Williamstown Vacation Rentals

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Vacation Rentals in Williamstown

Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (12)
"We had a very pleasant stay at Bear Creek Cabin. It’s just a short ride to Berkshire East for skiing and snow tubing. The house is beautiful and has all the essentials. Bunk room was perfect for the kids, and upstairs open master bedroom had beautiful views. We’d love to come back in the summer to enjoy the creek and warm weather activities. FYI- there are limited restaurant options in the immediate area, so we stopped for groceries on the way up. The kitchen had all we needed. Thanks for a...
The price is CA $546
CA $828 total
includes taxes & fees
May 16 - May 17
Bear Creek Cabin
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
10.0 out of 10, Exceptional, (205)
"Very comfortable stay in a peaceful and private setting. Would definitely back again."
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Fridge, microwave, oven, stovetop
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (28)
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
The price is CA $390
CA $614 total
includes taxes & fees
May 16 - May 17
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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View from property
3 Bedroom Lakefront Home with Hot Tub & Fireplace
10.0 out of 10, Exceptional, (97)
"Lovely chalet by the lake, we had such a relaxing stay. The place is just like on the pictures, very quiet but not far from amenities. The host are very friendly super responsive. Thanks for having us!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Lake
Berkshire Lake access
10.0 out of 10, Exceptional, (41)
"Living space is bigger than the pictures, plenty of room for everyone, well stocked kitchen, everything we needed!"
Berkshire Lake access
Golf
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (90)
"Very clean property. Close to trails. Host thought of everything we might have needed. Quiet neighborhood. Fenced in yard made things much easier with our dog. She even provided dog bowls, towels, rug and a treat!"
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Property grounds
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (192)
"Our family rated this as our best stay in 7 years of traveling with VRBO properties. There was lots of room for everyone to spread-out, but the family spent most of the time in the game room playing pool, fuzzball, shuffleboard and Ping-Pong. Overall and great spring break for the family and friends."
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Exterior
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (15)
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox
Exterior
The Winthrop Estate - 12K SF 32 Acres
10.0 out of 10, Exceptional, (2)
"Absolutely stunning property - truly incredible stay. Recommend to anyone looking for a large group getaway. Fast WiFi, commercial grade kitchen and plentiful supplies make it easy for large groups. beautiful property and room for activities on a huge lawn. Highly recommend."
The price is CA $4,081
CA $6,310 total
includes taxes & fees
Jun 13 - Jun 14
The Winthrop Estate - 12K SF 32 Acres
Exterior
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
10.0 out of 10, Exceptional, (149)
"Our family absolutely loved our stay! We all commented that we would love to one day live in a place like this! :-) Gorgeous home (clean & welcoming) and gorgeous wooded area (loved sitting by the babbling brook)!!! Overall wonderful, relaxing experience. Would come back in a heart beat!"
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (18)
"Our stay at this cottage was wonderful. The property was perfect size for us and we enjoyed golfing at Bas Ridge Golf Course, even though the weather was not the greatest that day. The hot tub was such a great amenity and we enjoyed the nice quiet location!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Property grounds
Charming historic cottage on scenic road to Mt. Greylock
10.0 out of 10, Exceptional, (93)
"I had a wonderful time. The lil stone house school is restored in a loving way! It feels homie and cosy and has a lot of stories to tell. The location is great for seeing museums or just go for a hike. Rich and Cheryl are on top with everything and very nice hosts!"
Charming historic cottage on scenic road to Mt. Greylock
Outdoor dining
Find your Sanctuary at The Rectory at Stockbridge
10.0 out of 10, Exceptional, (1)
"We had 3 generations of family staying here after the holidays and the home provided everything we needed - wonderful location right in town, comfortable rooms, and large living spaces to play games and catch up. The kids, parents and grandparents all had a great time!"
The price is CA $806
CA $1,359 total
includes taxes & fees
May 16 - May 17
Find your Sanctuary at The Rectory at Stockbridge
Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (64)
"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
"Very clean, tastefully decorated place perfect for our weekend getaway for two. Enjoyed the reading nooks and kitchen amenities, comfortable bed and peacefulness of this carriage house!"
Berkshire Village Carriage House - Super Private!!
Exterior
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, (120)
"The house has a beautiful view of the lake and is very clean. It is beautifully decorated, and has all the supplies that are needed for comfortable stay. The owner is very thoughtful and the house is nicely organized. We appreciated the Christmas decorations during our holiday stay, extra towels prepared for the dog and the dog treats. The house is nicely stocked with family games, and there is beautiful trail in walking distance: up the hill to vast trail, and path through the forest to Little...
Great Place to get away and have clean fresh air surround you!
Fridge, microwave, stovetop, cookware/dishes/utensils
Cozy Treetop Hideaway Near Harriman Reservoir!
9.8 out of 10, Exceptional, (10)
"The house was a very cute ski cabin-y feeling vacation spot with a gorgeous view of the reservoir. Location was great- not too far from the center of Wilmington. And a drive through the mountains/National Forest away from the other cities/tourist areas near Bennington. It snowed while we were staying and the owners stayed on top of plowing so we could drive in and out - they weren't kidding about needing 4WD to get in and out in the winter. Overall, we'd come back in a heartbeat"
Cozy Treetop Hideaway Near Harriman Reservoir!
Interior
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, (7)
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
The price is CA $546
CA $1,176 total
includes taxes & fees
May 19 - May 20
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (116)
"Flight's End was more wonderful than we anticipated. The home is cozy with all the things you need for a relaxing visit. We enjoyed the beauty of the area, the excitement of the pond (kayaking, otters, beavers and ducks) and took some of the helpful suggestions of our hosts. We will definitely be bac!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Fridge, microwave, oven, stovetop
Beautiful, Private Estate w/ Pool, Pond, Rec Room, Gym, Library, Barn, Trails!
9.6 out of 10, Exceptional, (79)
"We had 4 families and grandparents all stay together for an unforgettable weekend at Bellavista. The house had enough space for us to hang out together playing charades in the great room, ping pong tournaments in the finished attic playroom, and making holiday ornaments at the large dining room table. There were also spaces to have quiet moments when you needed it...and we even enjoyed a beautiful hike at a nearby conservation area that Laurie recommended. The house was extremely clean, fully...
Beautiful, Private Estate w/ Pool, Pond, Rec Room, Gym, Library, Barn, Trails!
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See all available properties in Williamstown
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 types of properties in Williamstown you may be interested in

Front of property - evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (294)
"Love the Williams Inn"
The price is CA $338
CA $378 total
includes taxes & fees
May 27 - May 28
The Williams Inn
Exterior
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (266)
"Very helpful staff!"
The price is CA $208
CA $232 total
includes taxes & fees
May 20 - May 21
Fairfield Inn & Suites by Marriott Williamstown
Exterior
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (594)
"No frills motel. Clean and convenient. The breakfast was a light continental."
The price is CA $94
CA $105 total
includes taxes & fees
May 16 - May 17
The Villager Motel
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

Can I find a vacation rental in Williamstown?

Yes, we give you a choice of vacation rentals in Williamstown close to Hopkins Observatory, or you can choose a more remote option if you'd like a relaxing place to stay. Tourists like the college campus and art scene in Williamstown. You can also check out the museums while you're visiting.

What are some of the best vacation home rentals that Williamstown has to offer?

Berkshire Village Carriage House - Super Private!!: This vacation home rental outside of Williamstown is located in the mountains and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Williamstown?

Choose from 29 Expedia vacation rentals in Williamstown for a memorable vacation.

What can I see and do in Williamstown?

Cultural attractions include Sterling and Francine Clark Art Institute and Williamstown Theatre Festival, whereas Mount Greylock State Reservation and Brodie Mountain are a couple of picturesque spots to enjoy the outdoors. While here, The Clark Art Institute and Williams College Museum of Art are other places worth a visit.

What are vacation rentals like in Williamstown?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Williamstown. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.