Pet-friendly holiday rentals in Brattleboro

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Brattleboro pet-friendly home rentals

Pet-friendly house rentals

Superhost
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 favourite
Home in Keene
4.92 out of 5 average rating, 49 reviews

Little House with Lots to Offer

ColleenRating, 5 stars1 month ago
I stayed at the Tiny House with my significant other and our dog for a small, private getaway during our anniversary. It was a nice, cozy little home for us which we all enjoyed. It was also great to be right next to a grocery store and near downtown Keene for food and activities.
Top guest favourite
Home in Northampton
4.94 out of 5 average rating, 184 reviews

Historic Williams House

KerryRating, 5 stars2 weeks ago
This house is drop dead gorgeous, clean, comfortable, and anything else you could ask for in an Airbnb. They do not supply coffee but they do have a French press and drip coffee machine - the only piece of info I wish I knew before coming. 10/10 experience would love to stay again.
Guest favourite
Home in Shaftsbury
4.86 out of 5 average rating, 127 reviews

Quaint One-Story Vermont House with Mountain View

JacquesRating, 5 stars2 weeks ago
Great stay. Very quiet and peaceful. Place was immaculate on arrival.
Guest favourite
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
Superhost
Home in West Stockbridge
5 out of 5 average rating, 5 reviews

Main floor bedroom, sunny deck, fire pit!

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
Home in North Adams
4.72 out of 5 average rating, 50 reviews

Large Charming Home close to MassMoca

CatalinaRating, 5 stars4 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!
Top guest favourite
Home in New Salem
4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

JasonRating, 5 stars5 months ago
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.

Pet-friendly home rentals with a pool

Guest favourite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars2 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favourite
Home in Colrain
4.9 out of 5 average rating, 126 reviews

The 1770 House

BrianRating, 5 stars2 months ago
Another great weekend at Ed’s! It was our group’s second time staying here, and we loved it just as much as the first, which is to say—a lot! Ed is very considerate and responsive, and there’s plenty to do for everyone. We are already looking forward to next year!
Guest favourite
Guest house in Granville
4.9 out of 5 average rating, 896 reviews

Moon Valley Country Retreat no clean fee pets yes

AmberRating, 5 stars1 week ago
There is not enough to say about the pristine beauty that is Loraine’s cabin. The instructions were helpful in navigating into the property and lights were turned on as it was dark to assure my comfortable arrival. The cabin feels like a nurturing home and is equipped with comforts and small touches. The bed was neatly made and felt like a picture walking in to see it. The stairs are cabin stairs and there is caution to take your time and step gently. Seemingly every question was answered with small notes around the cabin and a detailed welcome book. The care and attention to detail was perfection in a stay. I only wish I had been on a longer trip to fully enjoy the grounds and the surroundings. It was easy to feel at home and welcome with Loraine and Dean as hosts.
Guest favourite
Cabin in Hubbardston
4.94 out of 5 average rating, 154 reviews

Triggers Cabin

KatelynRating, 5 stars7 months ago
We have stayed at Carol’s other campers but this was our first time at Trigger’s cabin. Great rustic accommodations and a beautiful spot right on the pond. It is such a peaceful spot to disconnect and enjoy nature. Carol is a great host and we plan to be back again.
Guest favourite
Barn in Newfane
4.97 out of 5 average rating, 150 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars1 month 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 favourite
Cottage in Newfane
4.99 out of 5 average rating, 227 reviews

Cozy Vermont Antique Sugar House with Fireplace

BarbaraRating, 5 stars3 weeks ago
Lenore’s Place made us feel right at home. The cozy fireplace setting is perfect for a cold day. Lenore even baked delicious fresh banana muffins and was so gracious. The sleeping arrangements were very comfortable. The decorating was very well done. This space provided a very tranquil one night stay for us.
Guest favourite
Tiny home in Brattleboro
4.87 out of 5 average rating, 214 reviews

“Sugar Maple” Rustic Cabin Getaway with Fireplace

ColtonRating, 5 stars2 weeks ago
Great quiet getaway for April VT weather
Guest favourite
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.

Private, pet-friendly home rentals

Guest favourite
Guest house in Wilmot
4.98 out of 5 average rating, 52 reviews

Private Cabin on Cascade Brook wk/month discount

RebeccaRating, 5 stars2 months ago
Had a great stay! Loved the cabin (was larger than I expected from the photos), was easy to find and Lisa was extremely responsive with any questions. Spent the day skiing at Sunapee and was an easy drive to the cabin. Would happily return!
Superhost
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.
Superhost
Cottage in Plymouth
4.96 out of 5 average rating, 24 reviews

Cute Cool Cabin! Plymouth, Vermont.

MartinRating, 5 stars9 months ago
Alecia and John were meticulous hosts from the well curated guide book to their responsiveness when we had questions. All made for a wonderful family fourth of july! We look forward to returning.
Guest favourite
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 favourite
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.
Top guest favourite
Flat in Northampton
4.95 out of 5 average rating, 241 reviews

Cedar Wet Room w Soaking Tub

AlexRating, 5 stars3 months ago
It was very peaceful, great get away from the city. Good for the dogs. The copper tub is amazing, we could not get enough of it. And the dual showers felt so good. It felt very homey. Mr. John was a a great host.
Top guest favourite
Cottage in Wells
4.94 out of 5 average rating, 33 reviews

Private cottage in the woods

SergeyRating, 5 stars3 months ago
We enjoyed our stay so much! The place was nice and clean and quiet, perfectly organised and thought through. Karen was a welcoming, friendly, and helpful host. I wish more AirBnBs were like this! Would be happy to return someday.
Superhost
Tiny home in Cambridge
5 out of 5 average rating, 8 reviews

Sowilo Pine House. All-inclusive food and drinks.

EliaRating, 5 stars1 week 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.

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