Pet-friendly vacation rentals in Williamstown

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Williamstown pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
A two-story gray house is set on a lush, green property with a gravel driveway. Surrounding trees and bushes create a natural buffer, while a white car is parked in front. The sky is partly cloudy, enhancing the serene atmosphere of the property.
Home in Pittsfield
4.93 out of 5 average rating, 15 reviews

The Waffles House-cozy 4br w/hot tub, central loc

ElizabethRating, 5 stars3 months ago
Very cute spot it's everything you need for a nice weekend. Love that it is dog friendly. The hot tub was perfect for the snowy weekend. Anne communicated really well. There were blankets for snuggling. We skied at Jiminy Peak, about 25 minutes away. This was conveniently located and close to restaurants and amenities.
Guest favorite
A fenced outdoor area features a grassy space surrounded by colorful autumn foliage. Two blue adirondack chairs are positioned beside a small grill, inviting relaxation and outdoor dining. A stone chimney adds a rustic touch to the charming setting.
Home in Wardsboro
4.93 out of 5 average rating, 40 reviews

Riverside Chalet near Mt. Snow & Stratton resorts

IrinaRating, 5 stars2 months ago
My family really enjoyed the stay. It is super close to Mt Snow (6 minutes) but since we’ve had all our bookings at the Stratton Mountain- we went there ( about 20 minute drive which was super fast and convenient). Very clean home with clean bathroom and sheets. My kids didn’t want to leave. Justin was always responsive and very friendly. But there weren’t any issues we needed to contact him about. Would come back again. It was a perfect winter break for us. Thank you Justin and Adriana.
Guest favorite
A scenic road stretches into the distance, bordered by trees displaying vibrant autumn colors. Green and orange foliage contrasts against the cloudy sky, while a white picket fence runs along one side of the road, enhancing the natural landscape.
Home in Shaftsbury
4.86 out of 5 average rating, 127 reviews

Quaint One-Story Vermont House with Mountain View

JacquesRating, 5 stars1 week ago
Great stay. Very quiet and peaceful. Place was immaculate on arrival.
Guest favorite
Home in Jamaica
5 out of 5 average rating, 13 reviews

Magic Cottage in Jamaica Vermont

SamRating, 5 stars1 month ago
Melanie’s place was terrific! It is a great comfortable place, plenty of size for the whole family. We cooked great family meals in the evening and enjoyed the board games in the house. Approximately equal distance to Stratton, Magic or Mt Snow- 25min
Guest favorite
The kitchen features wooden cabinetry, a marble countertop, and a sleek black refrigerator. A gray runner rug lies along the hardwood floor, extending towards a window adorned with sheer curtains, allowing natural light to illuminate the space.
Home in Saratoga Springs
4.81 out of 5 average rating, 84 reviews

3br/2ba Family Friendly home- 1mi from the track!

DorrieRating, 5 stars6 months ago
Brooke's place is a good size...lots of room and so many nice touches (especially the abundant amenities provided for a small child). Very clean. Just as pictured. All good. The only thing I'd say as a bit of info to a prospective Airbnb-er, is that this location is not a walk to town spot, unless you consider 1.7 miles to the main shopping/dining area walkable. That said, it is still incredibly convenient...super quick drive to town or to race track or the lake...all while staying in a quiet, woodsy neighborhood setting.
Superhost
An outdoor space is highlighted by a fire pit surrounded by chairs, with a view of the large sundeck adorned with an umbrella. The deck leads to a well-maintained grassy area, flanked by trees, creating a serene environment for relaxation.
Home in West Stockbridge
5 out of 5 average rating, 5 reviews

Sunny Decks with Views in Stockbridge!

LyndseyRating, 5 stars17 months ago
we stayed for the Thanksgiving holiday to have more space for family and friends to visit. this was definitely the nicest Airbnb we have stayed in and would highly recommend it if you plan to stay in the Berkshires. you are within minutes to everything you might need but secluded enough for you to feel like you're the only ones there. we loved the fire pit and the house is spacious and beautiful. the house had some really neat features as well such as the old antique music box was super cool and played with the most amazing sound. we will be back.
Superhost
A comfortable living area is highlighted by a gray sectional sofa and a wooden coffee table. A patterned area rug adorns the floor, while a tall bookshelf displays various items. Natural light enters through the window, complementing the warm color of the walls.
Home in North Adams
4.72 out of 5 average rating, 50 reviews

Large Charming Home close to MassMoca

CatalinaRating, 5 stars3 months ago
Had a lovely holiday week in Nancy’s home! We felt right at home. The home was cozy and beautifully sun lit in the mornings ! Nancy had decorated before leaving and it was adorable and sweet. The yard was amazing for my 2 large dogs - they ran around and found toys to play with. The area was walkable with sidewalks that were mostly cleared after the snow. Hilly for sure ! Good workout hehe Super close to MassMoCA and the center of North Adams. Walked a few times with the dogs. There’s a dog run near by as well. A short drive from Bennington, Pittsfield and a handful of ski resorts. We had a great stay. Friendly neighbors, communicative host and lovely surroundings :) would love to be back!
Superhost
Home in Ghent
4.9 out of 5 average rating, 10 reviews

Farmhouse and Guesthouse w Pool, Pond and Sauna!

DavidRating, 5 stars20 months ago
Donna was an amazing host and extremely responsive. The property was beautiful and exactly as described in the listing. The pool, pond, sauna’s made the entire experience feel like a special escape from the city. I highly recommend this property and can’t wait to go back!

Pet-friendly home rentals with a pool

Superhost
A spacious porch features wooden flooring and a ceiling with exposed beams. Two Adirondack chairs are positioned invitingly, perfect for enjoying the surrounding nature. Sunlight casts shadows on the porch, highlighting the log cabin's rustic charm and the lush greenery beyond.
Cabin in Wardsboro
4.92 out of 5 average rating, 201 reviews

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

IsabelRating, 5 stars1 month ago
This was the second time I booked Erin’s place and my group and I loved it! The outdoor jacuzzi is a huge highlight. The house is spacious and very comfortable.
Superhost
A two-story house with a brown wooden exterior is depicted. It features large windows for natural light and a spacious wraparound deck, furnished with multiple outdoor chairs and a table. Surrounding colorful autumn trees enhance the serene setting.
Cabin in Hudson
4.88 out of 5 average rating, 8 reviews

Hudson Hill House - Sun & Fun w/ Pool near Hudson

KatRating, 5 stars6 months ago
I had an incredible stay. The house is tucked away in the woods and feels very peaceful. The house itself is beautifully and tastefully decorated. It’s spacious and comfortable. The host was responsive and welcoming. I would most definitely return!
Guest favorite
A detached red barn is surrounded by a grassy yard, with patches of snow visible on the ground. The property features a gravel driveway leading to the barn's double garage doors. Mature trees line the background, offering a natural setting.
Guesthouse in Lenox
4.91 out of 5 average rating, 232 reviews

Modern Barn with Loft at House on Golden Hill

ChloeRating, 5 stars4 days ago
We had a great time - coming from the city, it was a perfect rural getaway for us. It was also a short drive to downtown Lenox. Thank you for a lovely stay!
Guest favorite
A natural swimming pond is framed by lush greenery and a sandy shore. Two lounge chairs are positioned under a striped umbrella, providing a serene space to enjoy the surroundings. In the background, the guest house is nestled among trees on the 12-acre property.
Home in Ghent
4.88 out of 5 average rating, 313 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

michaelRating, 5 stars1 month ago
there was lots to do inside the house as well as outside. everything was amazing
Superhost
A red barn stands prominently against a clear sky, surrounded by rolling green grass. A group of goats is gathered near the barn's entrance, adding a lively touch to the pastoral scene.
Cottage in Hudson
4.81 out of 5 average rating, 103 reviews

Saltwater Pool & Cottage@ Hudsons ClearCreekFarm

NicoleRating, 5 stars6 months ago
We had an excellent experience with Todd and his cottage. It was a perfect weekend getaway. The space was very quiet and peaceful but close to local attractions. Todd had great recommendations for restaurants, shops, wineries, breweries, and other activities, all of which were no more than 10 minutes from the cottage via car. The space was small but appeared exactly as described in the listing. It was a perfect option for us and our dog. We would definitely return in the future!
Superhost
A serene outdoor scene features a reflecting pool surrounded by a grassy area. A wooden barn stands in the background, partially shaded, with a deck area furnished with lounge chairs. Lush greenery is visible in the surrounding landscape under a partly cloudy sky.
Tiny home in Ghent
4.95 out of 5 average rating, 131 reviews

Country Getaway Tiny House in Woods w/Pool/Sauna.

NataliaRating, 5 stars6 months ago
House was very clean and comfortable. Loved the decor and bed was super comfortable and cosy. Everything was there in the house- kitchen, bathroom, hot water. Well styled decor. Spotless. Felt very private and peaceful. Location was not as picturesque as I prefer, but fairly close to sight seeing.
Guest favorite
A cozy bungalow is partially obscured by lush greenery, with a spacious patio featuring a dining table under a large umbrella. Sunlight filters through the trees, creating a relaxed outdoor space that invites leisurely activities.
Home in Williamstown
4.89 out of 5 average rating, 217 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars2 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.
Superhost
A log cabin home is showcased amidst falling snow, with a spacious deck and railing visible. Large windows reveal light from inside, while the sloped roof is covered in snow. Surrounding trees can be seen partially obscured by the snowfall.
Cabin in Wardsboro
4.91 out of 5 average rating, 226 reviews

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

KristynRating, 5 stars1 month ago
Mike's place was perfect for a large group looking to ski or snowboard. Mike was extremely responsive. The house was huge and filled with games to keep everyone entertained. We would definitely recommend this space.

Private, pet-friendly home rentals

Top guest favorite
A play area is visible, featuring a large wooden playset with a slide, set against a green lawn. Lush trees and flowering shrubs create a natural backdrop, adding a sense of tranquility to the outdoor space.
Home in Cambridge
4.97 out of 5 average rating, 39 reviews

Country hideaway

GwenRating, 5 stars8 months ago
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!
Superhost
A gravel pathway meanders beside a single-story house, bordered by lush greenery and colorful autumn leaves. The path leads to the surrounding forest, inviting exploration. A small set of steps is visible next to the house’s entrance, adding to the inviting nature of the setting.
Home in Stephentown
4.8 out of 5 average rating, 76 reviews

A Magic Spot: Booking year round.

PhilRating, 5 stars6 months ago
the airbnb is very homey, well stocked, and easy to navigate. we had one slight issue with a mess that was not found by the cleaning crew, but robert was friendly and shared our concern about this.
Guest favorite
An outdoor deck features rustic wooden furniture, including a round table and accent chairs. A golden retriever is seen on the red-painted floor, surrounded by fallen leaves. The entrance of the A-frame home is visible, with a red door and large windows framed by trees.
Tiny home in Wardsboro
4.94 out of 5 average rating, 324 reviews

Little Red House Vermont

JorgeRating, 5 stars1 month ago
What an amazing place to visit Vermont. I had a great time at the little red house. The place is beautiful and quiet. It is a 12 min drive to Mount Snow. Joe has a bunch of classic DVDs and we enjoyed some of them during our stay. The place is very clean and there is warm water and WiFi.
Guest favorite
The cabin's exterior features warm wooden siding and a welcoming porch wrapped with a railing. A prominent American flag is displayed, complemented by seasonal flowers and landscaping. The porch is set with outdoor furniture, providing a cozy spot to relax and enjoy the surroundings.
Cabin in East Nassau
4.96 out of 5 average rating, 45 reviews

Cozy Country Cabin: Skiing,Hiking, fishing.

MeganRating, 5 stars5 days ago
Thank you for hosting us for the weekend! We had the most relaxing stay, it was exactly what we needed. Truly never would have had to leave the property if we didn't want to. Perfect getaway.
Superhost
A serene lakefront scene is depicted, featuring calm water reflecting the sky and surrounding trees. A small dock extends into the water, offering a place for fishing or relaxing. Lush greenery is visible along the shore, enhancing the natural beauty of the area.
Cottage in Valatie
4.86 out of 5 average rating, 44 reviews

Hudson: MV Buren 2 bedroom cottage Lake Property

DanielRating, 5 stars2 months ago
Everything was exactly as it was in the Description. It was a bit tricky finding the exact location reason being it was dark out when we arrived. However, Ann & Francois were great and responded quickly and stood on the phone with us and guided us until we arrived at the front door. all-inall it was a very pleasant stay and experience. We will definitely look forward to another visit. I recommend this place to all who enjoy these types of experiences.
Superhost
A serene outdoor space is highlighted by a circle of teal chairs surrounding a firepit, nestled among vibrant autumn foliage. Tall trees with colorful leaves create a peaceful backdrop, framing the spacious yard that invites relaxation and connection with nature.
Apartment in Wilmington
4.65 out of 5 average rating, 62 reviews

2 br apartment 12 mins to Mount Snow Unit #2

BrittanyRating, 5 stars5 months ago
They were upfront about the noise, and it really wasn’t much of an issue at all. Certainly noise from others, but nothing for concern. Enjoyed our stay!
Superhost
A modern tiny house featuring a wooden exterior is nestled among pine trees. The area is adorned with gravel and wooded accents, providing a natural setting. Outdoor seating is arranged in front, including wooden chairs and a fire pit, inviting relaxation.
Tiny home in Cambridge
5 out of 5 average rating, 8 reviews

Sowilo Pine House. All-inclusive food and drinks.

EliaRating, 5 stars5 days ago
Great place for a getaway in the mountains!Hunor and his family are very kind and accommodating. The tiny home was so nice and cozy, the views were amazing, the food was delicious, and the service was 10/10. There’s so much to do in the area and there are also great amenities at Sowilo. I would come again.
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
4.91 out of 5 average rating, 448 reviews

Private guest apartment. One block from downtown.

TomRating, 5 stars2 weeks ago
The stay itself was wonderful! As advertised, it was well within walking distance from the downtown area, was cozy, and looked exactly like the pictures showed. 5/5 stars What pushed it over the edge from a good Airbnb to GREAT, was the attention Jennifer paid to small additional details - little chocolates to welcome us, snacks intentionally set out for us, water bottles, and a few other things speak to how good of a host she is. 6/5 stars 5/5 stars for Jennifer and her lovely apartment, 3/5 stars for Airbnb: we didn't get a message from Airbnb until we were checking out that her messaging wasn't working, so a couple messages went unanswered. Jennifer had put her number in 3 different locations explaining this, so she was super proactive, we were just a little unobservant in seeing that.

Quick stats about vacation rentals that are pet-friendly in Williamstown

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

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