The price is CA $196
CA $826 total
includes taxes & fees
Sep 14 - Sep 15
3. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat ParkingNorth Sherburne
10.0 out of 10, Exceptional, (1 review)
The price is CA $268
CA $884 total
includes taxes & fees
Sep 14 - Sep 15
4. Luxury Condo Tucked in the Heart of Killington
Luxury Condo Tucked in the Heart of KillingtonKillington
The price is CA $138
CA $415 total
includes taxes & fees
Sep 29 - Sep 30
5. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, VermontNorth Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
Essa R.
The price is CA $273
CA $889 total
includes taxes & fees
Sep 14 - Sep 15
6. 4BR Killington Home Perfect for Families, Pet-Friendly
4BR Killington Home Perfect for Families, Pet-FriendlyNorth Sherburne
10.0 out of 10, Exceptional, (23 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
Christina V.
7. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.Killington
9.8 out of 10, Exceptional, (58 reviews)
"Perfect for a large group or a couple of families."
Mark B.
The price is CA $258
CA $1,009 total
includes taxes & fees
Sep 16 - Sep 17
8. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
new 2 bedroom close to killington and bike trails this is pet ok downstairs unitMendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
Aurore H.
The price is CA $128
CA $324 total
includes taxes & fees
Sep 14 - Sep 15
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.
Find vacation rentals that suit your style
Condos
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Stockbridge Hotel Reviews
On The River Inn
8/10 Good
Find out more about Stockbridge
Stockbridge Vacation Homes information
Number of reviews | 140 |
|---|---|
Accommodation | 704 Vacation Homes |
Lowest Price | CA $262 |
Highest Price | CA $1,943 |
Explore a world of travel with Expedia
- Apartments in Salisbury
- Whiffletree E8
- Condo Rentals in Killington
- Luxury Hotels in Killington
- Pinnacle E11 Condo
- Beach Hotel Hotels in Killington
- Condo Resorts in Killington
- Villas in Killington
- Lodges in Roxbury
- Ski Hotels in Killington
- Historic Hotels in Killington
- Rochester Hotels
- Woodstock Hotels
- Cheap Hotels in Killington
- Relaxing Mountain Condo Steps from Killington Resort; Views
- Lodges in Sudbury
- Cabin Rentals in Brookfield
- Après Inn Killington
- Randolph Hotels
- Treehouses in Woodstock
- Killington Studio
- Hostels in Killington
- 4 Star Hotels in Central Vermont
- Resorts in Sudbury
- Cabin Rentals in Vermont
- Trail Creek 05
- Hotels with Balconies in Central Vermont
- Mountain Green Killington VT 2 Bedroom Walk/ Shuttle to Snowshed
- Spa Hotels in Central Vermont
- 4 Star Hotels in Killington
- Mt Green 2
- Beautifully decorated 3 bedroom condo nestled on Pico Mountain Ski in Ski out G101
- Twin Farms
- Motels in Rutland
- Romantic Hotels in Killington
- Burlington Hotels
- Cabin Rentals in Killington
- Colony Club C12 Located in the heart of Killington is a beautiful spacious townhouse with plenty of space for multiple families to vacation together. (please note this unit has NO AIR CONDITIONING) The Killington golf course and Green Mountain Natio
- B&B in Braintree
- Vermont Hotels
- Homey 1 Bedroom 1 Bathroom Whiffletree E4
- Family Hotels in Central Vermont
- Welcoming condo near the slopes with free WiFi and full kitchen
- Casino Hotels in Central Vermont
- Apartments in Leicester
- Resorts in Reading
- Barnard Hotels
- Luxury ski resort condo with on
- Hotels with Free Airport Shuttle in Killington
- Countrycub
- Cruise Ships in Woodstock
- Apartments in Barnard
- Trail Creek 43 with an easy ski back trail Next to Golf course
- Bearvaria AC
- Relais & Chateaux Hotels in Central Vermont
- Bethel Hotels
- Condo Rentals in Leicester
- Top Star Fabulous 7
- Treehouses in Chelsea
- Inns in Hartford
- Cottages in Shrewsbury
- Cottages in West Hartford
- Killington Hotels
- Hotels with an Indoor Pool in Killington
- Hotels near Pico Mountain at Killington Ski Resort
- South Royalton Hotels
- Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21820
- Fantastic Two bedroom Two bathroom Highridge Condo B16 with Indoor Pool
- Clear River Inn
- Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
- Snow Place Like Whiffletree Family Retreat with Golf Course Views
- Pet-Friendly Hotels in Killington
- Cabin Rentals in Goshen
- Motels in South Royalton
- Rv Parks in Orange County
- All Inclusive Resorts and in Killington
- Motels in Bridgewater
- Guest Houses in Crystal Beach
- Hotels with an Indoor Pool in Central Vermont
- Apartments in Killington
- Experience comfort and relaxation at Highridge Condo Unit D14
- Viewmont Chalet is a wonderful post and beam house with an outdoor hot tub
- Cabin Rentals in Central Vermont
- Pinnacle Condo