Pet-friendly vacation rentals in Windham County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Windham County pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in Brattleboro
4.94 out of 5 average rating, 123 reviews

Spacious Brattleboro home on river, walk to town

ThomasRating, 5 stars1 month ago
It was perfect for my overflow guests attending a weekend family reunion!
Superhost
Home in Dummerston
4.96 out of 5 average rating, 130 reviews

The Sugar House

NadiaRating, 5 stars3 months ago
The Sugar House was a fantastic place to stay! It was quiet and peaceful and there was a ton to explore in Burlington VT. The house had a lot of charm. it was cozy, warm, and had everything we needed for the weekend!
Guest favorite
Home in Dummerston
4.99 out of 5 average rating, 346 reviews

Pinecone Pond

EugeneRating, 5 stars3 months ago
My family and I just returned home from a wonderful ski vacation! The home was just as pictured and the surroundings were absolutely beautiful!The house was immaculate and the ambiance was warm and welcoming. We had a great time skiing at Mt.Snow (30 minutes),exploring Brattleboro (12 minutes),preparing meals together and just spending quality time with each other! On another note….. Cat and Ed were very responsive and were always available if we had any questions! My family and I are already looking forward to returning next year ! Thank you again for EVERYTHING! Carol and Gene
Guest favorite
Home in Jamaica
4.81 out of 5 average rating, 405 reviews

1850's VT Farmhouse on the River

MichaelRating, 5 stars8 months ago
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.
Guest favorite
Home in Brattleboro
4.93 out of 5 average rating, 209 reviews

Frosted Willows

RonaldRating, 5 stars3 days ago
The place had great scenery and was comfortable. Weather was horrible throughout the weekend but we managed to have a great time in the home anyway. Chelsea was very responsive and helpful.
Superhost
Home in Readsboro
4.86 out of 5 average rating, 127 reviews

June in Vermont! (Pet Friendly)

JudahRating, 5 stars6 months ago
This stay was an absolute gem! The host’s charming old house radiates character and warmth, with every detail carefully curated to make you feel at home. Her hospitality was unmatched—gracious, attentive, and genuine. Clear directions were thoughtfully placed everywhere, making the stay seamless and stress-free.
Top guest favorite
Home in Londonderry
4.97 out of 5 average rating, 142 reviews

Wild Blossom Farmhouse - a lovely family getaway

MorganRating, 5 stars3 days ago
We had a wonderful weekend in Vermont! The Airbnb was beautiful, clean and in a great location!
Top guest favorite
Home in West Brattleboro
4.93 out of 5 average rating, 118 reviews

Modern Spacious Home with Mountain Views

AmyRating, 5 stars1 month ago
Christine went above and beyond in welcoming us to her place. The fridge was stocked and she gifted us with homemade treats at the beginning and in the middle of our stay. Her place is spacious, clean, and comfortable. We enjoyed adventuring on the walking paths behind the house and her guestbook offered wonderful tips for Brattleboro and the surrounding area. We had a wonderful time!

Pet-friendly home rentals with a pool

Superhost
Chalet in Wilmington
4.86 out of 5 average rating, 77 reviews

Cabin | Chalet | Mt Snow | Hot Tub & Pool Access

NickRating, 5 stars2 months ago
The stay was exactly as described in the photos and listing. Brian provided everything I needed for a productive working vacation—high-speed internet, comfortable accommodations, and a peaceful environment to relax and recharge during downtime. Highly recommend!
Superhost
Cabin in Wardsboro
4.92 out of 5 average rating, 202 reviews

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

AnthonyRating, 5 stars1 month ago
The cabin was lovely! We went for a little weekend getaway with some friends and it is a great space for such an occasion. There is a surprising amount of space in and around the house and we didn't even use the three season porch. The hosts were also very responsive and easy to communicate with. Definitely a cute little home away from home!
Top guest favorite
Home in Wilmington
4.96 out of 5 average rating, 27 reviews

Family/Dog Friendly Mountain Home w/ Amenities

ReutRating, 5 stars2 weeks ago
The house was just outstanding!! Beyond our expectations. We had so much fun at the house with such great facilities and wonderful location.
Top guest favorite
Chalet in Wilmington
5 out of 5 average rating, 94 reviews

Mt Snow Chalet: Peaceful Escape w/Hot Tub

AmyRating, 5 stars1 month ago
We loved the Snow Chalet!! Such beautiful surroundings and well appointed. The beds were super comfy and the black out shades were great for the kids. Location was great and close to the grocery stories. Wilmington is a sweet town too with lots of cool shops. The club house pool was warm and the pool was nice and toasty. An awesome trip!
Guest favorite
Home in Wardsboro
5 out of 5 average rating, 8 reviews

Wander In | Close to Mount Snow & Stratton

KatherineRating, 5 stars3 months ago
This place was a dream for families. We traveled with 4 children and an infant. The house was roomy for the whole crew to hang out and eat together. We loved how clean and organized it was. We enjoyed hours at the pool, which was a huge hit with the littles. VRM was very helpful with any questions that came up. The location was great for skiing at Mt. Snow. We wish we had stayed one more night but our infant became very sick and had to head back a day early. To be honest, the place is more beautiful in person than in the pictures and we feel so lucky to have been able to stay there. Big plus to have laundry on site. Kitchen has everything you need to cook all your meals.
Guest favorite
Chalet in Winhall
4.88 out of 5 average rating, 106 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

BrandonRating, 5 stars3 months ago
Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!
Guest favorite
Home in Wilmington
4.84 out of 5 average rating, 171 reviews

The Vermont Barn (Mount Snow)

AmandaRating, 5 stars3 months ago
My family loved staying here! There was plenty of snow for activities. We went skiing at Mount Snow and ice fishing on Lake Raponda for a day. The barn is so unique and had everything we needed. There were lots of extra pillows and blankets and a big cozy couch to curl up and relax by the wood stove. Having access to the clubhouse was amazing… the kids loved swimming in the warm pool after a long day outside. Brian was super responsive and easy to talk to! We already want to go back!
Superhost
Cabin in Wardsboro
4.91 out of 5 average rating, 227 reviews

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

StevenRating, 5 stars2 months ago
Lovely house can’t wait to rebook for next snowboard trip!

Private, pet-friendly home rentals

Guest favorite
Cabin in Brattleboro
4.88 out of 5 average rating, 498 reviews

Cottage

ErinRating, 5 stars3 days ago
Our weekend stay at the cabin was exactly what we hoped for. Denis’s place had everything for a comfortable yet low key weekend. He was very communicative, friendly and helpful before and during our stay. The location was quiet and beautiful but also close to town. We hope to stay again next time we’re in Brattleboro!
Guest favorite
Chalet in Wilmington
4.96 out of 5 average rating, 111 reviews

Snug Chalet - Wi-Fi + Close to Mount Snow

EdwardRating, 5 stars2 weeks ago
We loved our time in West Dover! The house is perfectly situated between West Dover and Wilmington! Our dogs loved the fenced in area and we loved the deck, the open concept space and the proximity to town. We will definitely be back!
Top guest favorite
Barn in Guilford
4.99 out of 5 average rating, 125 reviews

The Carriage Barn

NathanRating, 5 stars2 weeks ago
Place was clean, responded in a timely matter and looked exactly like the pictures! What a great experience ‼️
Top guest favorite
Cabin in Stratton
5 out of 5 average rating, 149 reviews

Log Cabin, King Beds & AC Near Hike/Swim/Golf/Bike

JoshuaRating, 5 stars2 weeks ago
A wonderfully quaint cabin that is a perfect landing spot for a weekend getaway with all modern amenities. Will definitely stay again when in the area.
Guest favorite
Chalet in Dover
4.94 out of 5 average rating, 122 reviews

Mountain Chalet mins from Mt Snow Skiing/hiking

SaraRating, 5 stars1 month ago
We had a wonderful Easter weekend at Miguel & Rowena’s cabin in Dover! It was a very peaceful location to relax, have a fire on the porch, walk our dog, and spend time with family. The hosts were welcoming, helpful and the home was cozy! Additionally the check in/out was easy and it was clean.
Superhost
Tiny home in Athens
4.94 out of 5 average rating, 207 reviews

Luxury “Tiny” House, Immersed In Nature (Timbery)

PeterRating, 5 stars1 month ago
Very peaceful! The cabin is simple and has everything needed. A great place to come to clear your mind and reset in the midst of nature. The large soaking tub is a highlight. Bed was comfortable. The house is just far enough from the parking area that you don't really want to be making multiple trips back and forth. There is a sturdy cart available to haul your belongings, which made it easy. Bring good footwear like the host recommends, since the path and area around the house can become super muddy after rainfall. I'd be glad to come back here and fully recommend it!
Top guest favorite
Condo in Dover
4.92 out of 5 average rating, 123 reviews

3 Story Condo - 5 Minutes to Mount Snow!

AlyssaRating, 5 stars1 week ago
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!
Guest favorite
Chalet in Winhall
4.97 out of 5 average rating, 103 reviews

Wellness Spa | 5 Min to Swimming Pond

AdaRating, 5 stars2 weeks ago
Great cabin, clean and beautiful views. Kitchen had all the basics we needed. Would definitely come back.

Destinations to explore