Pet-friendly vacation rentals in Williamstown

Find and book unique pet-friendly homes on Airbnb

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 €62 per night before taxes and fees
Verified guest reviews
Over 1,620 verified reviews to help you choose
Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities
Rentals with dedicated workspaces
10 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
4.9 Average rating
Williamstown stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated pet-friendly home rentals in Williamstown

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

Cabin in East Nassau

Fall Foliage Luxury Cabin & View Autumn Adventures

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit, large Webber Grill, radiant floor, EV charging, and the MOST STUNNING view!

PetsOutdoor spacesHospitality

4.97 out of 5 average rating, 110 reviews

Guest favorite

The living area features warm wooden floors and a cozy seating arrangement, including a sofa and an armchair. Light pours through the window, illuminating a colorful area rug and a coffee table adorned with books. A pair of opened doors leads to the spacious bedroom, showcasing a bed with decorative bedding.

Apartment in North Adams

Private guest apartment. One block from downtown.

Private guest apartment located on quiet dead end street on 1 acre of tree lined land. Super spacious and full of character , this first floor apartment is centrally located between MassMoCA and MCLA, and only one block from downtown North Adams . The main bedroom has a queen sized bed. The spare room, off of the living room , is smaller but has enough space for a comfy full size bed, and a closet . The pullout sofa in the living room also sleeps 2. A perfect spot for your Berkshire getaway!

Outdoor spacesPetsCheck-in

4.91 out of 5 average rating, 512 reviews

Guest favorite

The unique dome-shaped structure is composed of iron and cement, surrounded by lush greenery. Large windows create a bright and airy atmosphere, while the greenhouse-style addition at the front enhances the connection to nature.

Dome in Bennington

5BR Rustic Mountain Sanctuary Dome Home

Find connection in this secluded mountainous retreat. Enmeshed in the natural landscape, this space is only accessible via unpaved roads. Even the journey here is part of the adventure. *4WD & Snowtires are needed during winter & early spring due to the possibility of snow or mud* This property requires a lot of upkeep and the steward will likely be onsite during your stay, however the whole house will be exclusively reserved for your booking. This space will rejuvenate & inspire

Outdoor spacesPetsValue

4.94 out of 5 average rating, 139 reviews

Top guest favorite

A wooden structure with a deck extends into the greenery, framed by tall hop poles. The building features a large front porch, inviting outdoor seating, and an entrance accentuated by surrounding trees and a grassy area leading up to it.

Apartment in Petersburg

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.

WalkabilityPetsBathroom

4.9 out of 5 average rating, 235 reviews

Top guest favorite

A pathway lined with lush greenery leads to a bungalow with a screened-in porch, featuring outdoor seating. The soft sunlight filters through the foliage, creating a serene entrance to the welcoming space.

Home in Williamstown

Hollywood Bungalow in the Berkshires #C0191633410

Cool Cozy Rustic Country Bungalow with 7.1 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, 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.

PetsWalkabilityAccuracy

4.9 out of 5 average rating, 242 reviews

Top guest favorite

A charming Victorian home is showcased at dusk, with bright windows illuminating the exterior. The wraparound porch features decorative railings and flower planters, complementing the elegant architectural details. The two-story structure is framed by a darkening sky, enhancing its inviting presence in the neighborhood.

Home in Adams

Beautiful Victorian. The heart of the Berkshires.

The whole group will enjoy easy access to everything from this centrally located place. The house has been completely renovated. The side patio has plenty of room for a large group with a brand new Weber grill and propane fire pit. Enjoy morning coffee on the front porch. Just steps from the Ashuwillicook Rail Trail. Greylock Glen is less than a half mile away with hiking trails. Mass MoCA is 5 miles away. This Victorian beauty is cozy, warm, and inviting.

WalkabilityOutdoor spacesCheckout

4.91 out of 5 average rating, 149 reviews

Top guest favorite

A charming blue cottage with a wooden fence is showcased, featuring an American flag mounted on the front. The entrance includes a door framed by two windows, and a rustic fence leads to the path, surrounded by autumn leaves and forest greenery.

Cottage in Williamstown

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!

PetsOutdoor spacesQuiet

4.9 out of 5 average rating, 211 reviews

Top guest favorite

A bright living area is highlighted by large windows offering expansive mountain views. A colorful abstract artwork hangs against a brick wall, framed by a green houseplant. A wooden coffee table sits atop a patterned rug, complemented by a cozy sofa and a wall-mounted TV.

Cottage in Williamstown

Artistic Nature Cottage

Kalarama Cottage is a newly renovated space in the middle of nature! Make yourself right at home in this quiet, private and peaceful location. The cottage is overlooking a beautiful forested mountain range, with easy access to hiking, biking, and cross-country ski trails right out the door. Kalarama is bright and sunny with stunning views. Come to unwind, enjoy nature, read, meditate or just work remotely from our 23 acre property!

Outdoor spacesWalkabilityView

4.99 out of 5 average rating, 141 reviews

Top guest favorite

A white farmhouse with a spacious front porch features rocking chairs and a welcoming front yard. A friendly dog is seen sitting on the green grass, surrounded by autumn foliage. The structure's windows and a gabled roof enhance its charming exterior.

Home in Bennington

The Vermont Farmhouse|Hiking|Dog Trails|Village

The Luxury of Slowing Down — Vermont Style. Leave the rush behind and feel rested, reconnected and renewed at our dog-friendly, beautifully restored 1860s farmhouse. Wide-plank floors, sun-filled rooms and modern comforts create a warm, impeccably clean retreat. Walk across the road into 280 acres of peaceful Mile Around Woods trails, or stroll into historic North Bennington for cafés and shops. It's all right at your doorstep.

Outdoor spacesWalkabilityAccess

5.0 out of 5 average rating, 138 reviews

Guest favorite

A stylishly arranged bar cart features an assortment of glassware, including elegantly shaped tumblers and a decanter. A bottle of rosé is prominently displayed, with a mirror reflecting the setup, enhancing the visual appeal of the collection.

Home in North Adams

Houghton Hill: Style and History in the Berkshires

Enjoy fresh air and warm sun at the top of Houghton Street. And it's an 8-minute walk to MASS MoCA and the town center. Our charming 1850s built home features updated kitchen and bathrooms, fast Wi-Fi, modern amenities, washer/dryer, AC and heat, three large porches, backyard grill and fire pit, and plenty of room to relax indoors and outdoors. Three bedrooms and full bath upstairs, one bedroom and full bath downstairs.

WalkabilityPetsGrill

4.93 out of 5 average rating, 100 reviews

Top guest favorite

The light-filled living room features a comfortable gray couch with decorative pillows, a vintage coffee table, and an eclectic mix of artwork on the walls. A television is positioned on a wooden stand, and diverse seating options are provided by antique chairs and a small dining table.

Apartment in North Adams

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!

WalkabilityPetsQuiet

4.98 out of 5 average rating, 201 reviews

Top guest favorite

Guesthouse in North Adams

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. Please indicate the number of suites you will need (1, 2, or 3).

PetsWalkabilityGetting around

5.0 out of 5 average rating, 337 reviews