
House holiday 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.

A beautiful cozy house with a Burden Lake View!
This is a cozy lake house that has a sunny warm porch with couches and tables . We have a phone charging station and games for guests to enjoy . You walk into a living room with a large TV and dining room . The kitchen is small but modern with a dishwasher , coffee pot , and dishes . There is a porch attached to the back of the kitchen overlooking the beautiful lake! Please note: There is no lake access. Full basement with washer and dryer and a sitting area with games and dart board. No pets

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.

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.

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.

Vermont Winter Escape
Our home is nestled in the Green mtns, with quick access to the road. A babbling brook lulls you from the master bedroom, a clawfoot soaking tub, stocked home. Hiking, antiques, shops, lakes, ski, snowboard, covered bridges, local inns, mountain views! Scenic roads, ski nearby Mt. Snow, VAST snowmobile trails, Mt.Greylock, Mass MOCA museum, N.Adams, MA, Berkshires, Bennington, Wilmington. Great location! PEACEFUL PERFECT ROMANTIC Vermont getaway! ☺

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!

Steps to MoCA private house + SAUNA! Near SKI
Take advantage of our off season prices! This home is tucked away at a private 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. Important: all proceeds from your stay sponsor pro bono residencies for refugee & immigrant musicians. Nearest ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and many others.

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

Berkshire Mountain House

Adams Farm-"The Little Farmhouse"

Bougie B’s Mountainside Getaway

Berkshire Lakefront Home W/Pool-100%Renovated

Family Lodge at Jiminy Peak - Pools & Adventure

K House: Designer Home w Fireplace Close to Skiing

The Vermont Barn (Mount Snow)

Berkshire Getaway Ranch 3 acres + saltwater pool
Weekly house rentals

Cozy Log Cottage in Berkshires on 1.6 Acres!

Mountain Escape: book ski season & spring fun now!

The Vermont Farmhouse+Peaceful Countryside Escape

New Luxe Downtown Cottage | Walk to Shops & Dining

Charming Berkshire Retreat-Minutes to Williamstown

The Berkshires Hummingbird House

Colorful Urban Cabin Steps from Mass MoCA

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

Charming Victorian walking distance to Mass MoCa

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Cascades Cottage | Stylish Tudor on Gorgeous St.

The Old Pine House

Skiers - 10min to Berkshire East/30min to Mt Snow

An 18th century farmhouse

The Red House

3 Bed Mid-century Oasis next to State Park
When is the best time to visit Williamstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $326 SGD | $394 SGD | $343 SGD | $366 SGD | $366 SGD | $449 SGD | $366 SGD | $353 SGD | $361 SGD | $330 SGD | $366 SGD | $333 SGD |
| 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 holiday rentals
Explore 80 holiday rentals in Williamstown

Nightly prices starting at
Williamstown holiday rentals start at $77 SGD per night before taxes and fees

Verified guest reviews
Over 3,140 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Williamstown holiday rentals include wifi 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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- Rentals with a fireplace Williamstown
- Rentals with a firepit Williamstown
- Family-friendly rentals Williamstown
- Pet-friendly rentals Williamstown
- Rentals with a washing machine and dryer Williamstown
- Flat rentals Williamstown
- Rentals with outdoor seating Williamstown
- Rentals with a patio Williamstown
- House rentals Berkshire County
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- House rentals United States
- 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
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Saratoga Spa State Park
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Taconic State Park
- Butternut Ski Area and Tubing Center
- Mount Sugarloaf State Reservation
- Bromley Mountain Ski Resort
- Beartown State Forest
- Mount Tom State Reservation
- Albany Center Gallery
- Hildene, The Lincoln Family Home
- Peebles Island State Park




