
Pet-friendly vacation rentals in Williamstown
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Williamstown
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Location, location, location!
This 1600 sqft loft apartment is located at the corner of the two most happening streets of Downtown North Adams - Main Street & Eagle Street. Quintessential stores and restaurants are at your footstep, while MASS MoCA is within walking distance. The apartment has high ceilings, exposed beams, and was furnished in 2021 with an energetic vibe. Whether you intend to work-from-home or just relax, the turn-key operation and well-stocked loft apartment are designed to enhance your experience in town.

Netherwood - North Adams Guest House with Views
Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

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.

The Beer Diviner Brewery Apartment
The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

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.

Pumpkin Pine Cottage: your next adventure awaits!
Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Cute Cozy Comfy Cottage in the Berkshires
A cute cozy cottage sleeps 4 comfortably. One queensize bed and 1 pull out couch.. Dog friendly for up to 2 dogs at $100 per dog. My cottage sits on 13 privately owned acres. Partially fenced in 3 miles down the road from Jiminy Peak ski resort & summer activities and a short drive to Ramblewild adventure park. Hiking, boating, museums, shopping, restaurants- all sorts of activities in the Berkshires. Two minute ride to Bloom Meadows!

Peaceful Cabin in the Woods
Escape the noise and come relax in the middle of the beautiful Berkshire Hills. This classic log cabin has been recently renovated so that you can unwind and connect to the picturesque landscape that envelopes this property. You can drive 30 minutes west to North Adams and visit Mass Moca or 30 minutes east to Northampton, Amherst & Hadley. (Please note, 1/2 of the bedrooms is an open loft).

Dog Friendly Farm
Welcome to The June Arthur Farm! This beautiful spot has a long agricultural history. It hasn't been in production for the past 40 years but we're slowly bringing it back to life. It's once again producing good, happy, Hudson Valley food: eggs, fruit, lamb, and beef. We hope you'll come visit us. Note for the skiers out there: We're 20 minutes from Jiminy Peak!

Charming Art Filled Apartment
Charming and quirky, this 2nd floor apartment in a 120 year old house is decorated with art and antiques, like the living museum of an eccentric friend. Or a mini theme park for the mind. We are just blocks from downtown North Adams, on the main road into town. It’s literally a 2 minute drive to MASS MOCA, or a ten minute walk. Dogs are always welcome!
Popular amenities for Williamstown pet-friendly home rentals
Pet-friendly house rentals

Net Zero home with rustic Berkshire charm

The Post Haus: one-of-a-kind modern VT experience

Foliage Ready! Play Area, Crib, 11 Acre Farmhouse

Cozy home in North Adams

Home in Heartwellville, Vermont Romantic Escape

Charming Berkshire Retreat-Minutes to Williamstown

Brooksong, the perfect Berkshires getaway

In-town, cozy cottage.
Pet-friendly home rentals with a pool

Rustic Sunny Vermont Home near Mount Snow

Country Getaway Tiny House in woods w/Pool/Sauna

Leonard’s Log - Private Hot Tub, Fire Pit, A/C

Modern Barn on 12 acres w Sauna, FirePit+swimming

Beautiful rustic woods and fields retreat.

Cozy cottage with pool, walking distance to lake

Cozy Cottage near lake

Mt Snow Chalet: Peaceful Escape w/Hot Tub
Private, pet-friendly home rentals

Rustic Cabin in foothills of Green Mountains

Cascades Cottage | Stylish Tudor on Gorgeous St.

North Adams | MASS MoCA | 2 BRs | Parking + W/D

Mountain Escape: book Fall Color & Ski Season now!

The Vermont Farmhouse+Quaint Countryside+Holidays

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

Modern Farmhouse Retreat

Luxury Cabin | Fall Foliage, & Autumn Adventures
When is the best time to visit Williamstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,153 ZAR | R4,153 ZAR | R4,325 ZAR | R4,445 ZAR | R4,188 ZAR | R4,651 ZAR | R4,600 ZAR | R4,651 ZAR | R4,291 ZAR | R4,634 ZAR | R4,153 ZAR | R3,467 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 vacation rentals that are pet-friendly in Williamstown

Total vacation rentals
Explore 40 vacation rentals in Williamstown

Nightly prices starting at
Williamstown vacation rentals start at R1,030 ZAR per night before taxes and fees

Verified guest reviews
Over 2,020 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Williamstown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Williamstown rentals

4.8 Average rating
Williamstown stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals Berkshire County
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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
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Mount Tom State Reservation
- Beartown State Forest
- Hildene, The Lincoln Family Home
- Berkshire Botanical Garden
- Albany Center Gallery
- Peebles Island State Park
- Dorset Field Club




