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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 stars2 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.
Superhost
Home in Jamaica
4.93 out of 5 average rating, 58 reviews

Large Riverfront Home | Minutes to Stratton!

EmilyRating, 5 stars3 months ago
This was the perfect winter ski / snowboard getaway for our group of 16. We had 3 families and the room to bathroom / bed ratio in this property were perfect. There was plenty of private space in the bedrooms to allow for some peaceful away time and there was also ample shared space so we could enjoy being together. The house and property are extremely well taken care of and the host was very proactive with information and other helpful information about the location and surrounding area. Very close and easy to access Stratton Mountain! We had 7 inches of fresh snow during our trip and the driveway was plowed by 8AM - in time to make it to the mountain for the first lifts. Will definitely book again!
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!

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
Home in Landgrove
4.75 out of 5 average rating, 28 reviews

Private Tavern, Hot Tub, 8-Fireplaces, Spa Baths!

JadeRating, 5 stars8 months ago
Beautiful home and cottage with stunning surrounding scenery. Came here on a getaway from NYC and it was exactly what we needed. The jumbo jet bathtubs and fireplaces give this cozy space a luxurious feel, and the kitchen was downright impressive (brought a chef friend for us who was very impressed). Had to call the host with some questions when I arrived but they were answered immediately. Very clear check in instructions from the host and once we pulled up to the property it was very seamless to get inside and begin unpacking. We had an stress-free stay and checkout thanks to the intention with which these hosts set up their space and rental process. We will be coming back next year!
Top guest favourite
Home in Wilmington
4.96 out of 5 average rating, 23 reviews

Family/Dog Friendly Mountain Home w/ Amenities

KelliRating, 5 stars8 months ago
This place is simply beautiful. Both the surroundings and the house. The beds had tons of pillows and the linens were high quality soft cotton. There was plenty of room for our group with 3 levels of home to hold us all. The kitchen was well appointed and beautifully designed. The backyard was so beautiful, we took our family photos there. The deck was a great place to hang out under the string lights around the fire pit, while keeping an eye on the kids in the living room through the big windows. We even saw a BEAR cruising by! The clubhouse, the tennis courts, the fishing pond, we did it all and it was absolutely magical. We will definitely be back!
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
4.78 out of 5 average rating, 55 reviews

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

AdamRating, 5 stars2 months ago
Awesome property! Stayed here for a ski trip with friends, we had a great time and the house was a great size for all of us! Hot tub works great and the indoor fireplace was fun to use as well. Would absolutely stay again. Super polite and responsive hosts.
Top guest favourite
Cottage in Newfane
4.99 out of 5 average rating, 227 reviews

Cozy Vermont Antique Sugar House with Fireplace

BarbaraRating, 5 stars4 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

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
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.
Top guest favourite
Home in Wilmington
4.98 out of 5 average rating, 43 reviews

May Getaway- SOVT -FirePit, Salt HotTub, PETS

JessicaRating, 5 stars1 month ago
Our group of eight people had a wonderful stay at this home, with help from Erika who was in-touch with everything we needed to know. We especially loved the extra bathroom space and two "futon rooms" that offered quiet office/meeting room options as we needed them. The hot tub was beautifully clean as was the rest of the house. Everything we needed- from kitchen appliances to extra blankets- was provided and easy to find. Finally, check-in and out was a breeze thanks to the auto code on the door and clear directions for departure. Many thanks for a great stay!
Guest favourite
Home in Winhall
4.96 out of 5 average rating, 52 reviews

Stratton Views from the Hot Tub or Fire Pit!

CourtneyRating, 5 stars2 months ago
Our stay at Forty Two North was great. It was very cozy and we felt right at home. The house was clean and accurately depicted. The hosts were prompt with response time. Our family skied at Stratton, it was close and easy to get to. We would definitely come back again.
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
Flat in Newfane
4.97 out of 5 average rating, 448 reviews

Rock River Retreat: VT Oasis Pet Friendly

AshleyRating, 5 stars1 week 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!
Guest favourite
Cabin in Jamaica
4.93 out of 5 average rating, 56 reviews

The Woodland A-Frame

MattRating, 5 stars5 days 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!
Guest favourite
Flat in North Westminster
4.9 out of 5 average rating, 68 reviews

Private 1st Floor Apartment/ Secluded Paradise

JamesRating, 5 stars6 months ago
My stay at paradise Island was great and exactly what I needed for a couple weeks while I was working on a project ,I was able to relax ,rest, and enjoy a nice peaceful area and set my mind at ease ,met such wonderful hosts and very welcoming ,I appreciate the hospitality and what a beautiful place thank you again .

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