Williamstown Vacation Rentals

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Our top choices for Williamstown vacation rentals

3.0 star property
8.8 out of 10, Excellent, (2187)
"Awesome for ski"
United States
Lazar
The price is ¥16,279
¥19,902 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Vacation Village in the Berkshires

Camping in Williamstown

Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is ¥31,705
¥35,414 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Huttopia Berkshires
10.0 out of 10, Exceptional, (6)
"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 ¥35,228
¥58,266 total
includes taxes & fees
Jan 5 - Jan 6, 2026
BLUSH: Boutique TINY home*private spa*walk to town
2.0 star property
10.0 out of 10, Exceptional, (3)
"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 ¥35,228
¥58,616 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Sugar Shack - 300 square feet of pure sweetness.
10.0 out of 10, Exceptional, (9)
"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"
Canada
Patti S.
The price is ¥35,228
¥64,619 total
includes taxes & fees
Jan 13 - Jan 14, 2026
HunnyHAUS: Deluxe TINY*private spa*walk to town

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ¥33,260
¥37,152 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Jiminy Peak Mountain Resort
2.0 star property
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is ¥18,162
¥38,302 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Penthouse Apartment on Park Street
9.8 out of 10, Exceptional, (100)
"Beautiful, serene location with great penned in area for my lovable, niece pup! Spacious house with all the key amenities. Easy access for my elederly mom. "
United States
Lynn F.
The price is ¥18,178
¥48,504 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
9.4 out of 10, Exceptional, (40)
"It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host."
United States
Roy
The price is ¥21,137
¥32,506 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Charming Apt in 18th c Berkshire Farmhouse
2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is ¥21,920
¥47,698 total
includes taxes & fees
Dec 29 - Dec 30
Lake Whitingham & Mount Snow Area Village Apartment

Vacation Home in Florida

Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is ¥32,058
¥57,239 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Florida Mountain Log Cabin
10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is ¥19,266
¥38,217 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Berkshires Apartment at the Stephentown Hotel
10.0 out of 10, Exceptional, (5)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is ¥42,587
¥69,780 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
8.8 out of 10, Excellent, (20)
"Great stay in the Berkshires for a wedding. Amanda was very accommodating and communicative. "
United States
Wendy D.
The price is ¥21,137
¥57,868 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Historic Berkshires Home Near Tanglewood, Trails & Wineries
10.0 out of 10, Exceptional, (13)
"Loved the earthiness and serenity of the cabin and great room. Everything built and made and maintained by the Adamos- truly a haven "
United States
Joanna R.
The price is ¥19,571
¥28,676 total
includes taxes & fees
Dec 29 - Dec 30
Taborton Harvest Boulder Pines Cabin in the woods
9.8 out of 10, Exceptional, (35)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
The price is ¥31,565
¥73,383 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
7.4 out of 10, Good, (9)
"Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. "
United States
PK N.
The price is ¥21,450
¥52,642 total
includes taxes & fees
Jan 5 - Jan 6, 2026
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
8.6 out of 10, Excellent, (34)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is ¥25,051
¥51,662 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
9.0 out of 10, Wonderful, (2)
"very nice and roomy! really enjoyed."
United States
Shack M.
The price is ¥21,450
¥47,220 total
includes taxes & fees
Jan 6 - Jan 7, 2026
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
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

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:

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

Frequently asked questions

Can I find a vacation rental in Williamstown?

Yes, we give you a choice of vacation rentals in Williamstown close to Hopkins Observatory, or you can choose a more remote option if you'd like a relaxing place to stay. Tourists like the college campus and art scene in Williamstown. You can also check out the museums while you're visiting.

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

2400sf Secluded Family Mountain House 16 Acres- 2 min to Jiminy Peak- near Lenox: This Williamstown vacation home rental is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Williamstown?

Choose from 35 Expedia vacation rentals in Williamstown for a memorable vacation.

What can I see and do in Williamstown?

Cultural attractions include Williams College Museum of Art and Sterling and Francine Clark Art Institute, 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 Williamstown Theatre Festival are other places worth a visit.

What are vacation rentals like in Williamstown?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Williamstown. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.