
House vacation rentals in Williamstown
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Top-rated house rentals in Williamstown
Guests agree: these houses are highly rated for location, cleanliness, and more.

Quality, Comfort, Charm in Williamstown Center
Stay at this completely renovated house in the center of Williamstown! Conveniently located in a quiet neighborhood within easy walking distance to the town center, Williams College and The Clark Art Institute. The house was fully renovated in 2021. All new everything including appliances, a luxurious tile shower, fresh sheets and towels and lovely furnishings, all to make your stay comfortable and cozy. The living room has a beautiful gas fireplace and smart tv and in the summer, central air.

Bernie's & Betty's
Comfortably sleeping 6 with a large yard and screened-in porch, this charming 3-bedroom house is perfect for families looking for fun and adventure in the beautiful Berkshires. Minutes from Mass MoCA, Williamstown, and the Appalachian Trail, it is also an easy trip to Lenox (including Tanglewood) and other South Berkshire attractions. If you like the outdoors, you will love the easy access to ski slopes, hiking and biking trails. There is aTesla universal level 2 charger on the premises.

A paradise in the woods, minutes from MASS MoCA
Stay and wake up to the magic Berkshire sunlight ! Nestled on a quiet hill on the back of MassMoca, this house is only 3 minute drive from downtown. It was renovated in 2021 with brand new wood floors in the living room and master bedroom, and an updated bathroom with hot tub. This is a second home to the owners, who sometimes come to the area for work, the arts, and the outdoors. They treat every corner of the house with love and care, and want to share this serene experience with you.

Steps to MoCA private house + SAUNA!
In North Adams—one of the Berkshires’ prime destinations for fall colors— Chase Hill sits on a hilltop oasis just above MoCA (3 minutes by walk). Once home to the owners of the factory that became MASS MoCA, the whimsically restored house is part of this private historic estate. Only 10 minutes’ drive to Williams College & The Clark, and steps to downtown restaurants. ✨ Your stay enables us to host refugee & immigrant musicians pro bono year-round. More info on @chasehillartistretreat.

1890 House
Back online after renovations. This beautiful Victorian farmhouse is situated on a 1/2 acre with great views of Mount Greylock, surrounding mountains and quaint town of Adams. The wraparound porch is perfect for relaxing. It is fully furnished and has a fully equipped kitchen. There is a wood stove in living room. Walking distance to Adams/supermarket. Short drive North Adams (MASSMoCA), Williamstown (Clark Museum) and Jiminy Peak (ski resort) which is 30 minutes drive.

Hollywood Bungalow in the Berkshires #C0191633410
Cool Cozy Rustic Country Bungalow with Screening Room on filmmakers/artists' enclave that's well-located in clean and beautiful Williamstown, near incredible Hiking Trails, Farms, Skiing, MASS MoCA, Clark Art Institute, Williams College, with Pool access, Cable & Smart TV, Porch and Patio, Grill, Fire Pit, Piano Bar Outbuilding with stereo & its own WIFI, First Floor Bathroom with Jacuzzi Bathtub, Laundry, fast WIFI, and lots of outlets in a quiet area on a quiet street.

Berkshire Mountain retreat with Urban eco-luxuries
600 West Rd (an eco-friendly energy efficient home) serves as a haven of relaxation in the mountains, with all the comforts and conveniences of urban luxury. We are located in a prime location, directly in between Stockbridge, Lenox and Lee and only 15 minutes to Great Barrington. Whether you are here to ski, hike, hear the great musicians at Tanglewood, take in a play at Shakespeare & Co, or just relax by the firepit- we hope you enjoy your stay and will visit us again.

The Gate House--Experience Vermont!
The Gate House is a historic property located at the foothills of Mt Anthony. Built in 1865, the original structure of the house served as the gate house to the Colgate Estate, one of the most beautiful properties in Southwestern Vermont. Our home is just a few short miles to downtown where you can find local restaurants and breweries. We are not far from some of the best skiing/riding in the Northeast at Mt Snow, Bromley, Stratton and Prospect Mountains.

North Adams Getaway-walk to MASS MoCA
BRAND NEW! Ready for guests to enjoy all the Berkshires has to offer! Whether you are visiting for work or pleasure, with family or friends this is a perfect place for you. Located in downtown North Adams you are surrounded by breath taking mountains and foliage, nestled between award winning museums, access to great food, and a short drive to ski resorts, breweries, Tanglewood, the highest peak in MA, and more. A true outdoorsman paradise. BOOK NOW!

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

The old sawmill from 1771
The oldest house in town, fully renovated. Beautiful two-story living room with leafy, private back deck for meals outside. Kitchen with stone counters, gas cook top, and dishwasher; two bathrooms with warm floors. Floorboards upstairs a foot wide; queen size bed with view over the trees, creek and porch.

Cheerful 1 bedroom cottage
Located one mile from the historic village of North Bennington, this newly renovated one bedroom, one bath (with full kitchen) affords all the comforts of home while providing easy access to both Bennington College (within two miles) and the many attractions of the surrounding area.
Popular amenities for Williamstown house rentals
House rentals with a pool

Berkshire Mountain House

Adams Farm-"The Little Farmhouse"

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Bougie B’s Mountainside Getaway

Luxe Retreat+Sauna+HotTub & Swimming on 12 acres

Red Rock Summit: Mtn Escape w/ Pool, Sauna + Views

Stylish Rural Sanctuary! (+ Summer Pool)

Town & Country Getaway: Pool Gardens Views 6 Acres
Weekly house rentals

Cozy Home in Pownal VT

Cozy home in North Adams

New Luxe Downtown Cottage | Walk to Shops & Dining

Brooksong, the perfect Berkshires getaway

The Berkshires Hummingbird House

In-town, cozy cottage.

VT at its best! - near museums, trails & colleges

Colorful Urban Cabin Steps from Mass MoCA
Private house rentals

Cozy Log Cottage in Berkshires on 1.6 Acres!

New Berkshire home - 3 bed, 2.5 bath w/views

Cascades Cottage | Stylish Tudor on Gorgeous St.

Cozy Berkshire Cottage House-private fenced yard

The Vermont Farmhouse+Charming Countryside Views

Four Season Retreat

3 Bed Mid-century Oasis next to State Park

The Red House
Quick stats about house rentals in Williamstown
Total vacation rentals
Explore 80 vacation rentals in Williamstown
Nightly prices starting at
Williamstown vacation rentals start at G$12,535 GYD per night before taxes and fees
Verified guest reviews
Over 3,140 verified reviews to help you choose
Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wi-Fi availability
80 of Williamstown vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Williamstown rentals
4.9 Average rating
Williamstown stays are highly rated by guests—averaging 4.9 out of 5!
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