Williamstown Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Williamstown holiday rentals

Exterior

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,317 reviews)
"Clean rooms, and very friendly staff"
United States
Amr
The price is HK$814
HK$995 total
includes taxes & fees
23 Apr - 24 Apr
Vacation Village in the Berkshires
Exterior

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is HK$1,317
HK$1,471 total
includes taxes & fees
29 Mar - 30 Mar
Huttopia Berkshires
Outdoor dining

Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is HK$1,017
HK$2,262 total
includes taxes & fees
29 Mar - 30 Mar
Downtown | Waterfront | Walk to Shops
Exterior

North Getaway Cottage

North Getaway Cottage
Williamstown
9.2 out of 10, Wonderful, (24 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
The price is HK$1,585
HK$3,509 total
includes taxes & fees
30 Mar - 31 Mar
North Getaway Cottage
Outdoor dining

2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.6 out of 10, Exceptional, (12 reviews)
"We had a great stay! Very comfortable, very clean, well equipped with everything we needed. The communication with Bill was great; he always responded within minutes. Check in and check out couldn’t have been easier. We will be back!"
United States
Renee F.
The price is HK$939
HK$2,192 total
includes taxes & fees
9 Apr - 10 Apr
2-Bdr Apt In Town, By the Water
Outdoor dining

New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (10 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is HK$939
HK$2,103 total
includes taxes & fees
12 Apr - 13 Apr
New Studio In Town, By the Water
Terrace/patio

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is HK$1,878
HK$2,392 total
includes taxes & fees
30 Mar - 31 Mar
BLUSH: Boutique TINY home*private spa*walk to town
Dining

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,682
HK$2,762 total
includes taxes & fees
7 Apr - 8 Apr
Sugar Shack - 300 square feet of pure sweetness.
Daily to-go breakfast for a fee

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is HK$1,108
HK$1,238 total
includes taxes & fees
2 Apr - 3 Apr
Jiminy Peak Mountain Resort
Property grounds

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is HK$1,346
HK$3,411 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (46 reviews)
"The creek, fire pit, wood stove, and cozy vibes were just great! "
United States
Jennifer F.
The price is HK$2,348
HK$3,698 total
includes taxes & fees
1 Apr - 2 Apr
Bear Creek Cabin
Property grounds

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is HK$861
HK$1,844 total
includes taxes & fees
30 Mar - 31 Mar
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay "
United States
Lydia T.
The price is HK$528
HK$1,118 total
includes taxes & fees
29 Mar - 30 Mar
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Fridge, microwave, oven, stovetop

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
9.8 out of 10, Exceptional, (103 reviews)
"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."
United States
Jon
The price is HK$909
HK$2,442 total
includes taxes & fees
30 Mar - 31 Mar
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Terrace/patio

Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa
Shaftsbury
9.8 out of 10, Exceptional, (32 reviews)
"Everything was a breeze: booking, communicating, checking in/out. Our stay was wonderful but too short! We will come back and stay longer. The bed was so comfortable. We slept so well. I’ve never felt so instantly at home before. Every little touch felt special. The decor was absolutely my taste. The cleanliness superb! Robert Frost’s Cottage and The Blue Benn Diner within minutes were nice too. Thank you Laurie! "
United States
Amy R.
The price is HK$775
HK$1,937 total
includes taxes & fees
30 Mar - 31 Mar
Peaceful Stay at Birds of a Feather Farm & Spa
Exterior

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (14 reviews)
"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "
United States
Lea
The price is HK$978
HK$1,433 total
includes taxes & fees
29 Mar - 30 Mar
Taborton Harvest Boulder Pines Cabin in the woods
Gift shop

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is HK$822
HK$1,809 total
includes taxes & fees
1 Apr - 2 Apr
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Gift shop

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is HK$822
HK$1,809 total
includes taxes & fees
1 Apr - 2 Apr
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Room

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway

Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Sand Lake
The price is HK$986
HK$1,442 total
includes taxes & fees
29 Mar - 30 Mar
Taborton Harvest-Fiddlehead cabin in cool Sand Lake perfect for relaxing getaway
Exterior

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
United States
Antonio S.
The price is HK$822
HK$1,811 total
includes taxes & fees
1 Apr - 2 Apr
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
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

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"Nice property. Breakfast buffet was good. Parking lot was under construction, but complimentary valet parking was offered. Friendly staff, comfortable beds.resturanton 2 nd floor was good "
D 4-night trip
Posted 5 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Find out more about Williamstown

Search for holiday rentals in Williamstown on Expedia! You can easily find your home rentals, villas, holiday apartments in Williamstown using one of the methods below:

  • View our selection of featured holiday rentals in Williamstown
  • Use the map to find apartments and other holiday homes in the Williamstown neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Williamstown while they last

Look no further and take a look at our great range of rental properties in Williamstown!

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?

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating : This holiday home rental outside of Williamstown is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Williamstown?

Choose from 36 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 Green River Road 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.