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Top Holiday Rentals in Williamstown

Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1672)
"Very nice spot quiet "
The price is £156
includes taxes & fees
4 May - 5 May
Vacation Village in the Berkshires
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 £416
includes taxes & fees
2 Jun - 3 Jun
Simple and Elegant 19th Century Williamstown Home
2 Bedroom Condo 1/2 mile from base | Private kitchen | Microwave, stovetop, coffee/tea maker, toaster
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, (856)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is £130
includes taxes & fees
5 May - 6 May
Jiminy Peak Mountain Resort
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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
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 Outdated indoors but clean to the extent that it could be.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.
Fridge, microwave, oven, stovetop
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (203)
"The property was quiet and clean."
Berkshire Village Carriage House - Super Private!!
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 £360
includes taxes & fees
8 May - 9 May
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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
Smart TV, fireplace, DVD player, books
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
10.0 out of 10, Exceptional, (204)
"My wife and I both needed to disconnect and unwind after a very busy start to the year. We looked for cabins in Vermont. and the pictures seemed to match what we were looking for. We arrived, and found EXACTLY what the pictures and the description offered. Lars was very informative and helpful, and checked in to ensure we were ok with everything. The entire stay was exactly what we both needed. The trails around the property were really fun to explore. The one other thing I liked was the...
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Exterior
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (115)
"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
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 £491
includes taxes & fees
6 May - 7 May
Bear Creek Cabin
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 £151
includes taxes & fees
6 May - 7 May
Mountainside Condo Ski In Ski Out
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!
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
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!
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
View from property
3 Bedroom Lakefront Home with Hot Tub & Fireplace
10.0 out of 10, Exceptional, (96)
"Loved the lake house!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
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
Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat
9.0 out of 10, Wonderful, (6)
"Clean and comfortable house with lots of character 15 minutes away from Jimini Peak. Watch your head on the stairs and beware of a few ladybugs. Family of 5 had a great weekend hiking, skiing, eating and drinking. Would rent again."
The price is £274
includes taxes & fees
5 May - 6 May
Near Tanglewood: Historic Summer Retreat
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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.

Williamstown Holiday Rental Travel Info

Other types of properties in Williamstown you may be interested in

Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1672)
"Very nice spot quiet "
The price is £156
includes taxes & fees
4 May - 5 May
Vacation Village in the Berkshires
Front of property – evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (293)
"I love everything about this property!"
The price is £246
includes taxes & fees
21 May - 22 May
The Williams Inn
Exterior
Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
8.8 out of 10, Excellent, (263)
"The rooms were nicely laid out and well designed. The property was very clean and quiet. It looked brand new."
The price is £136
includes taxes & fees
27 May - 28 May
Fairfield Inn & Suites by Marriott 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.

Everything you need to know about Williamstown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Williamstown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Williamstown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Williamstown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamstown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Williamstown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamstown holiday rentals we have selected for you start as low as £130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Williamstown rentals

At Expedia, we put the best Williamstown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Williamstown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Williamstown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Williamstown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Williamstown?

Yes, there are holiday rentals in Williamstown close to Hopkins Observatory, 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?

Berkshire Village Carriage House - Super Private!!: This holiday home rental outside of Williamstown is located in the mountains, and has a garden, 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 29 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, The Clark Art Institute and Williams College Museum of Art 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.

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