
Pet-friendly holiday rentals in Roxbury
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Top-rated pet-friendly home rentals in Roxbury
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Popular amenities for Roxbury pet-friendly home rentals
Pet-friendly house rentals

Cozy Bow House Perched in Trees w/ Hot Tub & View
The Bow house was a beautiful place and Jen was incredibly hospitable and responsive. This is an amazing place to come and get away from the noise. Everything was so clean and cozy. Would definitely come again!

Pet Friendly, Hot Tub Bliss, Game Room, Firepit!
Cozy, Quiet, Peaceful. There were plenty of other houses around, yet very quiet and peaceful. The hot tub was very clean and inviting. The house was very clean and cozy. The arcade games were very amusing, and I have never played bumper pool until our stay here, it was interesting. It was a great place to stay and had a lot more to offer than the postings say. Thank you for letting us stay is such a great place.

The Looking Glass, a modernistic escape
Overall we very much enjoyed modern rural space. Kiss the Cow farm about 5min drive was amazing& we got most all main food there w/ additional items from Barnard General Store. Spices/ cookware were very good - we brought nonstick pans& 1 knife to supplement. Plenty bowls, measuring cups/spoons, maybe a set of tom collins glasses would be nice albeit stemless wine and rocks glasses available. Needs garlic/onion powder. Tub was amazing/ upstairs bathroom a true getaway/ relaxing space. It was as pictured albeit note spiral staircase &open grated flooring upstairs. Plenty of windows albeit not much cross breeze so think ahead if bring own fan and/or start A/C before get too warm. I would say you must have an SUV year round for this rental - surrounding roads/ driveway are a good distance on rough dirt/gravel - traversable yet a sportier car with low profile tires/ ground clearance would not work. We enjoyed simply walking driveway& East Barnard Rd. Barnard Inn restaurant worth it.

Modern Farmhouse on 25 Acres - Superb Views
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

Mid century modern gem with views of Sugarbush
We loved our stay here. This is such a wonderful and unique home that is full of personal touches. Exceptional views and easy to get into town. This was one of my favorite stays in over 10 years of using AirBnB, I only wished we could stay longer.

Wright’s Mountain Retreat with Sauna
We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.

The McKinley House
We had a great stay, lovely welcoming home and great location - short walking distance to nice places in town and 30min drive to either Sugarbush or Killington/Pico. Thank you!

Mountain Home ready for you!
This place was great. Very spacious and comfortable with beautiful views and sunsets! 10/10
Pet-friendly home rentals with a pool

Secluded Paradise on the Connecticut River, VT
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.

Relax in Recreation Paradise!
Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!

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!

Moon Valley Country Retreat no clean fee pets yes
What a perfect private getaway! Truly immaculate. Spacious. Comfortable. Peaceful.

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
We had a wonderful stay at this Air Bnb. A lot of privacy and full access to any amenities that we needed. Everything was up to date and well put together. Our only issue was someone was walking around with a flashlight late at night, not sure if it was a security guard or whatnot but they got into our backyard and around the house so it seemed a little off. Other than that it was everything we wanted.

Apartment, comfy and cozy with kitchen/gas fire
We really enjoyed this place! The property is beautiful. The pool looked really clean and well cared for (but we didn't have a chance to use it). The supplied linens and especially the bath towels were great. This certainly will be on our list the next time are in VT.

Hilltop View Lodge - White Mountains, NH
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again

AC/Dog-Friendly/Spa Onsite/Pool/Wine Bar
The Woods complex is a peaceful retreat style community. The condo is cozy with fresh, on point decor. The kitchen was a bit tighter than expected but has generous countertop space. The hosts are friendly and responsive. The stairs to get to the condo could be difficult to navigate for people with mobility restrictions.
Private, pet-friendly home rentals

Cozy Treehouse with Sauna in the Woods with Stream
The treehouse was such a relaxing mini vacation spot! We arrived to find a lovely welcome basket for our anniversary on the counter and a welcome book for the property. The stream and outside deck were better than the photos and we enjoyed eating dinner sitting on the deck. We met Heather and was friendly and super helpful with local recommendations! We have already recommended to a few friends and would love to return in the future:)

Cozy cottage in peaceful location
I've returned to stay at Nikki's cottage several times and look forward to the simplistic beauty as well as the peacefulness every time. It is truly cozy and provides the basics needed to enjoy the stay any season. Nikki is always welcoming and a wonderful host on all fronts.

Off Grid Romantic Cabin near Sugarbush ski resort
My stay was wonderful. The surrounding area was incredibly beautiful. It was a peaceful place to get away from day-to-day life.

The Wolf's Den at Sugarbush Mt Ellen
Wonderful stay in a clean, comfortable, and private location. Description and photos were very accurate. Expect to stay there on any return trips to the area. Definitely recommend.

Cady’s Falls Cabin
This was next level!!! Everything was immaculate and so well designed for a small space. We felt like we were sleeping in the woods without the mosquitos. There was only one problem. We only booked one night. That’s on me. It was a perfect experience

Hydrangea House on the Hill
Sergjio's cabin was everything we could have wanted and more from a relaxing stay in Vermont. He greeted us and showed us inside the cabin, where he had wine and farm fresh eggs for us as a welcome gift. The cabin itself was beautiful and incredibly well kept. Sergjio also provided us with plenty of local recommendations for food and activities, which we thoroughly enjoyed. Finally, after our stay, he made checkout incredibly easy. We were absolutely blown away by Sergjio's hospitality, and will definitely be back in the future!

Mountain Cottage with Epic View
Caroline was very friendly and helpful throughout our entire stay! Plenty of clear instructions to help out with newcomers and perfect recommendations for the area around! The property itself and views are gorgeous. The cottage is delightful, cozy and a wonderful place to rediscover the beauty of being mindful and present with loved ones. Looking forward to our next trip back!!

Private Barn On a Hilltop in Fairlee, Vermont
Heaven on Earth does not come close to describing this property. Perfect place for city goers to escape into nature and be reminded of what serenity and peace are. We were able to see the stars at night like we never have before. My partner and I kayaked, visited Glen Falls and had a blast at Dog Mountain. Highly recommend all these activities! Visiting Chapman’s General Store (5 minutes from the property) is a must! Amy and Reg were very accommodating and communicative when we needed anything. Reg was nice enough to point out a short trail in the back of the property where our pup could play in the water a little. We were grateful for every minute spent here and the clean, respectful and inviting environment they have created for their guests.
Quick stats about holiday rentals that are pet-friendly in Roxbury
Total rentals
20 properties
Nightly prices starting at
$26 SGD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Sugarbush Resort
- Okemo Mountain Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Spruce Peak
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Dartmouth Skiway
- Fort Ticonderoga
- Autumn Mountain Winery
- Fox Run Golf Club
- Mt. Eustis Ski Hill
- Northeast Slopes Ski Tow
- Ethan Allen Homestead Museum
- Vermont National Country Club
- Cozy Cottages & Otter Valley Winery
- Leahy Center for Lake Champlain
- Country Club of Vermont
- Montshire Museum of Science
- Burlington Country Club
- Lincoln Peak Vineyard
- Killington Adventure Center
- Lucky Bugger Vineyard & Winery
- Storrs Hill Ski Area