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House vacation rentals in Williamstown

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Popular amenities for Williamstown house rentals

House rentals with a pool

Top guest favorite
A spacious patio area surrounds an inground pool, featuring multiple seating arrangements with blue cushions and patterned throw pillows. Lounge chairs are positioned along the poolside, while a table with a glass top serves as a center piece within the seating group.
Home in Saratoga Springs
5 out of 5 average rating, 28 reviews

Saratoga oasis on 5.5 acres w/ inground pool

JodieRating, 5 stars3 months ago
Loved the house . Was very clean . Very spacious. Very well appointed . Nice layout . Loved how spacious the kitchen was to work in . Great counter space . Accommodates many simultaneous cooks . Awesome!
Superhost
A single-level ranch-style home sits on a gently sloping lawn, surrounded by vibrant purple flowers. A clear blue sky and green trees provide a scenic backdrop, while satellite dishes are mounted on the roof for communication access.
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars2 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Guest favorite
A private mid-century country home is seen nestled at the edge of a grassy clearing, surrounded by lush trees. The home features a simple design with a light-colored exterior, under a partly cloudy sky, creating a serene and tranquil setting.
Home in Hudson
4.95 out of 5 average rating, 151 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

SpencerRating, 5 stars3 weeks ago
Lovely place to stay. Close to Hudson, but far enough to feel secluded.
Guest favorite
A tranquil swimming pond is framed by lush greenery and surrounded by wooden decking. Two lounge chairs are positioned on the deck, providing a relaxing spot to enjoy the natural scenery. A shaded area with wooden slats offers a cool retreat beside the water.
Home in Ghent
4.88 out of 5 average rating, 313 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

michaelRating, 5 stars1 month ago
there was lots to do inside the house as well as outside. everything was amazing
Superhost
The exterior of the farmhouse is presented, featuring a white clapboard façade and a gabled roof. Several large windows allow natural light, while a stone staircase leads to the entrance. A shaded area is furnished with chairs, surrounded by green lawn and trees.
Home in Ghent
4.9 out of 5 average rating, 10 reviews

Farmhouse and Guesthouse w Pool, Pond and Sauna!

DavidRating, 5 stars20 months ago
Donna was an amazing host and extremely responsive. The property was beautiful and exactly as described in the listing. The pool, pond, sauna’s made the entire experience feel like a special escape from the city. I highly recommend this property and can’t wait to go back!
Guest favorite
Home in East Chatham
4.9 out of 5 average rating, 20 reviews

10 Acre Country Estate with Pool, Hot Tub & Views!

DeborahRating, 5 stars1 month ago
We loved staying here with our family. It worked out perfectly having our daughter’s family on the one side of the house so if the baby cried it wouldn’t wake anyone up. A pack and play was also provided by Justin so we had a place for the baby downstairs as well. The house was roomy and comfortable for everyone. The hot tub wasn’t working right away but they let us know and had it fixed so we were able to use it during our trip. We would definitely stay here again and try it in warmer weather so we could use the pool as well. Thank you for a wonderful place to stay
Guest favorite
The pool area is framed by lush greenery, featuring a large in-ground pool with a slide. A colorful inflatable float is seen in the water. A shaded patio table with chairs provides a space for relaxation, alongside a sun umbrella that casts shade over the area.
Home in Williamstown
4.89 out of 5 average rating, 217 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars2 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.
Guest favorite
Home in Wilmington
4.84 out of 5 average rating, 171 reviews

The Vermont Barn (Mount Snow)

AmandaRating, 5 stars1 month ago
My family loved staying here! There was plenty of snow for activities. We went skiing at Mount Snow and ice fishing on Lake Raponda for a day. The barn is so unique and had everything we needed. There were lots of extra pillows and blankets and a big cozy couch to curl up and relax by the wood stove. Having access to the clubhouse was amazing… the kids loved swimming in the warm pool after a long day outside. Brian was super responsive and easy to talk to! We already want to go back!

Weekly house rentals

Top guest favorite
A spacious home is set on a lush green lawn, with a welcoming porch and multiple gabled roofs. The exterior is painted in neutral tones, and a garage is visible on the left. Large windows allow natural light to illuminate the interior.
Home in Stockbridge
4.93 out of 5 average rating, 41 reviews

Stockbridge Cape Near Tanglewood!

MarkRating, 5 stars4 months ago
Very nice accommodations in a great location. A vehicle needed to get around to plentiful hiking, shops in nearby towns, and cultural sites. Very nice home for family gatherings and with all necessary amenities.
Superhost
A spacious living area is furnished with a light-colored sectional sofa, a cozy armchair, and a coffee table, all arranged around a stone fireplace. Natural light filters through the large windows, enhancing the warm wooden flooring and highlighted by subtle wooden beams.
Home in Hillsdale
4.89 out of 5 average rating, 139 reviews

Fenced yard, playroom & the Berkshires - $0 fees

ColleenRating, 5 stars3 weeks ago
Edward & Alex’s place was exactly what we were looking for. Quiet & remote feeling, while being close enough to grocery stores and essentials. Everyone was comfortable in their rooms. We made great use of the kitchen. Thanks for having us!
Top guest favorite
A wooden dining area is illuminated by a chandelier, featuring a rustic table surrounded by black chairs. A stone fireplace adds warmth, while large windows provide views of the greenery outside, with access to a deck visible through sliding glass doors.
Home in Wardsboro
4.95 out of 5 average rating, 107 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

NickRating, 5 stars2 months ago
We truly enjoyed staying here!! The hosts were amazing! They gave us plenty of local recommendations that made our stay so enjoyable. The home was wonderful. Plenty of this to do if you don’t want to leave. Game room was a great bonus!! We can’t wait to return!
Superhost
A warm living area features wooden paneling and cozy furnishings. A stone fireplace serves as a focal point, surrounded by decorative items. A comfortable seating arrangement includes leather and wooden chairs, with a large coffee table at the center. A wall-mounted TV is visible on one side.
Home in Dover
4.81 out of 5 average rating, 36 reviews

MT SNOW Chalet + HOT TUB + new upgrades for 2024!

TraceyRating, 5 stars2 months ago
We had a great weekend at Lisa's house! Lisa was easy to get in touch with and when she knew she might be out of touch she gave us an alternate person to contact. It's snowed overnight during our stay and we were plowed out early to get on the mountain for first tracks. The house is exactly as pictured on the listing, we were very comfortable, and the hot tub was key for relaxing after a day on the mountain. The house has a 80's feel to it, and the wood panelling gives mountain vibes. We had everything we needed for our stay and really enjoyed the time we spent together!
Superhost
A charming two-story wooden house is surrounded by lush greenery and colorful flower beds. The exterior features large windows, a balcony on the upper level, and a screened-in porch attached, providing a welcoming entrance set on a quiet country road.
Home in Canaan
4.96 out of 5 average rating, 72 reviews

Peaceful Berkshire Getaway (A/C, Lake Access)

PaulRating, 5 stars9 months ago
Becky’s house was exactly as listed with plenty of space to relax and enjoy the area. Her gardens are beautiful and the house is convenient to the Berkshires without the stress of the downtown areas. We are extremely appreciative of all that was provided!
Superhost
A charming two-story family home with a light gray exterior is shown. The front porch features multiple rocking chairs, while a flowering shrub adds a pop of color to the front yard. Large windows allow natural light to fill the interior.
Home in North Adams
5 out of 5 average rating, 3 reviews

Charming 6 BR home 8 min walk to MassMoca

StaceyRating, 5 stars7 months ago
Nancy was a great host. She was responsive and proactive providing us instructions for accessing the property. The house had lots of space for our group of 9 and it was nice to have a full kitchen to cook in while we stayed. The walk to MOCA was around 15 minutes with our group, which included five kids. It was nice being so close to town. We hope to be back again!
Guest favorite
An A-frame chalet is showcased, featuring a gray exterior with a vibrant turquoise door. A front porch is visible, accompanied by stairs leading up. Surrounding greenery and trees provide a natural backdrop, enhancing the inviting appearance of the home.
Home in Wilmington
4.9 out of 5 average rating, 220 reviews

Wilmington A-Frame- Cozy and Convenient

AveryRating, 5 stars2 weeks ago
This spot is absolutely perfect to be on a quite spot to enjoy nature but still right within walking distance of the center of Wilmington. The cabin itself is beautifully appointed, gorgeous, and super comfortable. Due to rain we ended up spending most of our time inside relaxing and watching movies, and have zero regrets about it. The host was also extremely friendly, helpful and responsive. I'll definitely be coming back again and recommend this for a Wilmington get away weekend!
Top guest favorite
A spacious living area features a warm wood-paneled ceiling and modern furnishings. Two sleek sofas are arranged around a wooden coffee table, while armchairs provide additional seating. Natural light floods the space through large windows framed by light curtains, enhancing the welcoming atmosphere.
Home in Cheshire
4.81 out of 5 average rating, 152 reviews

Large Secluded Berkshire Home

BruceRating, 5 stars6 months ago
We thoroughly enjoyed our stay and the accommodations were exactly as stated, comfortable, roomy, very clean and convenient to amenities. The sleeping accommodations were perfect and the beds were comfortable even for older adults and children. The surroundings were incredibly picturesque, beautiful yard for outdoor activities and lovely mountainous views. The host was very accommodating to our needs and for that we are very thankful. We would definitely stay again.

Private house rentals

Superhost
A tranquil exterior view of a single-story house, framed by lush greenery and vibrant flowers. A gravel path leads to the front door, which is flanked by a small set of stairs. Two satellite dishes are visible on the roof among the trees.
Home in Stephentown
4.8 out of 5 average rating, 76 reviews

A Magic Spot: Booking year round.

PhilRating, 5 stars6 months ago
the airbnb is very homey, well stocked, and easy to navigate. we had one slight issue with a mess that was not found by the cleaning crew, but robert was friendly and shared our concern about this.
Top guest favorite
The exterior of the house is showcased, featuring a large front porch with white railings and steps leading to the entrance. A manicured lawn with green grass and landscaping surrounds the home, while a gravel driveway extends alongside it. Tall trees provide a natural backdrop.
Home in Cambridge
4.97 out of 5 average rating, 39 reviews

Country hideaway

GwenRating, 5 stars8 months ago
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!
Superhost
Home in Lee
4.89 out of 5 average rating, 19 reviews

Centrally Located Historical Home

AdaRating, 5 stars8 months ago
We stayed for three nights at this beautiful house. It is ideal for two adult couples with two bedrooms and two bathrooms, both bedrooms have queen size beds. The bedrooms are upstairs, and there is a powder room on the first floor. The house is very clean, fully equipped kitchen, nice view from the open porch. It is on a quiet street, but very close to the center of the town. Tanglewood is 13 min drive, many major Berkshire attractions are a short drive away. Lucas is very prompt in responding to any questions, all check in/check out instructions were clear. We enjoyed our stay a lot!
Superhost
An outdoor space is highlighted by a fire pit surrounded by chairs, with a view of the large sundeck adorned with an umbrella. The deck leads to a well-maintained grassy area, flanked by trees, creating a serene environment for relaxation.
Home in West Stockbridge
5 out of 5 average rating, 5 reviews

Sunny Decks with Views in Stockbridge!

LyndseyRating, 5 stars17 months ago
we stayed for the Thanksgiving holiday to have more space for family and friends to visit. this was definitely the nicest Airbnb we have stayed in and would highly recommend it if you plan to stay in the Berkshires. you are within minutes to everything you might need but secluded enough for you to feel like you're the only ones there. we loved the fire pit and the house is spacious and beautiful. the house had some really neat features as well such as the old antique music box was super cool and played with the most amazing sound. we will be back.
Top guest favorite
A vibrant outdoor space is visible, showcasing a spacious lawn surrounded by well-maintained gardens and trees. The home itself features a combination of yellow siding and natural materials, with multiple windows and an inviting entrance leading to the patio area.
Home in Williamstown
5 out of 5 average rating, 13 reviews

Beautiful, cozy house for rent

SteveRating, 5 stars4 months ago
Lovey home and very convenient location in Willamstown. Would highly recommend.
Superhost
A charming two-story home with a brown exterior sits on a spacious lot surrounded by trees. A sloped driveway leads to a single garage on the left, while vibrant autumn foliage dots the grassy yard, creating a serene environment.
Home in Lee
4.87 out of 5 average rating, 30 reviews

* Private Berkshire Escape* Monthly Pricing Avail

JoanRating, 5 stars8 months ago
This gem of a house served as home base for my family of 4 when visiting Tanglewood & Berkshires area for a long weekend! The house is artfully decorated, with unique treasures we enjoyed exploring, common spaces for us to hang together as a family plus plenty of room for us to spread out for privacy. We especially enjoyed having the pool onsite, backyard fire pit, and multiple outdoor seating areas. Teva was a very responsive, helpful host! Went above and beyond! Thanks for an excellent stay!
Guest favorite
The exterior of a rustic two-story home is surrounded by lush green grass and a variety of trees and flowering shrubs. The house features dark wooden siding and large windows, while a stone patio is visible in the background, framed by natural landscaping.
Home in Shelburne Falls
4.93 out of 5 average rating, 100 reviews

Buckland House - A World Apart

LizRating, 5 stars7 months ago
House is really awesome! We had a fantastic time. Definitely recommend.
Guest favorite
An open-concept living area features a dining table set for six, with a gas fireplace framed by a white brick mantel. A television is positioned on a stand nearby, with comfortable seating arranged around the room. Natural light filters in through adjacent windows.
Home in Dover
4.93 out of 5 average rating, 91 reviews

New Hot Tub! Gas Fireplace! 2 min to Mt Snow

Stacie LynnRating, 5 stars1 month ago
We loved staying in your home. It was close to Mount Snow where we went skiing and we especially loved the fireplace and hot tub. The kitchen was so big and had everything we needed. Thanks so much for leaving the binder of instructions because it is important for us to treat your home like our own home and we want to do things right. We will be back next year. Tom and Stacie

Quick stats about house rentals in Williamstown

  • Total rentals

    60 properties

  • Nightly prices starting at

    $60 before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

Destinations to explore