
Pet-friendly vacation rentals in Windham County
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Top-rated pet-friendly home rentals in Windham County
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Popular amenities for Windham County pet-friendly home rentals
Pet-friendly house rentals

Spacious Brattleboro home on river, walk to town
It was perfect for my overflow guests attending a weekend family reunion!

The Sugar House
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!

Pinecone Pond
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

1850's VT Farmhouse on the River
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.

Frosted Willows
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.

June in Vermont! (Pet Friendly)
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.

Wild Blossom Farmhouse - a lovely family getaway
We had a wonderful weekend in Vermont! The Airbnb was beautiful, clean and in a great location!

Modern Spacious Home with Mountain Views
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

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

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

Family/Dog Friendly Mountain Home w/ Amenities
The house was just outstanding!! Beyond our expectations. We had so much fun at the house with such great facilities and wonderful location.

Mt Snow Chalet: Peaceful Escape w/Hot Tub
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!

Wander In | Close to Mount Snow & Stratton
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.

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton
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!

The Vermont Barn (Mount Snow)
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!

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Lovely house can’t wait to rebook for next snowboard trip!
Private, pet-friendly home rentals

Cottage
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!

Snug Chalet - Wi-Fi + Close to Mount Snow
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!

The Carriage Barn
Place was clean, responded in a timely matter and looked exactly like the pictures! What a great experience ‼️

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

Mountain Chalet mins from Mt Snow Skiing/hiking
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.

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

3 Story Condo - 5 Minutes to Mount Snow!
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!

Wellness Spa | 5 Min to Swimming Pond
Great cabin, clean and beautiful views. Kitchen had all the basics we needed. Would definitely come back.
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Baker Hill Golf Club
- Pineridge Cross Country Ski Area
- Clarksburg State Park
- Ekwanok Country Club
- Bretwood Golf Course