Search Stockbridge Villa Rentals

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Stockbridge Villas

Pinnacle D02, Lovely 2 bedroom, 2 bath unit with shuttle to the slopes everyday of the week. The outdoor pool, hot tub and tennis courts are open during summer only.
Pool

Pinnacle D02, Lovely 2 bedroom, 2 bath unit with shuttle to the slopes everyday of the week. The outdoor pool, hot tub and tennis courts are open during summer only.

10.0 out of 10, Exceptional, (2)
"great room. clean. there is everything you need for a comfortable stay. definitely 5 stars. We'll be back."
Pinnacle D02, Lovely 2 bedroom, 2 bath unit with shuttle to the slopes everyday of the week. The outdoor pool, hot tub and tennis courts are open during summer only.
Hakuna Matata - GetAway
Townhome, 3 Bedrooms, Mountain View, Mountainside | Private kitchen

Hakuna Matata - GetAway

3.5 star property
6.0 out of 10, (1)
Hakuna Matata - GetAway
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.
Don't see what you're looking for?
See all available properties in Stockbridge
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Stockbridge

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Loft for two with Hot Tub
Exterior

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub
Stetson Hollow Cabin by Stetson Brook
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is CA $345
CA $670 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Stetson Hollow Cabin by Stetson Brook
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.

Frequently asked questions

Why book your villa in Stockbridge with Expedia?
With Expedia, you’ll have no trouble finding your ideal villa in Stockbridge. Traveling with the family? Use our handy filters to search for stays with a kitchen or a pool. If you have a certain budget, select how much you’re willing to spend and your preferred star rating. We’ll help you find the perfect place in tune with your style and taste.
How can I find cheap villas in Stockbridge?
An excellent way to track down cheap villas in Stockbridge is with Expedia’s handy filter tool. Refine your search results by star rating, amenities and budget to find awesome prices in just a click or two.