Pet-friendly vacation rentals in Lanesborough

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Lanesborough pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in Valatie
5 out of 5 average rating, 114 reviews

Escape to Lakefront Leisure—Amazing views!

AndrewRating, 5 stars1 month ago
Had a great time with friends for the weekend. Beautiful view of the lake and plenty of space. Everything is labeled in the kitchen so you can easily find everything you need!
Guest favorite
Home in Pittsfield
4.87 out of 5 average rating, 292 reviews

Dancing Horse Lodge

ToddRating, 5 stars1 week ago
If your looking for a nice farm home, quiet getaway this is the place to go. Had the chance to talk with Paul & the property has a lot of years of dedication and hard work to it. He was one of the most friendly & joyful Airbnb hosts we have stayed at thus far. Was perfect for me and my workers while we worked in Lee and while it was on a dead end, it was only a few Minute drive to the stores and gas stations. Thanks again
Guest favorite
Home in Pittsfield
4.93 out of 5 average rating, 102 reviews

Net Zero home with rustic Berkshire charm

BeccaRating, 5 stars5 days ago
We had a great stay during our work trip to the Berkshires! Our toddler loved playing in the enclosed front porch and fenced in yard, and the crib and baby gates were such nice amenities for my peace of mind. Everything was clean and comfortable and we appreciated that Chamaio reached out to let us know when the home was ready for us, and gave suggestions on local spots nearby. We would absolutely stay here again if (hopefully when!) we are back in the area!
Guest favorite
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.
Superhost
Home in North Adams
4.89 out of 5 average rating, 166 reviews

Art House! Spacious Getaway By Mass Moca

KyleRating, 5 stars1 week ago
Great location. Close to North Adams and Rt 2. Perfect set up for a family gathering. Several common rooms to enjoy together.
Top guest favorite
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
Home in Germantown
4.95 out of 5 average rating, 426 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

GabriellaRating, 5 stars1 week ago
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!
Top guest favorite
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

Pet-friendly home rentals with a pool

Guest favorite
Tiny home in Brattleboro
4.93 out of 5 average rating, 121 reviews

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

MollyRating, 5 stars2 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
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
Bungalow in Easthampton
4.92 out of 5 average rating, 504 reviews

The Creation Station

KennyRating, 5 stars4 weeks 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
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
Barn in Newfane
4.97 out of 5 average rating, 151 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars2 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!
Guest favorite
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.
Top guest favorite
Cottage in Newfane
4.99 out of 5 average rating, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

ArielRating, 5 stars5 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.
Top guest favorite
Cabin in Red Hook
4.96 out of 5 average rating, 352 reviews

Modern Upstate Cabin, near Rhinebeck NY

EllieRating, 5 stars2 weeks ago
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.

Private, pet-friendly home rentals

Guest favorite
Home in Pittsfield
4.88 out of 5 average rating, 32 reviews

Berkshire Lakehouse - 3 bedrooms - sleeps 5

JamesRating, 5 stars2 weeks ago
Wonderful place on the lake with a great host. Janice was very responsive, offered an early check-in and set up a baby gate. Great place for dogs and kids.
Guest favorite
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!!
Guest favorite
Townhouse in Hancock
4.82 out of 5 average rating, 82 reviews

Beautiful Jiminy Peak Townhome Family Friendly

AdamRating, 5 stars2 weeks ago
Stayed at the place with wife and our toddler daughter and we enjoyed our stay! The place in a quiet beautiful setting. I would recommend the place to anyone looking for a quiet getaway and beautiful scenery.
Top guest favorite
Home in Lanesborough
5 out of 5 average rating, 19 reviews

Berkshire Mountain House

ScottRating, 5 stars6 days ago
This property was fantastic. It was great for adults and kids. The inground pool and hot tub were used all day and night. The house had many amenities for everyone. We have 3 grand children, (ages 5-7), the hosts had all kind of spaces and toys for them to utilize. Excellent place for kids inside and out! House was very well appointed and very user friendly. We loved our family time there and would not hesitate to return. Thank you!!!
Guest favorite
Cabin in Cambridge
4.97 out of 5 average rating, 31 reviews

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

EmilyRating, 5 stars1 week 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
Cabin in East Nassau
5 out of 5 average rating, 45 reviews

Luxury Cabin | Breathtaking Views & Outdoor Fun

ElaineRating, 5 stars2 weeks ago
Matt and Sarah’s place is wonderful. A great place to relax and enjoy the beautiful surroundings. The house is just as described and the hosts make you feel right at home. We hope to come back again!
Top guest favorite
Home in Lanesborough
5 out of 5 average rating, 56 reviews

Guest Fave, 15 Min Jiminy, Large Open LR, Hot Tub

KarleneRating, 5 stars1 week ago
Kristine was great! She was responsive to any concerns, candidly answered questions and gave recommendations, and the house and location were beautiful. Would love to go back, and cannot recommend enough!
Top guest favorite
Chalet in Averill Park
4.96 out of 5 average rating, 71 reviews

A Hidden Sparrow

MollyRating, 5 stars1 month ago
Was a beautiful property to get-away, and disconnect! Was a beautiful way to celebrate our honeymoon, and was an added bonus that we were allowed to bring our dog along with us! He loved the space to play fetch and absolutely enjoyed the stream going through the property.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$20,915 GYD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore