Pet-friendly vacation rentals in Woodstock

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Top-rated pet-friendly home rentals in Woodstock

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Guest favorite

The tiny house features a modern wooden exterior with large glass doors and a front porch area. A small set of steps leads to the entrance, while outdoor seating is situated nearby. Lush greenery surrounds the home, providing a natural setting.

Tiny home in Clarendon

4.9 out of 5 average rating, 225 reviews

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

Guest favorite

The exterior of a newly renovated white house is presented, featuring a prominent front entryway with steps leading to a porch. Large windows allow for ample natural light. A grassy yard surrounds the home, with a dog resting peacefully on the ground nearby.

Home in Mount Holly

4.92 out of 5 average rating, 118 reviews

Modern Farmhouse - 2 kings, minutes to Okemo!

Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

Guest favorite

The living area features a cozy sofa adorned with decorative pillows, positioned around a central coffee table. Natural light enters through a large window beside the door, illuminating the wood-paneled walls and rustic floor. A simple area rug adds texture to the space.

Cottage in Hartland

4.93 out of 5 average rating, 116 reviews

Adorable Dog Friendly Cottage w/FIOS

Bright and clean 2-story cottage on a shared 20-acre sanctuary. 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 bathroom (2nd floor - shower only), kitchen/living/dining area (2nd floor), and laundry. 10% off for guests using only one bedroom (cannot be combined with other discounts). See details in property description. Dog sitting & walks sometimes available - please inquire for rates & info ahead of time.

Superhost

A spacious home nestled in a serene natural setting, surrounded by lush greenery. The property features a wooden exterior and a stone chimney, with a gravel driveway leading to the house. Scenic mountains can be faintly seen in the background beneath a partly cloudy sky.

Home in Antrim

4.81 out of 5 average rating, 125 reviews

Quiet House in the Woods

Relax with the whole family at this peaceful place to stay. - Gregg Lake 5 mins away (Swim, Volleyball, Swings, Boat Docks) - Great hiking trails (Monadnock & Miller State Park) - Ski in the winter (Crotched Mountain 20 mins away, Pats Peak 30 mins away) - Small town: Mom & Pop shops/restaurants, Antique stores - 2 Decks: Out door dining & sitting areas This is not an investment property, this is my home. Please be respectful of the property. Thank you! Hope you enjoy your stay!

Top guest favorite

Chalet in Dover

4.98 out of 5 average rating, 109 reviews

Mountain Chalet: Brook-Hot Tub-Firepit-Mins to Ski

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best cuisine VT has to offer.

Top guest favorite

A cozy living and dining area is portrayed with wooden floors and large windows. A plush sofa, centered on a geometric area rug, faces a flat-screen TV mounted on the wall. A dining table with chairs is positioned nearby, complemented by a small side table and a heater.

Apartment in Royalton

4.98 out of 5 average rating, 181 reviews

Quiet Vermont Get Away

This space is ideal for a family or friends. This is a dog-friendly apartment located above our garage with stairs. Just 5 min off Exit 3 on I89. Full kitchen to make family meals. Cozy living/dining space. Come and stay for skiing, snowmobiling, hiking, biking, golf, local breweries and so much more depending on the season. Close to Vt Law School. 35-40 minutes to Killington, Pico, Stowe, Bolton and Sugarbush. 20 minutes to Quechee and Woodstock. Sleeps 5/6 with using a bunk bed.

Top guest favorite

Home in New Haven

5 out of 5 average rating, 116 reviews

Beautiful timber frame just minutes to Middlebury!

This large, gracious home was custom built in 1987 and was fully renovated in 2019. Gorgeous post and beam construction with endless windows and mountain views! Enjoy the large kitchen surrounded by a great room & solarium. 6 bedrooms with 3.5 baths can accommodate a crowd. Mudroom with custom lockers. Enormous fire ring with Adirondack chairs. Central heating/AC, super fast WiFi . 5 mins to Middlebury. Home is on 25 acres, providing privacy and peace. Making memories is easy here!

Guest favorite

The exterior of the home displays a warm wooden facade complemented by a metal roof. Surrounded by snow-covered ground and trees, the structure features large windows and a balcony on the second floor, inviting natural light and outdoor views.

Home in Peru

4.91 out of 5 average rating, 162 reviews

Beautiful Bromley/Manchester VT Retreat w/hot tub

Bromley-Stratton VT Slopeside Ski Home, Minutes from Manchester, Beautifully remodeled VT vacation getaway nestled in the Green Mountains. Closest skiing to quaint Manchester VT, minutes from snowmobiling, hiking, fine dining and shopping. This home features 5 bedrooms, 3 with queen beds including 2 Masters, and 2 bedrooms with double bunks. Comfortably accommodates 12 people. Perfect for 2 or 3 families to enjoy any season in Southern Vermont's beautiful Green Mountains!

Superhost

A serene lake is surrounded by trees adorned in autumn colors, showcasing vibrant reds, oranges, and yellows. A small, lone island with a tree stands in the center of the calm water, with distant mountains visible on the horizon under a cloudy sky.

Townhouse in Killington

4.88 out of 5 average rating, 265 reviews

Renovated 2bd/2.5bath/Den + Pool Access (pets ok)

Recently updated ski condo - modern kitchen appliances and new furniture. Minutes away from Killington Ski base. Drive there or use a paid bus service, steps away from the condo. Part of the luxurious Woods Spa Resort and stay includes use of resort amenities including gym, pool, steam/sauna and hot tub. Spa service available but not included in fee (please check for open hours) Warm, cozy and welcoming-custom built for ski lovers to relax after a long day on the mountains.

Guest favorite

A comfortable living area is furnished with two gray sofas adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a patterned area rug. A dining table with red chairs is positioned nearby, creating an inviting space for relaxation and gathering.

Apartment in Keene

4.94 out of 5 average rating, 218 reviews

The Carriage House Loft: Seasonal Stays

Welcome to The Phineas Handerson House, originally built in 1827 by the “the happiest man in town” Able Wilder. Modern eclectic two-bedroom(no door on loft bedroom) apartment, just one block from Central Square in Downtown Keene. Featuring newly remodeled kitchen, fitted with electric range and microwave. Other tenants occupy part of the building, but guests have a private entrance and off-street parking behind the building. Comfortable for up to four guests. Pet friendly!

Guest favorite

A sandy beach area is visible from the water, with several people enjoying the sun under canopies. There are picnic setups and towels laid out for relaxation. Surrounded by lush trees, the tranquil scene highlights the inviting nature of the nearby swimming area.

Home in Plymouth

4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Welcome to one of the most unique "retreats" in Vermont! Located on top of a private mountain, beautiful 100 mile views of the White Mountains. Ideally located between Killington (7 miles) and Okemo resorts, near Woodstock and Long Trail Brewery. Relax in the Jacuzzi hot tub while enjoying the views and stars. Private hiking trails, waterfalls, with trail maps! 7 miles to the beach at Camp Plymouth State Park. Secluded yet close to everything. New ventilation system.

Guest favorite

The cabin is surrounded by vibrant fall foliage, with a large yard covered in colorful leaves. Tall trees provide a natural canopy, creating a serene outdoor space. The cabin's dark exterior contrasts with the bright autumn colors, enhancing the tranquil atmosphere.

Cabin in Plymouth

4.94 out of 5 average rating, 226 reviews

Brookside Log Cabin on Tenney Mountain

An adorable cabin to stay in while you ski at the newly re-born Tenney Mountain Ski Area, or spend the weekend snowmobiling through the many miles of trails which are accessible just across the street. Hiking and lake fun at nearby Newfound Lake; or just relax to the babbling brook off the covered back deck. Built by Tenney Mountain co-founder John French and used for many years as housing for ski patrol, a lot of good times have been had here.