
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.

Quiet Vermont Home with Amazing View
Beautiful, quiet location just over the border of Vermont. It is located 5 minutes from Williams College, 15 Minutes from Mass MOCA, 15 minutes from Bennington. 30 minutes from Jiminy Peak, 1 hour from Stratton & Mount Snow. The house is perfect for a family and offers a beautiful master bedroom with master bathroom. The full wrap around porch will be equipped with an outdoor table and chairs in the warmer months. A beautiful setting to get away but an easy drive to neighboring towns.

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.

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 Hudson Valley Cabin, Fully Stocked w/ Wifi
This charming location is perfect for a weekend (or longer!) getaway. With enough sleeping arrangements for 5 people, the cabin is ideal for a couple or a small group of close friends/family. Linens and toiletries are provided, as well as a fully stocked coffee bar. Escape from the everyday & enjoy experiences like Art Omi, local wineries, downtown Hudson & Chatham, skiing, hiking and so much more!

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.

Steps to MoCA private house + SAUNA!
Yes, the house is entirely private! 4 bed/1 bath home tucked away at a historical estate in central North Adams. Outdoor sauna, fire pits, gardens. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. Your stay sponsors pro bono residencies for refugee & immigrant musicians. Nearest ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and many others.

GreenHouse
Relax and enjoy the Berkshires at this peaceful place to stay in the beautiful Berkshires of western Massachusetts. GreenHouse is the guest cottage for the historic Hyde House which is on the National Register of Historic Places. Located within walking distance of Lee, Ma, the house is also conveniently located near Stockbridge and Lenox.

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.
Popular amenities for Williamstown house rentals
House rentals with a pool

2 BR 2BA Condo Jiminy Peak Retreat w Mtn Views

Berkshire Mountain House

Adams Farm-"The Little Farmhouse"

Bougie B’s Mountainside Getaway

Family Lodge at Jiminy Peak - Pools & Adventure

Stylish Rural Sanctuary! (+ Summer Pool)

The Vermont Barn (Mount Snow)

Woodland 5-BR Retreat 5-Min to Jiminy Peak
Weekly house rentals

Cozy Log Cottage in Berkshires on 1.6 Acres!

Cascades Cottage | Stylish Tudor on Gorgeous St.

The Vermont Farmhouse+Ski Bromley+Dog Friendly

Cozy home in North Adams

New Luxe Downtown Cottage | Walk to Shops & Dining

Charming Berkshire Retreat-Minutes to Williamstown

The Berkshires Hummingbird House

VT at its best -skiing, museums, trails & colleges
Private house rentals

Charming Victorian walking distance to Mass MoCa

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

Cozy Berkshire Cottage House-private fenced yard

An 18th century farmhouse

The Red House

3 Bed Mid-century Oasis next to State Park

Four Season Retreat

Barrett’s Summit
When is the best time to visit Williamstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,355 ZAR | R5,263 ZAR | R4,578 ZAR | R4,886 ZAR | R4,886 ZAR | R6,001 ZAR | R4,886 ZAR | R4,715 ZAR | R4,818 ZAR | R4,406 ZAR | R4,886 ZAR | R4,441 ZAR |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
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 R1,029 ZAR 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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- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Stratton Mountain Resort
- Berkshire East Mountain Resort
- John Boyd Thacher State Park
- Magic Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Catamount Mountain Ski Resort
- West Mountain Ski Resort
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
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- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
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- Beartown State Forest
- Mount Tom State Reservation
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Hooper Golf Course
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