
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.

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.

Historic House on the Hill by Evergreen Home
Evergreen Home Vacation Rentals invites you to this spacious, recently renovated late 19th-century Victorian. Located within walking distance of downtown North Adams and Mass MoCA, this home is the perfect base for visiting MCLA or Williams College. Relax on the second-floor balcony or enjoy dinner on the deck under stylish café lights. Featuring 3 bedrooms, a full kitchen, and smart amenities, you are just 30 minutes from Jiminy Peak. Experience historic charm and modern comfort.

Vermont Farmhouse •Walk to Village & Hiking Trails
Experience the magic of this restored 1860s Vermont farmhouse, where historic charm meets modern luxury. This 1,700 sq ft retreat offers 2 cozy bedrooms, 2.5 baths, and sun-drenched living spaces. Relax in Adirondack rockers on the expansive deck, explore 280 acres of woodland trails right outside your door, or take a short stroll into the village. Later, gather at the fire pit for s’mores under the stars. Welcome to your quintessential New England escape at The Vermont Farmhouse.

Steps to MoCA private house + SAUNA! Near SKI
Near Ski & Museums! Welcome to the Gardener’s Cottage at Chase Hill—the historic estate of the owners of the factory that became MASS MoCA. More than just houses, Chase Hill is an experience: gardens, fire pits, sauna, massages, occasional music rehearsals. Just a 5-minute walk to MASS MoCA, 10 mins by car to Williams & Clark. YOUR STAY SPONSORS PRO BONO RESIDENCE FOR REFUGEE & iMMIGRANT MUSICIANS. Nearest ⛷️ SKI resorts: Jiminy Peak, Berkshire East Mountain and many others!

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.

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.

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

Snowdrop Lodge: Beautiful Condo at Jiminy Peak

2 BR 2BA Condo Jiminy Peak Retreat w Mtn Views

Berkshire Mountain House

Adams Farm-"The Little Farmhouse"

Corey Road Condo | @ Jiminy Peak • Pool • Hot Tub

Berkshire Lakefront Home W/Pool-100%Renovated

Winter Skiing @ Mt Snow! Ski off trail sleeps 8.

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

Cozy Log Cottage in Berkshires on 1.6 Acres!

Cascades Cottage | Stylish Tudor on Gorgeous St.

Cozy home in North Adams

Barrett’s Summit

New Boutique Downtown Cottage – Walk to Everything

Modern Farmhouse Retreat

Colorful Urban Cabin Steps from Mass MoCA

In-town, cozy cottage.
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

The Old Pine House

Beautiful, cozy house for rent

The Red House

3 Bed Mid-century Oasis next to State Park

Four Season Retreat
When is the best time to visit Williamstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $431 NZD | $521 NZD | $453 NZD | $484 NZD | $484 NZD | $594 NZD | $484 NZD | $467 NZD | $477 NZD | $501 NZD | $467 NZD | $470 NZD |
| 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 $102 NZD per night before taxes and fees

Verified guest reviews
Over 3,310 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Williamstown holiday 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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- Rentals with a fire pit Williamstown
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- Rentals with a fireplace Williamstown
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- Rentals with a patio Williamstown
- Rentals with a washing machine and dryer Williamstown
- Family-friendly rentals Williamstown
- Pet-friendly rentals Williamstown
- House rentals Berkshire County
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- House rentals United States
- Stratton Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Catamount Mountain Ski Resort
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- West Mountain Ski Resort
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Saratoga Spa State Park
- Norman Rockwell Museum
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Naumkeag
- National Museum of Racing and Hall of Fame
- June Farms
- Hancock Shaker Village
- New York State Museum
- Congress Park




