Vacation rentals in Plainfield

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Top-rated vacation rentals in Plainfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Woodstock
4.99 out of 5 average rating, 170 reviews

Cape Cod Home in Woodstock, Pet-Friendly & Wooded

Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England getaway set on a wooded hillside lot. With original wide-plank hardwood floors, a fully equipped chef's kitchen, and a spacious back deck with a 6-burner propane grill, this home offers the perfect blend of rustic character and modern comfort. Explore the covered bridges and artisan shops of Woodstock Village, or simply unwind in the peaceful garden setting. Please see: Other Things to

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Superhost
A comfortable living area is highlighted by a light beige sofa and a round blue ottoman. A flat-screen TV is mounted above a traditional fireplace. Natural light is welcomed by large windows, contributing to a bright and airy feel.
Home in Lebanon
4.87 out of 5 average rating, 156 reviews

Benton House, Sleeps 10, King Bed Primary

Private 5 Bedroom home, 9 mins to Dartmouth-Hitchcock Medical Center. Your family and friends will be close to everything when you stay at The Benton House. Embrace the calm of the neighbor hood with an evening walk or campfire. Visit the park at the end of Lilac Ave. Ride a bike, snowshoe or snowmobile on the local rail trail. Read a book in the greenhouse. - 6 beds - Full Kitchen with dishwasher - Washer and Dryer - WiFi and 2 Flatscreen TVs - 2 car indoor parking with 4 driveway spaces.

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Top guest favorite
The bright kitchen showcases a spacious island with seating for four at sleek, modern bar stools. Stylish pendant lights hang above, and large windows provide natural light. Ample cabinetry lines the walls, with contemporary appliances positioned for easy access.
Home in Hartford
4.94 out of 5 average rating, 133 reviews

Quechee Getaway Book Your Ski Trip Now

New Build Multi family friendly home near Woodstock, Killington and Dartmouth – Sleeps 12, Modern Aesthetic, Private Porch & Fire Pit Escape to this stunning modern ski home, just 25 minutes from the Skyship Gondola of Killington, Vermont. Whether you're hitting the powder in winter or enjoying the breathtaking foliage and outdoor adventures in the warmer months, this luxurious retreat offers the perfect base for your next getaway. Hike the Gorge or stroll thru the quaint village of Woodstock.

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Guest favorite
A bright kitchen area is complemented by a vibrant yellow wall. Wooden cabinetry holds kitchen essentials above a small countertop. Two bar stools are positioned at a wooden table. Natural light enters through large windows, illuminating the cozy studio space with an inviting atmosphere.
Apartment in Hartland
4.85 out of 5 average rating, 143 reviews

Private Riverside Studio* Upper Valley*Vermont

This unique place has a style all its own. Perfect for a traveling nurse or anyone who needs a relaxing getaway or a remote place to work. This studio apartment has river and garden views and is conveniently located in the New England Village of North Hartland. A 15-20 minute drive to Dartmouth College or DHMC. Take country walks across the twin covered bridges right from your doorstep. Relax on the front porch and watch the bald eagles and peregrine falcons search for prey along the river.

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Guest favorite
A charming farm-style lodging features a light green exterior with a metal roof. Lush flowering shrubs in vibrant purple bloom add color along the stone wall. The property is set back from the road, showcasing a welcoming front yard landscape.
Apartment in West Lebanon
4.85 out of 5 average rating, 506 reviews

The Old Farmhouse

This is a farm house style lodging with the apartment as seen on the second floor accessible with stairs. Bathroom with stand up shower. A furnished Kitchen. 2 Bedrooms with queen beds. There is Wifi ,TV, and work table. Located in the heart of the Upper Valley. In town on the Main Street. We are 5 miles to Dartmouth College and 2 Hospitals Retail and restaurants near by. We have been vaccinated and would like to remain contact-free when possible. We are available if you have any questions.

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Superhost
Home in Hartland
5.0 out of 5 average rating, 24 reviews

Stylish Summer Hideaway | Hot Tub + Fire Pit

Get away from it all at Silver Fern House! This warm and welcoming home blends natural beauty with a stylish and spacious interior. With a hot tub, fire pit, deck, pellet stove, theater room, and speakeasy, you don't even need to leave the house for a fun-filled vacation. The location offers privacy and seclusion, but is just 20 minutes from shopping and dining in the charming village of Woodstock. Spend summer days hiking, biking, swimming, or paddling at one of the many state parks nearby.

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Top guest favorite
A dining area is seen through an open doorway, featuring a wooden table surrounded by six chairs. Warm lighting is provided by a chandelier above, while a bowl of flowers centers the table. A patterned rug lies beneath, and cabinetry is visible in the background.
Home in Hartford
4.98 out of 5 average rating, 174 reviews

Charming, Cozy Cape

Enjoy the warmth, style, and privacy of this lovely home, located on a hillside above the picturesque White River. Just minutes from restaurants, shopping, cocktail bars, and galleries in downtown White River Junction, and a 10-minute drive to Hanover, NH, and the Dartmouth College campus. Set on an acre of open land with beautiful views and sunsets from the back deck. Central heating to keep you cozy during the fall and winter months. Perfect for couples and families ... and pet-friendly!

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Top guest favorite
Apartment in Hartford
5.0 out of 5 average rating, 49 reviews

A Peaceful Brookside Vermont Retreat

Escape to the charm of Vermont with this inviting two-bedroom ski rental. This home offers comfort, convenience, easy access to the slopes, a fully equipped kitchen for home-cooked meals, and a wrap-around deck. Centrally located, minutes from Quechee Ski Hill, not far to Killington and Saskadena Six, restaurants, shops, covered bridges, and breweries in its surrounding towns. This rental is the perfect peaceful getaway for exploring Vermont’s winter wonderland or simply relaxing.

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Top guest favorite
The private guest house is surrounded by lush greenery, featuring a covered porch with a chimney and hanging planters. A well-maintained lawn leads to the house, while a backdrop of rolling hills enhances the tranquil setting.
Cottage in Windsor
4.97 out of 5 average rating, 464 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

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Top guest favorite
A charming cabin constructed from natural materials is nestled among lush trees in a forested area. Sunlight filters through the leaves, casting dappled shadows on the ground. The cabin features large windows that invite the surrounding greenery inside.
Tiny home in Hartland
4.97 out of 5 average rating, 240 reviews

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.

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Top guest favorite
A well-appointed bedroom showcases a spacious bed dressed in white linens, complemented by decorative pillows. A wooden bench is situated at the foot of the bed. A large mirror and artful wall decor enhance the serene atmosphere, while natural light enters through a large window.
Home in West Windsor
4.98 out of 5 average rating, 185 reviews

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

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Top guest favorite
Apartment in Windsor
5.0 out of 5 average rating, 25 reviews

Charming apartment on the Windsor Green

This apartment is freshly refurbished and fully appointed. It has an old world charm and tastefully furnished. There is a full kitchen, beautiful new bathroom with shower, a bedroom and living room. The mattress is a queen tempurapedic. Just a few minutes walk brings one to Paradise Park, a conservation area with lovely walking trails. Walk the other way to Windsor Station restaurant or Boston Dreams for coffee and lunch. All of the Upper Valley is nearby.

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Popular amenities for Plainfield vacation rentals