
Pet-friendly holiday rentals in Town of Rockingham
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Top-rated pet-friendly home rentals in Town of Rockingham
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Pet-friendly house rentals

The Looking Glass, a modernistic escape
We had a lovely stay at the Looking Glass. It’s a special place - a great launch pad if you’re in VT for the gravel biking and a restorative peaceful place to return to after a long ride. Thank you, Angela!

Frosted Willows
Perfect place for our family. We’re grateful for the baby proofing and kids toys, and the creek at the back was beautiful. Highly recommend Chelsea’s place!

Vermont Sugar House Retreat
This home is certainly one that feels like home when you walk in the door! The warmth of the wood and decor, and little touches throughout, let us know how loved this home is. We had everything we needed for our 2-plus week stay, and our hosts were incredibly responsive and kind. It was lovely to hear the owls and running water at night, and I can imagine how lovely the fireplace would be to use during the colder months! Thank you for a lovely stay!!!

Peaceful Beautiful Mountain Home Spectacular Views
We had a wonderful stay. Very peaceful location and the views are amazing!

Comfortable farmhouse with stunning views
This was the perfect place for a peaceful Vermont getaway! The house is unique and a great balance of historical farmhouse and modern comfort. Very clean and easy to use amenities. Would love to stay again!

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!

Cozy Home in Poultney, Vermont.
The space was fantastic for our two little families with easy access to the local Slate Valley Trails. Lots of wonderful and attentive touches to make our stay homey welcoming. Hope to return again soon!
Pet-friendly home rentals with a pool

The 1770 House
Historic house on a beautiful property. Kitchen had all the equipment you could need along with top of the line stove and oven. Make cooking for a large group easy and enjoyable!

Dog-Friendly Mtn Escape/AC/Pool/
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.

Ranch at Mendon Mt Orchards
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

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!

SugarBear- Pool, AC, Sauna, Gym, Tennis!
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.

The Brick House on Washington Street
We had such a wonderful stay at this historic home! Ruth was a great host and was easy to communicate with, even when I needed to message her late at night. The rooms were great and it was in a perfect location. We are looking forward to booking here again next year.

“Sugar Maple” Rustic Cabin Getaway with Fireplace
We really enjoyed our stay and the town of Brattleboro as a whole. We loved the local restaurants and cafes. Kiplings and The Porch are a must visit. We found the recommendations in the welcome binder. While there we explored the trails surrounding the property. We did the full loop (yellow trail). It was about a mile and a half and a moderate hike, coming from a beginner. The interactions we had with Sean and others on the property were all pleasant. The cats roaming around the outdoor areas were adorable and fun to watch. We also really enjoyed the hot tub! The view is spectacular. Overall the stay was fantastic, just be aware this is an off grid kind of experience. This cabin is also down at the bottom of a fairly steep hill, making it more secluded but quite far from the wash house and hot tub. The cabin is a bit dusty and gets quite warm during the day. The bed and sofa are a bit uncomfortable but did the trick for a two night stay.

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!
Private, pet-friendly home rentals

Downtown Loft next to Distillery
My husband, our pups and I had a great stay at this loft. The space was clean and easy to get in. Parking was not a problem at all. There is a church that rings its bells on the hour, but they didnt bother us at night at all. The shower was a bit cramped, but worked for us. If youre on the bigger side or taller, it might be a bit tight. Overall, great place and Naomi was attentive and provided clear instructions for everything. We will definitely stay here again when we get a chance to return.

Picturesque Cabin on the Mettowee
Back to nature, tightly placed directly upon the river, such a lovely place. Totally off the grid, no phones, tv, I loved it. Bev is the perfect hostess. I highly recommend for those wanting a quiet get away.

Shakespeare’s Folly Side Farm and AirBnB.
William is an excellent host and his place is wonderful. I’ve stayed with him. Multiple times. Recommended!

Quaint stone house!
We had a long weekend at the cottage and loved our stay. The house was warm and welcoming and offered a lot to do inside and out. We appreciate the care that was obviously put into making the space so special.

Beautiful Victorian Home
Barbara, was an amazing host. Her house is absolutley beautiful. Amazing kitchen, that is perfect, for so many occasions. Very kid frinedly, our family loved staying here, would highly reccomend. Quick to reapond and gives tips and reminders or important information as to where things are 😊

The Writer's Retreat: A Sweetwater Stay
We absolutely loved Patti’s place and are already planning on coming back! The view is more impressive in person than photos - so peaceful and beautiful with the mountain, trees, and water. The home had all the essentials you need plus really nice touches with coffee/tea, lots of outlets, heat or A/C, and a fantastic selection of books. We were very comfortable inside during a rainstorm (which was a very cozy atmosphere) and took the kayaks out around sunset. Can’t wait to come back.

Rock River Retreat: VT Oasis Pet Friendly
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.

Private & Cozy Farmhouse in New Hampshire
Great communication- nice spot for our work trip. Would stay again!
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- The Shattuck Golf Club
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- Dorset Field Club
- Mount Sugarloaf State Reservation
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