Book Holiday Homes in Williamstown

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Featured Holiday Homes in Williamstown

Contemporary Berkshire Home with Views of Taconic Golf Course

Contemporary Berkshire Home with Views of Taconic Golf Course

Williamstown
Located in Williamstown, this vacation home is within a 5-minute drive of Williams College Taconic Golf Course and Williams College.
Contemporary Berkshire Home with Views of Taconic Golf Course
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Stockbridge
With a stay at this vacation home in West Stockbridge, you'll be within a 5-minute drive of Tanglewood Music Center and Stockbridge Bowl.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Berkshire Ashmere Lake lodging. Quiet  room, Fantastic sunsets.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Hinsdale
With a stay at this vacation home in Hinsdale, you'll be within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
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Deluxe Queen Room with 2 Queen Beds

Deluxe Queen Room with 2 Queen Beds

2 out of 5
Lee
The price is AU$206 per night from 8 Sept to 9 Sept
AU$206
8 Sept - 9 Sept
includes taxes & fees
With a stay at this vacation home in Lee, you'll be within a 15-minute drive of Tanglewood Music Center and Housatonic River.
Deluxe Queen Room with 2 Queen Beds
Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury
The price is AU$418 per night from 24 Aug to 25 Aug
AU$418
24 Aug - 25 Aug
includes taxes & fees
Located in Shaftsbury, this vacation home is a 1-minute drive from Green Mountain National Forest and 6 minutes from Shaftsbury Historical Society Museum.
Peaceful Stay at Birds of a Feather Farm & Spa
Mountain Sanctuary Dome Rustic Solitude 5BR

Mountain Sanctuary Dome Rustic Solitude 5BR

Pownal
Located in Bennington, this vacation home is within a 15-minute drive of Green Mountain National Forest and Taconic Ridge State Forest.
Mountain Sanctuary Dome Rustic Solitude 5BR
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Hawley
Located in Charlemont, this vacation home is in the mountains, within a 15-minute drive of Hawley Bog Preserve and Swift River.
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury
A stay at this vacation home places you in the heart of Shaftsbury, steps from Green Mountain National Forest and 13 minutes by foot from Robert Frost Stone ...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Whitingham
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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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.

Williamstown Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Williamstown vacation homes are the perfect way for you to wing it.

Holiday houses in Williamstown let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Williamstown in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Williamstown adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Williamstown with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Williamstown vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Williamstown Holiday Homes essential information

Accommodation
419 Holiday Homes
Lowest Price
AU$170
Highest Price
AU$418
Popular accommodation
Contemporary Berkshire Home with Views of Taconic Golf Course, Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country, Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. , Deluxe Queen Room with 2 Queen Beds, Peaceful Stay at Birds of a Feather Farm & Spa , Mountain Sanctuary Dome Rustic Solitude 5BR , Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, Cozy Converted Barn on Secluded 6.5 acres with Hot Tub, Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Top trending hotels in Williamstown

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 27 Aug to 28 Aug
AU$203
27 Aug - 28 Aug
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Vacation Village in the Berkshires
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$393 per night from 15 Sept to 16 Sept
AU$393
15 Sept - 16 Sept
includes taxes & fees
Located in Williamstown, The Williams Inn is just steps from Williams College and 11 minutes by foot from The Clark Art Institute.
The Williams Inn
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

2.5 out of 5
430 Main St, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$270 per night from 7 Sept to 8 Sept
AU$270
7 Sept - 8 Sept
includes taxes & fees
With a stay at Fairfield Inn & Suites by Marriott Williamstown in Williamstown, you'll be within a 10-minute walk of Colonial Plaza and Lower Linear Park.
Fairfield Inn & Suites by Marriott Williamstown
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Cozy Corner Motel

Cozy Corner Motel

2 out of 5
284 Sand Springs Rd. Rte 7, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 3 Sept to 4 Sept
AU$170
3 Sept - 4 Sept
includes taxes & fees
Located in Williamstown, Cozy Corner Motel is in a state park, within a 5-minute drive of Williams College and Williams College Museum of Art.
Cozy Corner Motel
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See all available properties in Williamstown
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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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^Subject to availability and chosen travel dates.