Search Stockbridge Cottage Rentals from CA $225

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Stockbridge Cottages

Luxurious Secluded Cottage Massage Studio on Site
10.0 out of 10, Exceptional, 35 reviews
"David's place exceeded my expectations! Very smart design and layout. Quality craftmanship and attention to detail. Super clean. I wish my daughter and i could have stayed longer! Close enough to Middlebury College for this to be a great option for 2 people. David was very nice to stop by to introduce himself and see if we needed anything. We didn't see him again, but knew he was only a phone call away. Perfect."
The price is CA $225
CA $330 total
includes taxes & fees
Jun 6 - Jun 7
Luxurious Secluded Cottage Massage Studio on Site
The Carriage House on Main
9.6 out of 10, Exceptional, 9 reviews
"My husband and I plus our 3 yr old dog Rags spent a wonderful couple of days at the Carriage House. The location was perfect within easy reach of Woodstock and the house was beautifully decorated, warm comfortable and spacious. The owners left us a pair of eclipse glasses which was such a thoughtful touch. We hope to visit again soon!"
The Carriage House on Main
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
10.0 out of 10, Exceptional, 4 reviews
"The home was clean and had everything we needed. Loved relaxing in the adirondack chairs by the fire pit on the river front. The hot tub was a wonderful way to unwind at the end of the day. The host was very responsive when we had questions."
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
Save an average of 15% on thousands of hotels when you're signed in
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
8.6 out of 10, Excellent, 7 reviews
"The home is charming, immaculate and amidst woods with no neighbors in eye or earshot. It is on a dirt road, so an awd vehicle is a good idea. A stream runs along the driveway. The Ottauquechee River is across the road. The bathroom is on the first floor, and bedrooms on the second floor. The smoke detector goes off if you saute on the stove. I recommend learning how to turn off a wired in smoke detector. You should open the kitchen window when you saute, because most of the smoke detectors...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
9.6 out of 10, Exceptional, 4 reviews
"Location was awesome, house met the description and was comfortable. Stayed with dog and 3 kids. Doors (or walls?) were a little drafty in the winter, but heating seemed to be ok. Heated floors in bathrooms were really nice. Suggest more than 2 dishwasher tabs per renter. Basement is quite cold but we didn't need to use it for sleeping. Still, 5 stars, great property and would stay again."
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
Cozy Cabin Retreat
9.8 out of 10, Exceptional, 20 reviews
"What a beautiful part of the state of Vermont!"
Cozy Cabin Retreat
Cozy Historic Hilltop Cottage with Mount Ascutney View
9.8 out of 10, Exceptional, 70 reviews
"Fantastic hilltop house in the woods of Vermont; spotlessly clean, very comfortable and tastefully decorated, we had a wonderful stay."
Cozy Historic Hilltop Cottage with Mount Ascutney View
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
9.0 out of 10, Wonderful, 45 reviews
"The house is super nice and cozy, but there was a lot of mud in the parking lot, making things quite difficult to pack and unpack the car. The WiFi signal was good, but super low speed. Other than these two things, we loved the place and would recommend it, specially because it is very close to Okemo Ski resort."
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
Spruce Moose Cottage | Tiny House on 65 private acres
Spruce Moose Cottage | Tiny House on 65 private acres
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
10.0 out of 10, Exceptional, 1 review
"We had a great stay! The cottage is extremely clean and very well put together. Every amenity you could think of is there! They definitely thought of all of the little touches!"
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Newly converted 2BR/2BA carriage house!
Newly converted 2BR/2BA carriage house!
Lovely Brookfield Home W/private Deck & Views
3.5 star property
10.0 out of 10, Exceptional, 1 review
" Lovely home, beautifully furnished "
Lovely Brookfield Home W/private Deck & Views
Historic Vermont Ski House w/ Mountain Views!
3.5 star property
Historic Vermont Ski House w/ Mountain Views!
Inviting A-frame Cabin w/ Saltwater Hot Tub!
3.0 star property
Inviting A-frame Cabin w/ Saltwater Hot Tub!
Rustic Roxbury Ski Farmhouse With Trails!
3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Pet-friendly Roxbury Farmhouse on 350 Acres!
3.5 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!
Home w/ Sauna - Close to Pico & Killington Mtns!
3.0 star property
Home w/ Sauna - Close to Pico & Killington Mtns!
Lakefront Paradise Near Okemo & Killington
3.5 star property
Lakefront Paradise Near Okemo & Killington
Vermont Retreat - 8 Mi to Killington Ski Area
3.5 star property
Vermont Retreat - 8 Mi to Killington Ski Area
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

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
10.0 out of 10, Exceptional, 449 reviews
"Great place to stay and get away. Everything you need in a quaint location. Loved the hot tub, seats on the porch, and having the ability to use the projector to watch sports/movies!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Cozy Loft for two with Hot Tub
10.0 out of 10, Exceptional, 194 reviews
"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
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, 32 reviews
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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 Cottages information

Number of reviews
144
Accommodation
42 Cottages
Lowest Price
CA $225
Highest Price
CA $225

Recent Reviews in Stockbridge
Expedia verified reviews