
Pet-friendly vacation rentals in Cavendish
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Top-rated pet-friendly home rentals in Cavendish
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Pet-friendly house rentals

Beautiful Woodstock Home-Perfect for entertaining
We had a fantastic stay at this beautiful home. We came with our 6 month old and 3 year old daughters and pup. There was plenty of space for the whole family and very kid friendly. We were saying when we were there that it would have been amazing with a group of friends for a girls weekend too! Beautiful spot where you feel like you’re deep in the Vermont woods but super close to downtown Woodstock. Would love to stay again if available!

Comfortable farmhouse with stunning views
Such a cool house. We loved the charm of the older section of the house. So many private spaces to cozy up and read a book. Then there is the more modern portion of the house. It was perfect for the folks to watch tv and enjoy the VT scenery out of the large windows. The road is quiet and the area is lovely. We easily drove into Manchester for groceries and dinner. Really loved it!!

The Grafton Chateau
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.

Okemo-Ludlow, fireplace, hottub, sleeps 13
My friends and I had a great time at this place! The home was beautiful and very spacious - we were able to all hang out in the hot tub, kitchen, living room, and no place felt cramped.

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!

Greystone 1830
Very special place - we loved it and hope to come back soon! It is everything wonderful about a stone home with a modernized kitchen and living areas. So cozy and beautiful!

Lovers Honey Pond Treehouse with hot tub & sauna
Ben's place is special, relaxing and unique. Well thought out details to the cabin, even little things that give it charm. Great communicative and friendly host.

Spacious Loft with View
Had a wonderful time it has everything one could need. ☺️
Pet-friendly home rentals with a pool

“Elm” Cozy Pond-side Cabin w/wood stove
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming

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!

The Brick House on Washington Street
Great stay and was exactly what we needed for our entire family for a weekend wedding!

Beautiful rustic woods and fields retreat.
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!

Cozy Vermont Antique Sugar House with Fireplace
Lenore's place was very cozy. We felt right at home. We added guests (including a dog) after initially making our reservation and it was no problem with the host. Just a note, it costs a fee to add more guests on Airbnb. Overall our stay was lovely and our hosts were very nice, responsive, and welcoming. 10/10, would recommend.

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!

Beautiful Bromley/Manchester VT Retreat w/hot tub
Had a great family ski trip to Bromley and thoroughly enjoyed our stay at Jason’s house. We were 9 people and the living room and kitchen/dining table easily accommodated all of us. The hot tub was a great bonus, and we enjoyed it every afternoon post skiing. We made great use of the fireplace too!! The Bromley Village shuttle made it easy to get to the slopes each day. Highly recommend this house for a large group!
Private, pet-friendly home rentals

VT Cabin near Okemo & Killington
We had a wonderful stay at Matthew‘s place. The house is beautifully decorated and well appointed – perfect for a family ski weekend. There were a total of 10 of us that stayed in the house and we fit comfortably. The house was perfect for gathering for meals and game night, but large enough that we can spread out if needed. We hope to return again next year!

Guest House at Hummingbird Hill
Lovely place. A private separate building on a family property. We rushed in and out because we were there for a bike race, but I really wanted to stay longer and enjoy the space. I loved the two chairs set out in a tree shaded area. The bed was comfortable, the place had real charm, and Melissa was around and responsive.

Vermont Chalet
I had a blast in the beautiful Chalet. Everything was what I was expecting and more. The review matched the property and vibes. From the beautiful views outside to the cozy vibes in the loft upstairs, it was amazing. I had a couple of questions for Jason and he answered insanely quick and was very helpful with his information. The Pac-Man was a great addition too. P.S 24,910 is my high score!! I totally recommend and might even come back some time in the future. The host, cabin, property, and area was delightful, nothing but love for this stay!!

3BR 1Bth New England Cape - Experience Vermont!
We had a lovely weekend in Megan’s home. The space was adequate for our family of 6. The home is in a quiet neighborhood that’s a short drive to Okemo so it was perfect for our ski weekend.

Four Season River Retreat: Private beaches & more!
We had a great stay. Everyone really loved the farmhouse feel. Check in was easy and Jarad was very responsive and accommodating. We would have loved to use the outdoor space and bar but it was just too cold this visit, we will be back to give that all a shot when the weather warms up. There was a great local grocer not to far away and the ski mountain was just a short drive. This was a great place to stay and it had the first indoor toilet in cavadish (at least according to the previous owner)

Pine Ridge Log Cabin Minutes to Okemo & Killington
We had an absolutely amazing experience in the cabin! It was exactly what we had been looking for in our Memorial Day weekend with our family. We were able to bring our small dog and he really enjoyed the outdoor space available for him. The house overall had EVERYTHING we needed. They provide you with more than enough of all you will need in your stay. It was very clean and organized. There were a lot of fun games that we enjoyed. The pellet stove kept us nice and warm. The great books to read. We were able to enjoy the fire out outside by the river. Ryan and Riley are amazing , very responsive host. They have it all down to perfection in their cabin. I highly recommend this cabin for anyone. I can’t wait to be able to go back a few more times in the summer time and when it’s snowing up there.

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!

The Gathering Place near Okemo Mountain
Very responsive, friendly and welcoming hosts. House has lots of character, was charming, cozy, clean and clearly cherished. Furniture and beds were all so cozy. The attention to detail in the house was amazing- plenty of thoughtful amenities that added lots of value to our stay. We did not want to leave! We especially appreciate that our dogs were welcome. Totally recommend this place.
Quick stats about vacation rentals that are pet-friendly in Cavendish
Total rentals
40 properties
Nightly prices starting at
G$8,359 GYD before taxes and fees
Total number of reviews
2K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Autumn Mountain Winery
- Bromley Mountain Ski Resort
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Brattleboro Ski Hill
- Hooper Golf Course
- Bretwood Golf Course