Pet-friendly vacation rentals in West Windsor

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in West Windsor

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.
Cabin in Stoddard
4.98 out of 5 average rating, 118 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Top guest favorite
Cottage in Hartland
4.94 out of 5 average rating, 140 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a 20-acre oasis. 10% off for guests using only one bedroom (cannot be combined with other discounts). Details in property description. With a view of the hills, flanked by woods and open pastures, the cottage includes 2 bedrooms (1 up w/Queen, 1 down w/full bed, 1 bath (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. For groups or more space, view my other listing located on the same acreage: airbnb.com/h/hartlandvacationhome

Top guest favorite
Guest suite in Hartford
4.91 out of 5 average rating, 408 reviews

Sunny Side Airbnb (dog friendly)

Sunny Side Airbnb is located on a secluded 10+ acre property with plenty of outdoor space for dogs to run around and a short hiking trail with views. The Airbnb is located on the farther end of the house with a deck overlooking garden views, a fire pit, and an open field. Convenient location near shops and restaurants. Just over a mile from I-89 off Rt 4 in Quechee, Vt. A short drive to WRJ and W Lebanon, NH, 9.1 miles to Woodstock, VT, 11 miles to Hanover, NH, and 13.4 miles to DHMC.

Top guest favorite
The exterior of a two-story home is set among vibrant gardens filled with colorful flowers. A neatly maintained lawn extends toward a shaded area featuring rustic seating. Lush trees and greenery complete the serene landscape, providing a peaceful and inviting outdoor atmosphere.
Home in West Windsor
4.97 out of 5 average rating, 110 reviews

Modern Comfort Meets Country Charm | 3BR Estate

Escape to our serene 3BR Vermont home on 7 acres, 5 min to Mt Ascutney and 15 min to Green Mountain Horse Association. 30 min to Woodstock. Revel in a sun-filled living room, modern family room, fully equipped kitchen, and an elegant dining area. Comfortable bedrooms promise restful nights, and mornings bring views of nature's splendor. Enjoy the patio, gather by the firepit, or stable your horses in our barn. A perfect mix of adventure and tranquillity awaits your family or quiet retreat.

Superhost
A modern cabin is situated among trees, surrounded by greenery. Two Adirondack chairs are positioned near a fire pit, which has gentle smoke rising. A picnic table rests nearby, providing a comfortable outdoor gathering space with views of the natural landscape.
Tiny home in Hartland
4.94 out of 5 average rating, 310 reviews

Private Modern Cabin w/View of Fields, Hills

Enjoy a modern private cabin in the heart of Vermont's pastoral Upper Valley Region. Combining "Glamping" with the comforts of a permanent structure, the "HakuBox" (Haku means "to exhale") was designed to sit lightly on the land and offer a simple, restorative experience. Note: no shower, but swimming holes nearby! Queen bed, fire pit w/grill, free firewood, Adirondack chairs, picnic table, free coffee & tea, dog-friendly with cable trolley, food & water bowls. $39 pet fee applies.

Top guest favorite
A red house is situated on a grassy landscape, surrounded by a stone wall. Lush trees and rolling hills are visible in the background, under a partly cloudy blue sky. A covered porch provides shaded outdoor space, inviting a connection with nature.
Home in Windsor
4.98 out of 5 average rating, 114 reviews

Stylish Ascutney Cabin with Mountain Views

Wake up in a luxurious bed in a stylish cabin with panoramic Vermont views. Grab a hot coffee and a book in our little reading balcony. Step out to the porch to look at faraway hills through oversize doors. Make breakfast in your Chefs kitchen. Sit/read/talk/play with your favorite people/animals. Take a scenic drive to Woodstock, Simon Pearce, Harpoon Brewery, Okemo, or Twin Farms. Cap it off with a night around the firepit stargazing. The Red House is waiting.

Top guest favorite
A rustic cabin is nestled among vibrant wildflowers and lush greenery. A variety of flowers, including purple and yellow blooms, frame the scene, leading the eye towards the charming structure with a classic metal roof and wooden accents.
Home in West Windsor
4.98 out of 5 average rating, 215 reviews

Meadow View. 35 acres outside your door!

Meadow View - pet friendly home away from home. 35 acres- including 2 trout ponds and 25 acres of wooded trails (perfect for hiking, cross country skiing/snow shoeing!). Featuring a newly remodeled kitchen and bathroom. Minutes from Mt. Ascutney (trails galore, rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min Killington 45 min)

Top guest favorite
The spacious interior of the yurt features a circular design with natural wood and fabric elements. Comfortable seating areas include a queen-sized futon and a wooden sofa. Large windows allow natural light to fill the space, while a wood stove provides warmth.
Guesthouse in Hartland
4.95 out of 5 average rating, 1,021 reviews

Yurt In The Woods - Private Refuge

The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for Weekends. October 6th and 12th are currently vacant if you want a fall foliage trip. There is a "one" night stay fee of $50 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available May - October

Guest favorite
A spacious studio is depicted, featuring a cozy seating area with a blue couch and a patterned loveseat. A large wooden dining table is positioned nearby. The room is accented by vibrant artwork and is illuminated by natural light from two windows, complementing the warm wood flooring.
Apartment in Bellows Falls
4.94 out of 5 average rating, 293 reviews

Stunning Studio in historic Downtown Bellows Falls

Beautifully curated and spacious studio located in historic downtown Bellows Falls, VT. Come to escape the hustle and bustle of a big city without giving up metropolitan amenities. With a great location, you can walk to the train station, local bars and restaurants, shops, movie theater, etc. From the studio, you are a short distance drive to many outdoor activities that Vermont has to offer such as hiking, kayaking, mountain biking, etc.

Superhost
A comfortable bedroom features a spacious bed with dark bedding, flanked by two decorative lamps. Art pieces hang above the bed, and a large closet with wooden doors is visible. A small table and plant are situated near the window, allowing for natural light.
Guest suite in West Lebanon
4.89 out of 5 average rating, 133 reviews

Convenient and chic private suite with 2 bedrooms!

Pleasant St. Apartment is close to downtown White River Junction (5 min.), Dartmouth College (9 min.), Woodstock, VT (23 min.), & lots of fun outdoor adventure! You’ll love this bright, stylish, comfortable, and conveniently located suite nestled in the West Lebanon Village. Perfect for couples, business travelers, & small families. Your dog is welcome and will love playing in the several parks within walking distance!

Top guest favorite
The exterior of a rustic log cabin is displayed, featuring a metal roof and multiple windows with white trim. Snow covers the ground, enhancing the natural surroundings. A deck can be seen alongside the cabin, providing outdoor space for guests.
Cabin in West Windsor
4.96 out of 5 average rating, 147 reviews

Cowshed Cabin Farm

Charming 12 year old cabin located in the heart of dirt roads, trails and close to skiing, hiking and horseback riding activities. Fully furnished, wifi, TV, washer and dryer, microwave, coffee maker, gas grill (summer). Property is adjacent to owners' cabin. Dogs allowed. Horses allowed May through Oct. Upgraded wifi capabilities to ensure strong wifi signal throughout the cabin.

Top guest favorite
A bright interior is featured, showcasing a mix of seating options including a blue sofa and an upholstered armchair. A small dining table is complemented by wooden chairs. The kitchen area is visible, equipped with diverse utensils, while large windows on two sides allow natural light to fill the space.
Apartment in Andover
4.98 out of 5 average rating, 446 reviews

Private Hilltop farm apartment

Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

Popular amenities for West Windsor pet-friendly home rentals

Quick stats about vacation rentals that are pet-friendly in West Windsor

  • Total vacation rentals

    Explore 20 vacation rentals in West Windsor

  • Nightly prices starting at

    West Windsor vacation rentals start at G$25,113 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of West Windsor vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across West Windsor rentals

  • 4.9 Average rating

    West Windsor stays are highly rated by guests—averaging 4.9 out of 5!