The Purple Pub with outdoor seating and autumn foliage.

Williamstown Holiday Rentals

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Our top choices for Williamstown holiday rentals

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,542 reviews)
"Pool and staff was great"
United States
peter
The price is NZ$183
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,077 reviews)
"A nice place to stay in the Berkshires."
United States
Robert
The price is NZ$217
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

3. Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge

4. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is NZ$940
includes taxes & fees
24 Aug - 25 Aug
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
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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Top Williamstown Hotel Reviews

Find out more about Williamstown

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Williamstown holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Williamstown. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Williamstown. Seeing all the best attractions is bound to make you fall in love with Williamstown. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Williamstown short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Williamstown?

Yes, there are holiday rentals in Williamstown close to The Clark Art Institute, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the university campus and art scene in Williamstown. You can also check out the museums while you're visiting.

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

Cozy Cottage in the Berkshires on 1.6 Acres: This highly rated holiday home rental in Williamstown is located in a rural location, and has an arcade/games room, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Williamstown?

Choose from 38 Expedia holiday rentals in Williamstown for a memorable holiday.

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, Chapin Library of Rare Books and Manuscripts and The Clark Art Institute are other places worth a visit.

What are holiday rentals like in Williamstown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamstown. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.