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Pet-friendly vacation rentals in The Berkshires

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for The Berkshires pet-friendly home rentals

Pet-friendly cabin rentals

Top guest favorite
Cabin in Cornwallville
4.97 out of 5 average rating, 553 reviews

The Log Cabin in the Catskills

Lyndyn-AndrewRating, 5 stars2 weeks ago
This my third time back to Ellen’s cabin. It’s great place for a weekend in the Catskills. The property is beautiful and very private. The area surrounding the cabin is equally as beautiful. I plan to come back for many years to come.
Guest favorite
Cabin in Saugerties
4.87 out of 5 average rating, 270 reviews

40-Foot Container Cabin in the Catskills

JamesRating, 5 stars2 weeks ago
Amazing spot, great weekend, would happily come back in the future :)
Top guest favorite
Cabin in Boiceville
4.98 out of 5 average rating, 508 reviews

Winston's Place - Woodland Cozy Catskills Cabin

KerryRating, 5 stars2 weeks ago
Had a great time! Was perfect for a few days away with my husband and dogs. Everything was clean and as described (it's even better than the photos!) and the area was a lot of fun to explore. There are tons of hikes and other outdoorsy things nearby and Woodstock is a quick 20 minute drive, so the location gives you get the best of both worlds.
Guest favorite
Cabin in Prattsville
4.91 out of 5 average rating, 244 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

LandonRating, 5 stars4 days ago
Very cute and convenient stay. We had everything we needed and more. We would recommend this place to anyone desiring to get away and enjoy the Catskills.
Top guest favorite
Cabin in Saugerties
4.99 out of 5 average rating, 101 reviews

Cozy Catskills Cabin

StevenRating, 5 stars2 weeks ago
I know the area super well so have a good perspective on location and quality of available accommodation etc. Mark and Lori’s place was standout on all dimensions. Close to both Woodstock and Saugerties which is great for dining and social options. Location is safe, pretty, peaceful and convenient. The house itself is immaculate and charming with a lot of nice character touches. It’s well appointed, and even if you choose to dine in, they have supplied all that one could need. A special place and if I need accommodation again I would book in a heartbeat.
Guest favorite
Cabin in Livingston Manor
4.95 out of 5 average rating, 346 reviews

Modern creekside cabin in the Catskills

ShannonRating, 5 stars1 week ago
We loved our stay here! Our dogs had so much fun in the yard/river and got some much needed off leash time. The house is perfect, clean and has everything you need. The hosts were extremely responsive and took care of whatever we needed. 10/10 would stay here again!
Top guest favorite
Cabin in Chichester
4.99 out of 5 average rating, 248 reviews

Catskill Mtn Streamside Getaway

JennRating, 5 stars2 weeks ago
We had such a lovely time! The property is beautiful, and our dogs really enjoyed the peace and quiet and getting to spend time out in nature. The place is well-furnished and comes with all the amenities you could need, including cooking utensils, tea and coffee, condiments, bug spray, wood for the fire pit, games, and bowls for the dogs. Jeff and Sharon were very responsive and provided lots of helpful information for our trip.
Top guest favorite
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 ✌🏻

Pet-friendly cottage rentals

Guest favorite
Cottage in Orange
4.93 out of 5 average rating, 259 reviews

The Fishing Cottage: A Sweetwater Stay

ShinaRating, 5 stars2 weeks ago
Booked this peaceful cabin with a beautiful view for our 26th anniversary. I specifically was searching for a hike with waterfalls then found this Airbnb close by. I loved it!! It was clean, cozy and peaceful. I also love taking pictures as a hobby and the view was awesome! It rained the weekend we were there so no sunset pictures but maybe next time! Also got to visit the Sweetwater Distillary which was an added plus. I will definitely be taking the drive back there. I loved learning the history of the original owner right down to the current owners who were awesome!! I would not hesitate to stay at this place again!!
Guest favorite
Cottage in Williamstown
4.89 out of 5 average rating, 188 reviews

Cute Cozy Comfy Cottage in the Berkshires

KevinRating, 5 stars3 months ago
This little cottage is very comfortable. Its quiet and peaceful, but also provides easy access to local activities. You can just sit around and enjoy all the nature, or you can take a quick drive into town and go to some high quality museums or eat at a number of local restaurants. Its got a fenced in yard for the dogs as well as a bbq and firepit. This was our second stay and we would highly recommend it.
Guest favorite
Cottage in Craryville
4.92 out of 5 average rating, 533 reviews

Columbia County Getaway - Raspberry Ridge Cottage

AaronRating, 5 stars6 days ago
Laurence and Ilze were incredible hosts, incredibly helpful and responsive, going above and beyond to sort out our needs. The house was as advertised and we had a a great time at their place. Should we be back in the area we’d definitely try to stay with them again!
Top guest favorite
Cottage in Sharon
4.93 out of 5 average rating, 181 reviews

Foxfire Hill: A Bit of Luxury in the Countryside

JenniferRating, 5 stars5 days ago
This is our second time staying at Foxfire Hill, and it was wonderful to see the gardens in their glory. Great and responsive hosts. I’m sure we will be back again.
Guest favorite
Cottage in Bethlehem
4.98 out of 5 average rating, 105 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AlexRating, 5 stars2 weeks ago
great time as always!
Guest favorite
Cottage in Catskill
4.97 out of 5 average rating, 109 reviews

Evergreen Escape - Woodsy Artistic Retreat

AllenRating, 5 stars2 weeks ago
Excellent location for local shopping, lots of food choices, delicious breweries. Most importantly VERY close by for climbing & getting out to nature. The Woodstock & Kaaterskill wilderness areas are within 30 minute drive. Lots of stunning views for a decently low mileage. Rip Van Winkle bridge is 9 minutes away if you want to explore the other side of the Hudson. The place has all the amenities you’d need for a getaway. Very clean, host was very responsive; even on the Memorial Day holiday. Will be back!
Superhost
Cottage in Monroe
4.86 out of 5 average rating, 133 reviews

Pumpkin Pine Cottage: your next adventure awaits!

AliciaRating, 5 stars1 week ago
Thoroughly enjoyed my stay at Deb's cabin. We had 3 adults and a dog and the space was perfect. Deb is a great host and wonderful with communication. The cabin itself is so quaint and cute. The fire pit and patio space are wonderful to enjoy and if you love bird watching, they have a very busy feeder! House was stocked with essentials and extras - we had everything we could need. North Adams is a short drive away as well as some gorgeous parts of VT. The distillery on the Hogback Mountain overlook is must-do as well as the Wigwam Western Summit store on the Mohawk Trail - just gorgeous views. Highly recommend this listing!
Guest favorite
Cottage in Sheffield
4.94 out of 5 average rating, 154 reviews

Cheerful 3-bedroom cottage with woodstove.

AvivRating, 5 stars1 week ago
Just like the pictures , very peaceful and serene , the kitchen is well equipped. The beds are comfy. Great place to relax in the Berkshires. With a super responsive host.

Pet-friendly house rentals

Top guest favorite
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 !!!  
Guest favorite
Home in Ancram
4.99 out of 5 average rating, 181 reviews

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

AdelyaRating, 5 stars1 month ago
The best Airbnb we’ve ever stayed at! It truly felt like home—every detail was so thoughtfully taken care of. You have everything you need for a comfortable stay, from a well-stocked space to those little touches that make a big difference. The bed and pillows were super comfortable, and even though it rained, the hosts had dry firewood ready for the fireplace, which made it feel extra warm and inviting. We loved sitting by the lake and even saw a fish jump out of the water—such a magical moment! Communication with the host was excellent from start to finish. And thank you so much for approving our cats to stay with us—it meant the world. If we could give 10 stars, we absolutely would. Highly recommend this place to anyone looking for a peaceful and welcoming getaway. Thank you for an unforgettable stay!
Top guest favorite
Home in New Paltz
4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

EleonoraRating, 5 stars2 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
Top guest favorite
Home in Spring Glen
4.98 out of 5 average rating, 185 reviews

Creekside cottage on 65 acres of land

SavaRating, 5 stars2 weeks ago
The place was super serene and peaceful—perfect for a relaxing getaway. The house was incredibly well maintained, clean, and cozy. Highly recommend to anyone looking for a comfortable and quiet retreat
Guest favorite
Home in Germantown
4.97 out of 5 average rating, 336 reviews

Fantasy Cottage/Mountain Views/Trails/Fire pit

DenzeylRating, 5 stars1 week ago
Martina’s cottage was fantastic. Everything was as advertised. Fantastic lighting, large space and, unbelievable views.
Guest favorite
Home in East Haddam
4.95 out of 5 average rating, 222 reviews

Romantic Getaway at The Lake!

OliviaRating, 5 stars3 days ago
We had an amazing time at the lakehouse! Tim and Marissa are super communicative and left many helpful directions! The property is beautiful and the house felt like home away from home! I can't wait to go back! 10/10 recommended 😊
Superhost
Home in Cheshire
4.85 out of 5 average rating, 214 reviews

19th c. Barn in The Berkshires

JohnRating, 5 stars6 months ago
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.
Top guest favorite
Home in Cornwallville
4.99 out of 5 average rating, 144 reviews

Private Waterfall Retreat on 10 acres

AlannaRating, 5 stars4 weeks ago
This place is truly magical - there aren’t many place that offer you a private waterfall and creek for the weekend. If you’re looking for peace and quiet near the sound of a running creek and waterfall, this is the place!

Destinations to explore