Book Holiday Homes in Williamstown

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Featured Holiday Homes in Williamstown

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham NY
The price is AU$451 per night from 18 May to 19 May
AU$451
18 May - 19 May
includes taxes & fees
Located in Chatham, this vacation home is a 5-minute drive from The Mac-Haydn Theatre and 8 minutes from Hudson Chatham Winery.
Opens in a new windowPet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

Lanesborough MA
With a stay at this vacation home in Lanesborough, you'll be within a 10-minute drive of Crane Museum of Papermaking and Barrington Stage Company.
Opens in a new windowCozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Mid Century Modern  4 bedroom home with sweeping mountain views in Williamstown

Mid Century Modern 4 bedroom home with sweeping mountain views in Williamstown

Williamstown MA
Located in Williamstown, this vacation home is a 2-minute drive from Green Mountain National Forest and 7 minutes from Farm Museum.
Opens in a new windowMid Century Modern 4 bedroom home with sweeping mountain views in Williamstown
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19th c. Barn in the Berkshires

19th c. Barn in the Berkshires

Cheshire MA
When you stay at this vacation home in Cheshire, you'll be in the mountains, within a 5-minute drive of St Mary's of the Assumption Church and Mount Greylock ...
Opens in a new window19th c. Barn in the Berkshires
Beautiful Estate: Week of  8/30 still open to enjoy pool, pond, trails & more!

Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!

Old Chatham NY
Located in Old Chatham, this vacation home is on a lake, within a 10-minute drive of Shaker Museum and Library and Valatie Free Library.
Opens in a new windowBeautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to  hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls NY
Located in Hoosick Falls, this vacation home is in a rural location, a 5-minute drive from Green Mountain National Forest and 9 minutes from Old First Congregational ...
Opens in a new windowCozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Charming Berkshire Retreat-Minutes to Williamstown

Charming Berkshire Retreat-Minutes to Williamstown

Williamstown MA
With a stay at this vacation home in Williamstown, you'll be within a 5-minute walk of Mount Greylock State Reservation and Green River Wildlife Management ...
Opens in a new windowCharming Berkshire Retreat-Minutes to Williamstown
3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome

3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome

Williamstown MA
A stay at this vacation home places you in the heart of Williamstown, steps from Lower Linear Park and 3 minutes by foot from Williams College.
Opens in a new window3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome
120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

East Chatham NY
Located in East Chatham, this vacation home is within a 15-minute drive of Queechy Lake and New Lebanon Library.
Opens in a new window120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views
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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
373 Holiday Homes
Lowest Price
AU$131
Highest Price
AU$451
Popular accommodation
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight., Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!, Mid Century Modern 4 bedroom home with sweeping mountain views in Williamstown, 19th c. Barn in the Berkshires, Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!, Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!, Charming Berkshire Retreat-Minutes to Williamstown, 3bd 2ba Townhouse. Walkable to College and walking paths. Longer stays welcome, 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

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$150 per night from 18 May to 19 May
AU$150
18 May - 19 May
includes taxes & fees
Located in Williamstown, Vacation Village in the Berkshires is a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain Coaster.
Opens in a new windowVacation 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$437 per night from 18 May to 19 May
AU$437
18 May - 19 May
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.
Opens in a new windowThe Williams Inn
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

3 out of 5
430 Main St Williamstown MA
Fully refundableReserve now, pay when you stay
The price is AU$259 per night from 25 May to 26 May
AU$259
25 May - 26 May
includes taxes & fees
With a stay at Fairfield Inn & Suites by Marriott Williamstown in Williamstown, you'll be within a 15-minute walk of Colonial Plaza and Lower Linear Park.
Opens in a new windowFairfield 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$131 per night from 31 May to 1 June
AU$131
31 May - 1 June
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.
Opens in a new windowCozy Corner Motel
Don't see what you're looking for?
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.