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Pet-friendly holiday 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 favourite
Home in Winhall
4.96 out of 5 average rating, 24 reviews

Mountain House between Stratton, Bromley, Magic

ChristopherRating, 5 stars1 month ago
This place is a gem! Large space but felt intimate and cozy. The fireplaces are great, the deck looked inviting but we had so much snow, we spent most of our time on the slopes. Amazing art work throughout, well stocked kitchen, and lots of light! Great space.
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
Guest favourite
Home in Brattleboro
4.94 out of 5 average rating, 203 reviews

Frosted Willows

AnnaRating, 5 stars3 weeks ago
I had a wonderful stay while visiting Brattleboro for work. The house is just lovely and extremely comfortable. The kitchen had everything that we needed. I’m hoping to stay again in the future when working in the area.
Top Guest favourite
Home in Wardsboro
4.95 out of 5 average rating, 108 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

NickRating, 5 stars3 months ago
We truly enjoyed staying here!! The hosts were amazing! They gave us plenty of local recommendations that made our stay so enjoyable. The home was wonderful. Plenty of this to do if you don’t want to leave. Game room was a great bonus!! We can’t wait to return!
Superhost
Home in Windham
4.87 out of 5 average rating, 113 reviews

Magic Creek

DanRating, 5 stars1 month ago
Cute Vermont farmhouse that had everything that you needed. We enjoyed Cooking inn and hanging out in the living with the fireplace. The hot tub was so much fun after a cold day on the mountains. There is a cute little coffee shop and super market only 10 minutes away.
Guest favourite
Home in Londonderry
4.97 out of 5 average rating, 141 reviews

Wild Blossom Farmhouse - a lovely family getaway

courtneyRating, 5 stars2 months ago
Cozy and charming getaway. Beautifully furnished with wonderful and responsive hosts.
Guest favourite
Home in Wilmington
4.89 out of 5 average rating, 27 reviews

Brand new, 5 BR, next to Hermitage Club&Hermt Inn

MargaretRating, 5 stars8 months ago
We loved this house! And plan to come back again soon! Beautiful home with great amenities. Host was very responsive. We had a great visit!
Guest favourite
Home in Wilmington
4.84 out of 5 average rating, 87 reviews

Secluded cabin on brook near skiing and lakes

PhilippaRating, 5 stars6 months ago
Collen's woodland lodge was a joy to spend a few days in. It felt like a family home, very cosy and extremely well equipped on all fronts. The location by the babbling brook was so pretty

Pet-friendly home rentals with a pool

Top Guest favourite
Home in Wilmington
5 out of 5 average rating, 14 reviews

Spring Hiking Pet Retreat I Game RM l ChimneyHill

LynnRating, 5 stars2 months ago
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!
Superhost
Townhouse in Dover
4.71 out of 5 average rating, 31 reviews

New! Family Townhome with Hot Tub, Shuttle service

AndrewRating, 5 stars14 months ago
The house was great for a weekend of skiing. It’s a cozy home with plenty of room. The sauna was great after a day of skiing. Emilio is a great host, very responsive and accommodating.
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 stars3 weeks 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 favourite
Home in Wilmington
4.96 out of 5 average rating, 24 reviews

Family/Dog Friendly Mountain Home w/ Amenities

JoshRating, 5 stars2 days ago
I/we’ve stayed before, we will surely stay again! Love this spot and always a pleasure dealing with Jake. 10 out of 10
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!
Superhost
Home in Wilmington
4.79 out of 5 average rating, 56 reviews

Chimney Hill Home w/ New Hot Tub & Amenity Center!

CourtneyRating, 5 stars2 weeks ago
Stayed here as three couples with two dogs and had so much fun. We never left the home because it was so relaxing and enough to do right at the air bnb. Whether we were having a fire, going in the hot tub, playing pool, or making dinners together in the huge kitchen! We will definitely be back!
Top Guest favourite
Cottage in Newfane
4.99 out of 5 average rating, 228 reviews

Cozy Vermont Antique Sugar House with Fireplace

DanRating, 5 stars2 days ago
We had a wonderful stay at Lenore and Dennis’s place. The Sugar House was actually better in person and felt right at home. We had a later than intended arrival and Lenore and Dennis were waiting for us to show us around and share the history of the house. There’s some great places to eat nearby and it’s easy to get to Brattleboro. Would highly recommend!
Guest favourite
Tiny home in Brattleboro
4.87 out of 5 average rating, 215 reviews

“Sugar Maple” Rustic Cabin Getaway with Fireplace

ColtonRating, 5 stars3 weeks ago
Great quiet getaway for April VT weather

Private, pet-friendly home rentals

Guest favourite
Chalet in Dover
5 out of 5 average rating, 15 reviews

Gorgeous Mt. Snow 3 bedroom chalet

MikeRating, 5 stars2 months ago
Great place, nice and clean ,close to Mt Snow. Definitely a place I would stay again.
Guest favourite
Loft in Wilmington
4.91 out of 5 average rating, 200 reviews

Walk to Village/Lake Whitingham

LeslieRating, 5 stars2 days ago
We went to Vermont to hike and had a wonderful stay with Emily. The place is very cozy and clean. The ability to walk downtown to shops and trails and around a safe, quiet neighborhood was very much appreciated. Beautiful property. Recommended.
Superhost
Cabin in Jamaica
4.86 out of 5 average rating, 93 reviews

Starry Skies 7min to Stratton Dogs OK Pikes Falls

AlexanderRating, 5 stars2 months ago
Cute place with a large property. Great for dogs. Super close to Stratton, and other ski resorts are also close by. Fantastic value for the money.
Guest favourite
Home in Dover
4.92 out of 5 average rating, 85 reviews

Contemporary 4-BR Alpine Chalet 10-min to Mt. Snow

StaciaRating, 5 stars2 months ago
Meadow’s house was just as described. It was close to town (10 minute drive) and Mount Snow. The bathrooms were spotless and modern. The upstairs bedrooms were very large and tastefully decorated. Meadow was very responsive to minor issues we had due to a storm with below freezing temperatures and high winds. Our kids enjoyed the pool table in the basement. Plenty of towels and extra blankets. Overall, a great house for our family vacation with a nice big common space for us all to hang out in.
Guest favourite
Home in Wardsboro
4.94 out of 5 average rating, 36 reviews

Cozy mountain getaway between Mt. Snow&Stratton

ConnerRating, 5 stars1 month ago
Even better than the pictures. It was a great place for a ski trip. I enjoyed walking around the house and exploring the property. For the price you can’t beat it. I would definitely recommend staying here if you are looking for a place.
Top Guest favourite
Apartment in Newfane
4.97 out of 5 average rating, 448 reviews

Rock River Retreat: VT Oasis Pet Friendly

AshleyRating, 5 stars2 weeks ago
Truly a magical place… the views are amazing. We actually frolicked in the river a bit even though it’s only April and there was small amount of snow on the ground… it was surprisingly refreshing for a feet dip… as far as the unit there was so much charm and care put into this place… we had a snack and beverage awaiting us and Carmella the cat had a snack and toy with a little pillow bed by the window and food dishes ready to use. These extra little touches are special ❤️ The inside is super cute and charming, I loved the bath tub…. I stayed 2 nights and took 3 baths 😂 after our 5 hr drive my daughter needed to use facilities but it took her a good 10 minutes because she loved every detail of the space. I hope to return in summer! Book this space if interested, I promise you will not be disappointed!
Top Guest favourite
Cabin in Winhall
4.96 out of 5 average rating, 347 reviews

A-Frame Mountain Retreat near Manchester

LeahRating, 5 stars1 week ago
Monique and Jason’s A-Frame cabin exceeded our expectations! They thought of every little detail you would need in a home away from home. The decor was great, the kitchen was stocked with so many utensils and gadgets (I was not expecting to find a zester for my dinner recipe but it was there!) and the bath towels were amazingly oversized, which is a rare find! The A-Frame was the perfect spot for a girls weekend. We loved the record player (especially Alanis and Noah Kahan) and had a great time celebrating our dog Harley’s 9th birthday pawty there. Would highly recommend and can’t wait to stay again!
Guest favourite
Cabin in Jamaica
4.93 out of 5 average rating, 57 reviews

The Woodland A-Frame

MattRating, 5 stars1 week ago
A nice little spot for a weekend getaway in the woods. The fire pit outside was great and the view out the back windows was serene. We didn’t use the fireplace as it wasn’t cold enough. Anyways, the kitchen was well equipped with everything (just no microwave) and there was even a coffee grinder which came in handy. Would recommend!

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