Places to stay in West Stockbridge

Book unique places to stay, houses, and more on Airbnb

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Popular amenities for West Stockbridge places to stay

Stay near West Stockbridge's top sights

Norman Rockwell Museum344 locals recommend
Berkshire Botanical Garden118 locals recommend
No. Six Depot Roastery & Cafe82 locals recommend
Berkshire Mountain Bakery Inc64 locals recommend
Chesterwood63 locals recommend
Olivia's Overlook51 locals recommend

Other great vacation rentals in West Stockbridge

Top guest favorite
An outdoor deck area is shown featuring several light-colored Adirondack chairs arranged around a stone fire pit. A neatly stacked pile of firewood is positioned against a backdrop of trees, creating a natural setting for relaxation and gatherings.
Home in Millerton
4.97 out of 5 average rating, 181 reviews

Vacation Home In Millerton

SarahRating, 5 stars1 week ago
We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!
Top guest favorite
Home in Lake Katrine
4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

NathanRating, 5 stars4 months ago
This place was a breath of fresh air. I've noticed a trend on AirBNB of rentals that are obviously flipped investment properties with no character and no evidence of life: this place is the opposite! Charming, comfortable, with hosts who actually know the area and live in the area. This is a great family option when visiting the surrounding Hudson Valley towns. I hope I can get back here soon!
Guest favorite
Home in Monroe
4.93 out of 5 average rating, 14 reviews

The Camp

BrendaRating, 5 stars2 months ago
We enjoyed a short ski trip to Berkshire East. M's place was comfortable, spacious and clean. The kitchen had everything we needed to cook and make coffee. They even had dog bowls and treats for our pup! Snow removal was completed early, allowing us to get out and on the slopes for the day. As M says in the description, you definitely need a vehicle with AWD or 4X4 since you are nestled in the mountains. We enjoyed the bountiful binder with history of the small town and local attractions. I would caution people with young children and older folks about the steep staircase to the 2nd floor where the bedrooms are. The 1 full bath is on the first floor so if you're like me, you need to navigate the stairs in the middle of the night. We didn't mind this since it is part of the charm of a historic building and our family of four including two teens had no problems. We enjoyed our stay and would love to return!
Top guest favorite
Home in Great Barrington
5 out of 5 average rating, 13 reviews

Great Barrington Ranch. Sleeps 10,Hot Tub, 5 acres

JuanRating, 5 stars1 month ago
We loved this airbnb! The location was perfect very close to Catamount where we went skiing. The house had plenty of space for 9 people. The best part was the host though. Alyssa’s communication is great and she was very flexible and helpful. Would definitely stay again!
Top guest favorite
A bright dining area features a round white table with metal chairs, positioned near large glass doors that open to a snowy outdoor view. Natural light fills the space, complemented by light-colored walls and a modern pendant light overhead.
Home in Great Barrington
5 out of 5 average rating, 6 reviews

Summer & Leaf Season Rental!

AnnieRating, 5 stars3 months ago
What a lovely home! It’s in the residential neighborhood above Great Barrington, which means it’s walkable to Lake Mansfield and the trails there and also either a short drive or a nice walk to everything downtown GB has to offer. The house is squeaky clean with nice kitchen amenities, a yard, and a beautiful detached screen porch for warmer months. Perfect size for a small family and very cozy. We will be back!
Guest favorite
A wooden chair is positioned on a spacious deck, offering a view of the serene lake and surrounding greenery. A kayak is visible on the grass nearby, with the calm water reflecting the lush landscape.
Home in Athens
4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

EvanRating, 5 stars1 month ago
Aline & David provided a great space for my friends and I to have a an eventful, weekend getaway from the city. Amazing location and truly a home where you can have a great experience regardless of the weather. The game room and personal lake are the unique, finishing touches to this home.
Top guest favorite
A spacious outdoor deck features black lounge chairs set beside a low wooden table. A contemporary black chiminea stands as a focal point, surrounded by trees and open land, creating a relaxing atmosphere for outdoor gatherings.
Home in Athens
5 out of 5 average rating, 16 reviews

Lake house with arcade games

AdrienneRating, 5 stars3 months ago
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.
Top guest favorite
A cozy lake house is viewed from the water, framed by lush green trees. Two large swan-shaped floaties rest on the lake beside a private dock, which features blue sections and a staircase leading to the shore. The house showcases large windows, allowing natural light in.
Home in Averill Park
4.96 out of 5 average rating, 159 reviews

Cozy, peaceful lake house close to Jiminy Peak

JenRating, 5 stars1 month ago
We loved our late winter stay on the lake - it was very peaceful and we had some great bird-watching opportunities. The art and special objects in the house made for a very cozy and beautiful environment. Overall, it was very comfortable and we would definitely stay again.

Quick stats about vacation rentals in West Stockbridge

  • Total rentals

    70 properties

  • Nightly prices starting at

    $70 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Frequently Asked Questions

  • How much does it cost to stay in house rentals in West Stockbridge?

    Experience the best of West Stockbridge with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in West Stockbridge?

    Yes! Work meets play with ease at over 30 house rentals in West Stockbridge featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for House Rentals in West Stockbridge?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 10 homes with a gym, over 10 homes with self check-in, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in West Stockbridge have wifi?

    Absolutely! We offer over 50 house rentals with wifi in West Stockbridge. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in West Stockbridge have a gym?

    Absolutely! We offer over 10 house rentals with a gym in West Stockbridge. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in West Stockbridge have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in West Stockbridge. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in West Stockbridge have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in West Stockbridge. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in West Stockbridge?

    Four-legged friends are welcome in West Stockbridge. Choose from more than 20 house rentals for guests traveling with pets.

Destinations to explore