Pet-friendly vacation rentals in West Windsor

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for West Windsor pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
The charming brick exterior of the historic library is framed by green lawns and a stone pathway. The entrance features a covered porch with decorative columns. Lush trees and a bright blue sky enhance the inviting atmosphere of this unique property.
Home in Quechee
4.87 out of 5 average rating, 183 reviews

Beautiful Historic 1909 Library with a Fireplace

AmyRating, 5 stars2 months ago
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!
Guest favorite
The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.
Home in Fairlee
4.96 out of 5 average rating, 505 reviews

Cozy Bow House Perched in Trees w/ Hot Tub & View

EmilyRating, 5 starstoday
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
Top guest favorite
A newly renovated house is nestled among tall trees, surrounded by lush greenery. The structure features multiple windows reflecting sunlight, with a wooden deck visible in the foreground, leading to a serene setting that invites outdoor relaxation.
Home in Woodstock
5 out of 5 average rating, 133 reviews

Beautiful Woodstock Home-Perfect for entertaining

EmmaRating, 5 stars5 months ago
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!
Guest favorite
A wide view of colorful autumn foliage is captured, showcasing a variety of trees with hues of red, orange, and yellow. A clear blue sky sets a backdrop against the distant mountains, creating a serene landscape.
Home in Danby
4.96 out of 5 average rating, 227 reviews

Comfortable farmhouse with stunning views

CarterRating, 5 stars1 month ago
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!!
Superhost
A spacious hot tub is positioned on a deck, surrounded by trees and offering a view of the distant mountains. Two red chairs accompany the hot tub, creating a relaxing outdoor space. A rustic storage building is visible in the background.
Home in Bridgewater
4.86 out of 5 average rating, 128 reviews

Blueberry Hill Escape | Pet Friendly | HotTub | Fi

AshleyRating, 5 stars2 weeks ago
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!
Guest favorite
A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.
Home in Rochester
4.98 out of 5 average rating, 205 reviews

The Guest House at Sky Hollow

JasonRating, 5 stars1 month ago
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!!
Top guest favorite
A spacious living area features a cozy arrangement of comfortable seating, an inviting coffee table, and a large bookshelf filled with books. Natural light filters through a window, highlighting the greenery outside, while a subtle area rug adds warmth to the wooden floor.
Home in Poultney
4.92 out of 5 average rating, 123 reviews

Cozy Home in Poultney, Vermont.

DanielRating, 5 stars2 weeks ago
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!
Guest favorite
A snowy landscape is visible outside the house, with a blanket of white covering the ground. A brown dog stands near the edge of a porch, surrounded by snow-covered trees and hills in the background. A small table and chairs are seen, dusted with snow.
Home in Cavendish
4.93 out of 5 average rating, 104 reviews

Renovated Vermont Schoolhouse – Close to Okemo

ChrisRating, 5 stars3 months ago
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

Guest favorite
A spacious outdoor pool area is surrounded by manicured grass. Lounge chairs are positioned around the pool, providing space for relaxation. The building features large windows and multiple decks, blending modern architecture with a natural setting.
Condo in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Top guest favorite
The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.
Home in Mendon
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars3 weeks ago
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!
Superhost
Cabin in Wardsboro
4.92 out of 5 average rating, 202 reviews

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

AnthonyRating, 5 stars1 month ago
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!
Guest favorite
A charm-filled Colonial home is set amid vibrant autumn foliage. The brick exterior features classic green shutters and a welcoming porch. Solar panels are visible on the roof, contributing to the home's modern amenities. A path lined with fallen leaves leads to the entrance.
Home in Keene
4.93 out of 5 average rating, 210 reviews

The Brick House on Washington Street

MariRating, 5 stars1 month ago
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!
Guest favorite
A serene private pool is framed by natural stone, surrounded by lush greenery and a few lounge chairs. The inviting water reflects the sunlight, providing a tranquil space for relaxation. Umbrellas are positioned nearby for shade.
Barn in Newfane
4.97 out of 5 average rating, 151 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars2 months ago
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!
Top guest favorite
A white cottage is set amidst trees with autumn leaves, featuring a double garage door and a side window. The surrounding yard is grassy and dotted with fallen leaves, while the façade showcases a simple design complemented by a clear blue sky.
Cottage in Newfane
4.99 out of 5 average rating, 234 reviews

Cozy Vermont Antique Sugar House with Fireplace

ArielRating, 5 stars3 days ago
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.
Guest favorite
A serene outdoor area is featured, showcasing a private heated pool surrounded by a brick patio. Lush greenery defines the background, and a rustic wooden table with chairs sits nearby, providing a space for relaxation in nature.
Chalet in Winhall
4.88 out of 5 average rating, 106 reviews

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

BrandonRating, 5 stars3 months ago
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!
Superhost
An indoor swimming pool is surrounded by large windows, allowing natural light to illuminate the space. The pool features a clear blue surface, with steps leading in from one side. Seating is available along the walls, creating areas for relaxation.
Cabin in Wardsboro
4.91 out of 5 average rating, 227 reviews

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow

StevenRating, 5 stars2 months ago
Lovely house can’t wait to rebook for next snowboard trip!

Private, pet-friendly home rentals

Guest favorite
A path made of wooden steps leads through a natural setting, surrounded by trees with autumn leaves. A black dog is positioned on the steps, with a soft glow from a nearby lantern adding warmth to the peaceful landscape.
Cabin in Plymouth
4.99 out of 5 average rating, 113 reviews

~The ClubHaus~

IsisRating, 5 stars3 days ago
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!
Superhost
The exterior of a red cabin is framed by green grass and colorful yellow flowers. The building features multiple windows and a gabled roof, creating a charming and rustic appearance. A clear pathway leads to the welcoming front door.
Guesthouse in Pawlet
4.91 out of 5 average rating, 317 reviews

Picturesque Cabin on the Mettowee

ClareRating, 5 stars2 weeks ago
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
Guest favorite
Cabin in Grafton
4.97 out of 5 average rating, 191 reviews

WildeWoods Cabin | gas fireplace, yard + gardens

JamilaRating, 5 stars1 week ago
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.
Top guest favorite
The exterior of the A-frame is showcased, featuring a triangular roof and three distinct yellow doors. The porch offers a space to relax, while a stacked bundle of firewood is neatly arranged below, surrounded by lush green foliage and the natural beauty of the forest.
Chalet in Jamaica
4.98 out of 5 average rating, 259 reviews

Vermont Chalet

MichaelRating, 5 stars1 month ago
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!!
Guest favorite
A tranquil scene captures a log cabin nestled by a pond, surrounded by trees. The clear water reflects the cabin and vibrant foliage, creating a serene atmosphere. Tall grasses frame the pond's edge, while the landscape showcases the lush greenery of Vermont.
Cabin in South Royalton
4.96 out of 5 average rating, 185 reviews

Cozy 4-season Cabin on Pond - "East Cabin"

TylerRating, 5 stars3 weeks ago
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!
Guest favorite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica
4.94 out of 5 average rating, 1,269 reviews

Apple Blossom Cottage: A Tiny House

LauraRating, 5 stars3 days ago
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.
Top guest favorite
The log cabin is set amidst autumn foliage, featuring a spacious deck with various outdoor seating options. The large windows provide a view of the surrounding trees, enhancing the contemporary design. The cabin's dark exterior complements the vibrant colors of fall.
Cabin in Brownsville
5 out of 5 average rating, 56 reviews

Cozy Modern Cabin w/ Hot Tub & Mountain View

MattRating, 5 stars3 weeks ago
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!
Superhost
The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.
Cabin in Wardsboro
4.88 out of 5 average rating, 133 reviews

Mountain side acres

MelanieRating, 5 stars2 weeks ago
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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