Pet-friendly vacation rentals in Williamstown

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Williamstown pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
The exterior of the lakefront home showcases a vibrant blue facade, framed by well-maintained green lawns and leafy trees. A spacious deck is visible, along with multiple large windows that enhance the inviting appearance of the property.
Home in Valatie
5 out of 5 average rating, 115 reviews

Escape to Lakefront Leisure—Amazing views!

BryanRating, 5 stars2 weeks ago
We had the BEST TIME at this fantastic Lakeside house in Valatie!  The house itself has 3 good bedrooms – 2 large bedrooms upstairs with a nice bathroom and tub.  The downstairs has the other cute bedroom, another full bathroom,  a good sized kitchen open to a great and large living and dining area. The VIEW from the main room is stunning and was our ‘TV’ for the week.  The lake is just gorgeous!  It has a little dock with kayaks and plenty of nice seating and lounge chairs.  It’s great to have a full grass lawn !  The pups loved the house and the yard and the lake!  The house was super clean and roomy but cozy in it’s feel.  So many great little towns nearby – it was just the perfect house to get away from the city!  The community was chill, even tho it was Memorial Day weekend.  Thanks to Michael who was super responsive (not that we needed anything!) but if we had a question. Etc.  Thank you Michael ! We hope to be back for another visit !!!  
Superhost
The historic farmhouse features a white exterior with a covered front porch and red doors. Surrounding the house is a spacious lawn with a variety of greenery, including tall trees in the background. The setting is peaceful, ideal for outdoor relaxation.
Home in Lanesborough
4.9 out of 5 average rating, 110 reviews

Elmwood Farmhouse

HannahRating, 5 stars2 weeks ago
Our friend group really enjoyed staying here on a rainy weekend in May. Hanging out by the wood burning stove and doing puzzles at the table was a highlight, and our dog loved being able to be outside on the dog run. The location was fantastic - right in between Lenox and North Adams - so we were able to access museums and hikes easily. Would highly recommend!
Guest favorite
An open living area features wooden beams and large windows, allowing natural light to fill the space. A dark sectional sofa is arranged around a rustic coffee table atop a light area rug. Comfortable chairs are positioned nearby, enhancing the inviting atmosphere.
Home in Chatham
4.89 out of 5 average rating, 171 reviews

Country house on Indian Creek

Becky Rating, 5 stars1 month ago
Alfredo's home was more peaceful than the photos could show. it was quiet, secluded and clean, inside and out. being close to stores and the town while having the feeling you're farther away from society was just what was needed for the stay.
Top guest favorite
A rustic living room features a large stone fireplace and wooden beams overhead. A red sofa with decorative pillows sits across from a unique wooden coffee table, which is centered on a colorful area rug. A lantern with candles adds a warm touch to the space.
Home in Wilmington
4.99 out of 5 average rating, 208 reviews

Vermont Sugar House Retreat

ValarieRating, 5 stars2 weeks ago
This home is certainly one that feels like home when you walk in the door! The warmth of the wood and decor, and little touches throughout, let us know how loved this home is. We had everything we needed for our 2-plus week stay, and our hosts were incredibly responsive and kind. It was lovely to hear the owls and running water at night, and I can imagine how lovely the fireplace would be to use during the colder months! Thank you for a lovely stay!!!
Guest favorite
An open living space features high wooden ceilings with exposed beams and a stylish pool table positioned at the center. A cozy couch sits nearby, with a staircase leading to a loft area visible in the background. Natural light fills the room through large windows.
Home in Dalton
4.93 out of 5 average rating, 194 reviews

Brooksong, the perfect Berkshires getaway

JoannaRating, 5 stars2 weeks ago
Thank you, Salome, for a wonderful stay. Our extended family felt very relaxed and comfortable in your lovely home. It was a rainy weekend, so it was especially nice that there was a pool table, a fuzeball table, and lots of places in the house to hang out together. The bedrooms and bathrooms were lovely and the shared space was large and inviting. We enjoyed making meals together in the open kitchen. And the neighbor was so picturesque! We loved staying next door to the horses and donkeys, and taking walks on your beautiful farm-filled road. Thanks so much for making our stay such a special weekend. We all hope to ba back again! Very best to you and yours, Joanna and family
Top guest favorite
A two-story house is set amidst greenery, featuring a fenced yard with varied foliage. A spacious deck equipped with a red umbrella is visible. A sunken fire pit is highlighted in the garden area, surrounded by trees and bordered by a quiet road.
Home in Craryville
4.92 out of 5 average rating, 119 reviews

The Gatehouse at Raspberry Ridge

HenryRating, 5 stars2 weeks ago
Lawrence and Ilze are great hosts! They actually just live next to the house and they own a farm. We took our kid to visit their farms with lots of beautiful chickens and roosters. My son even has a chance to feed the chickens. We will definitely come back!
Top guest favorite
The living room features a high, vaulted ceiling with large, triangular windows allowing ample natural light. A brick fireplace serves as a focal point, surrounded by a wooden mantel and decorative plants. A dining table sits nearby, and hardwood flooring is complemented by colorful area rugs.
Home in Ashfield
5 out of 5 average rating, 117 reviews

Sunny Chalet Nestled in the Woods of Ashfield

GarryRating, 5 stars3 weeks ago
Loved our stay ... We had a nice family dinner , could sit out on deck and enjoy the gorgeous view and our meal and then were able to take a short hike up the back trails and enjoy the gardens and store .... Hannah was awesome and very responsive and checking in to make sure that we were all set .. Thank you so much for allowing us to stay and enjoy our stay. We had a perfect weekend. Thank you, Garry and Family
Guest favorite
The exterior of the house displays a light-colored façade with multiple windows allowing natural light to illuminate the space. A front porch area with steps leads to the entrance, and surrounding greenery adds a touch of nature to the setting.
Home in Chatham
4.9 out of 5 average rating, 237 reviews

Pet-friendly. Private. Host leans left. F Trump.

JesseRating, 5 stars6 days ago
Beautiful property. Much better in person. Cozy. Private. Roomy. Peaceful. Fun. Great experience for my group of 6 friends reuniting for a high school reunion.

Pet-friendly home rentals with a pool

Guest favorite
The cozy interior features exposed wooden beams and warm lighting. A spacious bed is positioned alongside a sitting area with a sofa and chairs. A braided rug adds texture to the rustic floor, while windows invite natural light into the inviting space.
Tiny home in Brattleboro
4.93 out of 5 average rating, 121 reviews

“Elm” Cozy Pond-side Cabin w/wood stove

MollyRating, 5 stars3 weeks ago
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming
Guest favorite
Home in Colrain
4.9 out of 5 average rating, 129 reviews

The 1770 House

CatherineRating, 5 stars3 weeks ago
Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!
Guest favorite
A circular pool is set within a grassy area, surrounded by lush greenery. A shaded picnic area features a large table beneath a white umbrella. Colorful inflatables are visible on the water's surface, adding a playful touch to the serene outdoor setting.
Bungalow in Easthampton
4.92 out of 5 average rating, 504 reviews

The Creation Station

KennyRating, 5 stars1 month ago
Very nice place, beautiful big deck, awesome creativity to the lighting around the property. A walking path, fire pit, hot tub, big deck to relax on, and a fully equipped stage. It is a step above camping but not quite glamping. A lot of fun, and Apple is a sweet bonus hostess.
Guest favorite
A serene outdoor space features a large in-ground pool, reflecting the sky above. A wooden barn, designed for relaxation, stands in the background, with a deck that includes lounge chairs for easy enjoyment of the surrounding nature.
Tiny home in Ghent
4.97 out of 5 average rating, 156 reviews

Country Getaway Tiny House in woods w/Pool/Sauna

FrankRating, 5 stars7 months ago
Robert was an excellent host. Proactively reached out with help to find the home, and a whole host of recommendations. Great space, very private, and had everything you could need.
Guest favorite
The serene swimming pond is framed by lush greenery and vibrant flowers. A wooden deck with lounge chairs overlooks the water, while a gentle slope of open lawn leads to the rustic guest house, partially shaded by trees under a clear blue sky.
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars2 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favorite
A clear, inviting pool is surrounded by a well-maintained paved area, providing easy access. Lush greenery borders the space, while a secure fence enhances privacy. Sunlight reflects off the water, creating a serene atmosphere ideal for relaxation.
Cottage in Averill Park
4.94 out of 5 average rating, 139 reviews

Cozy cottage with pool, walking distance to lake

KennethRating, 5 stars1 month ago
Very clean. Well furnished kitchen. Spacious. Good value.
Guest favorite
A serene private pool is framed by natural stone, surrounded by lush greenery and a few lounge chairs. The inviting water reflects the sunlight, providing a tranquil space for relaxation. Umbrellas are positioned nearby for shade.
Barn in Newfane
4.97 out of 5 average rating, 151 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars3 months ago
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!
Top guest favorite
A white cottage is set amidst trees with autumn leaves, featuring a double garage door and a side window. The surrounding yard is grassy and dotted with fallen leaves, while the façade showcases a simple design complemented by a clear blue sky.
Cottage in Newfane
4.99 out of 5 average rating, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

ArielRating, 5 stars6 days ago
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.

Private, pet-friendly home rentals

Guest favorite
A spacious living area features rustic log walls and exposed wooden beams, complemented by large windows allowing natural light. Cozy furnishings include a white sofa and armchairs adorned with warm textiles. A stone fireplace serves as a focal point, accompanied by a wood console and a round table.
Home in Williamstown
4.96 out of 5 average rating, 26 reviews

Cozy Log Cottage in Berkshires on 1.6 Acres!

HeatherRating, 5 stars1 month ago
The cottage is absolutely charming! We loved Maggie’s thoughtful attention to detail and the cozy Ralph Lauren-inspired vibe - it truly felt like a home away from home. Maggie was incredibly responsive and helpful when we reached out, which we really appreciated. Overall, we’d happily recommend this cottage to anyone looking for a relaxing and stylish getaway!!
Superhost
The cabin features a rustic exterior with wood siding and a metal roof, set among trees. A spacious deck envelops the front, offering outdoor space to enjoy the surroundings. Two windows brighten the façade, providing natural light to the interior.
Cabin in Woodford
4.85 out of 5 average rating, 368 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

JianaRating, 5 stars2 weeks ago
We had a wonderful stay at Ali and Carson’s cabin! They were incredibly helpful and welcoming hosts. The Mountain View from the cabin is absolutely stunning, even with the rainy weather, it was breathtaking. We also enjoyed exploring the charming nearby towns, and our two dogs had a great time as well. Despite the rain, we loved our stay and are already looking forward to coming back when the weather is better. Highly recommend!
Top guest favorite
The guesthouse sits nestled among trees, featuring a rustic facade with large windows. A deck extends from the entrance, surrounded by greenery, providing a sense of seclusion. The surrounding area is characterized by verdant foliage and natural pathways leading to the house.
Guesthouse in Salem
4.97 out of 5 average rating, 108 reviews

Guest House at Hummingbird Hill

AmyRating, 5 stars3 weeks ago
Lovely place. A private separate building on a family property. We rushed in and out because we were there for a bike race, but I really wanted to stay longer and enjoy the space. I loved the two chairs set out in a tree shaded area. The bed was comfortable, the place had real charm, and Melissa was around and responsive.
Guest favorite
The bedroom features a spacious bed adorned with a neutral-colored quilt and decorative pillows, including one with a deer motif. Natural light filters through multiple windows, illuminating the warm wood paneling. A small desk and chairs complete the cozy space.
Cabin in Cambridge
4.97 out of 5 average rating, 31 reviews

Pond View Cabin. Off-Grid, Rustic & Dog Friendly.

EmilyRating, 5 stars2 weeks ago
Highly recommend Brian’s off grid cabin! His directions were very helpful and made navigating the generator, camp shower, and other on-site details super easy to understand and execute. His property is beautiful and peaceful. We’re already looking at our calendars for another time to visit. Our dog, Stumpy, very much enjoyed the outdoor access and pond. He didn’t want to leave!
Top guest favorite
A cozy cottage is positioned amidst a lush field of wildflowers, with vibrant greenery surrounding it. The blue exterior of the cottage complements the clear blue sky and mountains in the background, creating a serene and inviting environment.
Cottage in Pownal
4.98 out of 5 average rating, 40 reviews

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

CalebRating, 5 stars3 months ago
Loved our stay! Very clean and quiet. Nice and private as well. They allow pets which is awesome. Would love to stay here again.
Superhost
A welcoming entrance is depicted, featuring a staircase leading to an upper level. Surrounding vibrant flower beds showcase a variety of colorful blooms, including marigolds and lush foliage, enhancing the outdoor space's inviting appearance. Tall greenery borders the pathway.
Apartment in North Adams
4.64 out of 5 average rating, 171 reviews

The Crystal Flat

KenRating, 5 stars1 month ago
Great location and a really homey, spacious, and beautiful interior. And the host made check in and check out super simple. Great experience. Would stay again!
Top guest favorite
A welcoming porch features a decorative swing with two cushions and a small table, creating a serene space. Natural light filters through large windows, and colorful banners hang above, while a wooden structure nestles comfortably in the surrounding greenery.
Cabin in Guilford
4.99 out of 5 average rating, 138 reviews

Rustically Romantic Cabin Near Sweet Pond

KelleyRating, 5 stars2 weeks ago
This cottage was Magical. Reminds me of a cottage out of a storybook. Incredibly peaceful and quiet tucked in the woods. The cottage itself was so lovely and Lisa thought of everything. Well stocked with kitchen, bathroom supplies. I loved the games and record player with tons of records. The cottage is super clean and Lisa was an incredible host. I needed to contact her and she was very responsive and thoughtful. I would highly recommend and will be back in the fall ✌🏻
Guest favorite
Aerial view capturing a modern farmhouse cabin surrounded by vibrant autumn foliage. The landscape features a mix of lush trees in shades of orange, yellow, and green, with distant mountains visible under a clear blue sky. A dirt road borders the property.
Home in Pownal
4.91 out of 5 average rating, 35 reviews

Modern Farmhouse Retreat

AlexRating, 5 stars1 week ago
Unfortunately we could only spend two nights here. We loved the spaciousness of the downstairs. It was great to be able to walk our dog nearby. Williamstown and Bennington are very close. I loved hearing the rain on the roof the first night. The birds were amazing. We loved our experience here!

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    R1,075 ZAR 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

Destinations to explore