
Pet-friendly vacation rentals in West Windsor
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Top-rated pet-friendly home rentals in West Windsor
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Popular amenities for West Windsor pet-friendly home rentals
Pet-friendly house rentals

Beautiful Historic 1909 Library with a Fireplace
We love the library! Stayed here 4 times now. It's a special place filled with history, in a beautiful area with quite a bit to do nearby. The fireplace is lovely and cozy, the bed is super comfortable, the kitchenette has everything you need, and we love that it's dog friendly too. There were even some toys for our pup to enjoy during our stay. Highly recommend for a unique and special getaway!

Cozy Bow House Perched in Trees w/ Hot Tub & View
This airbnb was very relaxing and comfortable, it felt like home away from home. Jennifer's amenities were awesome and the beds were super comfortable

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!!

Blueberry Hill Escape | Pet Friendly | HotTub | Fi
We enjoyed our time at Chris's house. The house has everything you will need including coffee and kcups. We enjoyed the fireplace in the living room and the hot tub. The view from the hot tub was great! We didnt get to use the fire pit because it was raining the whole time but it looks like an awesome hang out area. Communication with Chris was great. We recommend a stay here and would definitely return in the future!

The Guest House at Sky Hollow
This is my second time staying at one of Jess’s properties - and I’m sure it’s not my last. The property is beautiful inside and out and has everything you need. I was in town for a full week and this place was just what I needed to relax after long work days. I can’t recommend staying at one of Jess’s places enough. You won’t regret it!!

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!

Renovated Vermont Schoolhouse – Close to Okemo
Marianne was so responsive and kind. The place is super close to Okemo. The space is probably bigger than it looks like in the photos. Super quiet secluded spot. Kitchen was nice and big for us to cook for a troop of hungry skiers. Thought this was a really nice family oriented spot. Second time we have stayed there and hope we can come back there for more ski trips!
Pet-friendly home rentals with a pool

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!

The Brick House on Washington Street
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!

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!

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

~The ClubHaus~
The Clubhaus was the perfect private getaway my girls and I were looking for. The area was secluded and beautiful, but not too far from local favorites that we felt out of the way. It was the most relaxing and homey place I’ve stayed to date- I can’t wait to come back and enjoy the serenity again!

Picturesque Cabin on the Mettowee
Very nice stay- Beverly was really friendly and helpful. The river nearby is lovely and the place has every amenity you could need. I wish I was a bit more prepared - I have Verizon and didn’t get service at the place or in the small town. I had to drive 10-15 mins towards Manchester. She communicated that there is WiFi at the library and a store which are super close but I didn’t try to access. It made directions or looking up restaurants a bit tricky

WildeWoods Cabin | gas fireplace, yard + gardens
Hilary’s place is the perfect place to relax or to stay with the intention of going on a hike to Mount Cardigan. It’s well equipped with everything you need for cooking, lounging and showering. And for those who don’t have dogs, don’t worry about cleanliness. I could roll around on those carpets. The bed is super soft. You sink right in. It was raining a lot the weekend I was there and I also had a zoom meeting for work so we didn’t go outside. WiFi was super fast. And honestly, it’s so cozy and clean in there, I was happy to stay in the whole weekend.

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!!

Cozy 4-season Cabin on Pond - "East Cabin"
Exactly as advertised - beautiful, very private, clean; a perfect place for a solo/couple getaway. Seamless communication and logistics with the friendly hosts, who clearly maintain the cabin with care. Book it!

Apple Blossom Cottage: A Tiny House
I had an amazing time at your location. I was able to use it as a home base for all the different hiking trails in the area. Your property is really quiet and peaceful. I loved being able to enjoy nature and breathe in some fresh air.

Cozy Modern Cabin w/ Hot Tub & Mountain View
We absolutely loved our stay and can’t wait to book future trips here! The house is gorgeous and so comfortable and the location/views are pretty breathtaking (especially from the porch swing and hot tub). The proximity to Woodstock is really nice and all of the drives 20-30 minutes in any direction are really pretty and peaceful. Collin and Donna were great, responsive, and helpful hosts and have done such a nice a nice job turning the house into a full experience for guests. One of the best surprises of our stay was that they have a full nursery set up, which was huge for us since we have an almost 2 year old. We’re already thinking about when our next stay will be!

Mountain side acres
Everything included for a relaxing and peaceful getaway. Definitely recommend this host, home, and location. This one is a gem!
Quick stats about vacation rentals that are pet-friendly in West Windsor
Total rentals
20 properties
Nightly prices starting at
G$25,105 GYD before taxes and fees
Total number of reviews
1.2K 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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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Monadnock State Park
- Owl's Nest Resort
- Pico Mountain Ski Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Ragged Mountain Resort
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- The Shattuck Golf Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Bretwood Golf Course
- Hooper Golf Course