
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.

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.

Lighthouse Inn the Woods~peaceful nature escape
Our cabin is perfectly private, comfortably cozy, and surprisingly sunny. Fully stocked kitchen allows for easy meal prep away from home. Comfy seats for everyone around the TV or table. You'll feel so at home you might never want to leave. A good night's sleep is paramount in a peaceful vacation. We offer only 100% cotton or linen bed linens on our extraordinarily comfortable beds as well as black out curtains in each bedroom. Book your stay to let us show you what luxury and rest feel like.

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

The Oaks - secluded rural estate w/ amazing views
Relax in this private house secluded off a 1,000-ft driveway in the hills of NH overlooking Mt. Ascutney and the Connecticut River valley. This is the 45-acre estate known as "The Oaks" previously owned by painter Maxfield Parrish. Huge oak trees and rocky ledges abound. Great for gatherings with family or friends. Close to Dartmouth College, Woodstock, and ski areas - or just sit on the porch and take in the views. Weddings and reunions can be hosted (tent rentals and catering by others).

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.

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.

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.

Cabin on the Hill
Enjoy a stay in the hills of Vermont - glamping at its finest! A 5-10 minute hike UPhill to a secluded getaway in the heart of Vermont. Amenities include a quaint outhouse, a unique outdoor shower, a 2 burner outdoor gas stovetop and a fire pit to roast marshmallows. The 12x14 screened in cabin with ladder accessed loft sleeps 2 comfortably. Don't worry about bringing pots and pans - cabin is equipped with dishes and a water supply. Adjustable LED lights to light up the night.

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.

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)

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

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.
Popular amenities for West Windsor pet-friendly home rentals
Pet-friendly house rentals

Beautiful Historic 1909 Library with a Fireplace

The Post Haus: one-of-a-kind modern VT experience

Beautiful Woodstock Home-Perfect for entertaining

Nature Lover's Paradise

Comfortable farmhouse with stunning views

Mountain Home ready for you!

Charming, Cozy Cape

Vermont private retreat with gorgeous views.
Pet-friendly home rentals with a pool

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Ranch at Mendon Mt Orchards

SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace

SKI ON/OFF Spruce Glen C | AC | Sauna| Fireplace

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

Historic Home on 17 acres of land. Go escape!

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Log Cabin w/ Hot Tub & Fire Pit - Stratton/Mt Snow
Private, pet-friendly home rentals

~The ClubHaus~

Quaint stone house!

Vermont Chalet

Private Cabin/PetsOK/Minutes to Okemo/AC/Fast Wifi

Vermont Chalet

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

Cozy Mountain Cabin w/ Hot Tub & Incredible View

Sunrise Cabin
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 € 104 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! 
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- Apartment rentals West Windsor
- Rentals with a fire pit West Windsor
- Rentals with outdoor seating West Windsor
- Rentals with a patio West Windsor
- Rentals with pools West Windsor
- Rentals with a fireplace West Windsor
- Rentals with a washer and dryer West Windsor
- Family-friendly rentals West Windsor
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- House rentals West Windsor
- Pet-friendly rentals Windsor County
- Pet-friendly rentals Vermont
- Pet-friendly rentals United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Monadnock State Park
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Tenney Mountain Resort
- Ragged Mountain Resort
- Mount Snow Ski Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Crotched Mountain Ski and Ride
- Dorset Field Club
- The Shattuck Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Hooper Golf Course
- Autumn Mountain Winery
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Brattleboro Ski Hill
- Ekwanok Country Club
