Williamstown Vacation Rentals

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Vacation Rentals in Williamstown

Property grounds
Simple and Elegant 19th Century Williamstown Home
9.4 out of 10, Exceptional, (8)
"We did not stay at this property, we were moved to another location, I think due to scheduling. The coordinator was very responsive and the other location was beautiful. We had a wonderful stay and would work with these folks again in the future."
The price is ¥38,640
¥78,554 total
includes taxes & fees
May 23 - May 24
Simple and Elegant 19th Century Williamstown Home
Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is ¥23,029
¥25,263 total
includes taxes & fees
May 17 - May 18
Jiminy Peak Mountain Resort
Interior
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, (47)
"We loved our stay at the chalet. It's perfectly situated in the cutest little neighborhood, while also feeling very secluded. The chalet had everything we needed for our stay. While visiting we walked a few of the trails nearby, part of the Valley Trail and the Hoot, Toot and Whistle. They were both perfect for our pups, especially during hunting season. We gave our pups an extra squeeze in honor of Scarlet. Thank you for sharing your place with us! We would love to stay again!!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
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Fridge, microwave, oven, stovetop
Tree-lined Home, Large Yard, Pool, & Dog-Friendly.
6.0 out of 10, (2)
"Be aware they will not proactively provide you with a local host name or contact info. It was very difficult to get Vacasa support to help me get this info to resolve wifi issue - like hours long to get them to just give me the property managers info and even then, they wouldn't give it to me, just had them contact me. Otherwise, amazing pool and great location. Outdated indoors but clean to the extent that it could be. Utensils were dirty and tons of flies in the house upon arrival - like 50...
Tree-lined Home, Large Yard, Pool, & Dog-Friendly.
Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (13)
"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 ¥61,824
¥93,747 total
includes taxes & fees
May 17 - May 18
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
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
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!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (116)
"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
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
Pool
Mountainside Condo Ski In Ski Out
8.8 out of 10, Excellent, (8)
"Great location and nice unit. Had a blast!"
The price is ¥23,029
¥28,823 total
includes taxes & fees
May 20 - May 21
Mountainside Condo Ski In Ski Out
Interior
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
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
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!
Terrace/patio
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.6 out of 10, Exceptional, (35)
"Amazing House, so much character. More than enough room for large family meals and gatherings. My family really enjoyed it. Having no snow was a disappointment, but we will try again another year. Thank you"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Property grounds
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, (4)
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
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
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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 ¥38,295
¥42,775 total
includes taxes & fees
May 20 - May 21
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 ¥23,493
¥26,241 total
includes taxes & fees
May 21 - May 22
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 ¥10,665
¥11,912 total
includes taxes & fees
May 20 - May 21
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.

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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.

Recent reviews of Williamstown properties
Expedia verified reviews