Vacation rentals in Plainfield

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Top-rated vacation rentals in Plainfield

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Guest favorite
An A-frame cabin showcases a wooden exterior with large glass windows, allowing natural light indoors. The deck features four Adirondack chairs arranged around a circular fire pit. Surrounding greenery and autumnal trees enhance the serene outdoor setting.
Cabin in Danbury
4.95 out of 5 average rating, 138 reviews

Cozy A Frame Cabin

Discover Your Dream Getaway at Our Enchanting A-Frame Cabin in Danbury, NH! Hike lush forest trails, paddle across sparkling lakes, or hit the nearby slopes for seasonal adventure. After a day outdoors, kick back on the spacious deck, fire up the grill, and dine under the stars. Whether you're planning a romantic escape or a fun-filled family getaway, this hidden gem offers the perfect blend of comfort, charm, and natural beauty. Escape the ordinary—book your unforgettable Danbury retreat today!

Top guest favorite
The exterior of a boutique tiny home is displayed, featuring dark wood siding and large windows. A small covered porch is visible, and colorful flowers are arranged in a garden bed in front. The surrounding landscape includes green grass and a tranquil pond.
Tiny home in Fairlee
5 out of 5 average rating, 175 reviews

Private, 1 bedroom boutique tiny home

This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Top guest favorite
The treehouse is set on a hillside, surrounded by tall trees and rocky terrain. Its unique architecture features a mix of red and black siding, with a sloped roof. The elevated structure is accessed by a pathway lined with autumn leaves, offering a tranquil forest setting.
Treehouse in Hancock
4.98 out of 5 average rating, 169 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Guest favorite
A sign reading 'The Oaks' is prominently displayed in front of the property. Colorful metal flowers are set in the lush green grass, framed by a backdrop of blooming trees and a partially visible building. Soft clouds pass overhead, creating a serene outdoor atmosphere.
Home in Plainfield
4.87 out of 5 average rating, 123 reviews

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).

Guest favorite
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, 318 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 spacious living area features exposed wooden beams and a cozy arrangement of leather seating. A modern flat-screen television is mounted on the wall, across from a wooden dining table. Nearby, a stone fireplace adds a rustic touch, complementing the open kitchen layout.
Home in Windsor
4.98 out of 5 average rating, 127 reviews

Stylish Vermont Cabin | Views · Trails · Luxe

Spring and summer at the Red House. A place to slow down, get away from it all, and take the views in! Watch the hills come back to life from the porch, coffee in hand, as green rolls up the valley and wildflowers take over fields. Hike or bike to a trailhead five minutes from the front door. Gather around the fire pit and wonder how dark and wide the night sky can be. The Red House sits within reach of some of the best restaurants in Vermont and awaits the discerning traveler.

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, 437 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.

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, 223 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.

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, 174 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.

Top guest favorite
Guesthouse in Hartland
4.95 out of 5 average rating, 1,042 reviews

Yurt In The Woods - Come to the Yurt.

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

Top guest favorite
The studio space features two queen beds, one elevated in a nook, and a comfortable sofa, framed by a skylight letting in ample light. A wooden dining table is positioned in front of a decorative black cabinet, and a large TV is mounted on the wall.
Guest suite in Grantham
4.97 out of 5 average rating, 290 reviews

Studio 154, Sunapee/Dartmouth region sleeps 4

Studio 154 is tucked away on a quiet cul-de-sac in a country setting. 18 mins to Lebanon and 25 mins to Mount Sunapee. A short drive through the neighborhood past mountain views, King Blossom Farm Stand, and meadows that frequently host wildlife and sunsets. The studio has 2 queen sized beds, 3/4 bath, love seat, dining table and work desk. Enjoy fast WIFI, 42" tv, USB plugs next to the night stands and tv shelf. Service fee is included in the price!

Top guest favorite
Cottage in Hartland
4.94 out of 5 average rating, 157 reviews

5 miles from Woodstock-Dog Friendly w/FIOS

Just 5 miles from Woodstock, the Cottage at StillwoodVT is a bright and cozy two-story home set on a peaceful 20-acre oasis of woods, pasture, and hill views. Two bedrooms (queen upstairs, full downstairs), one bath with shower, and open kitchen/living/dining area. Private, quiet, and surrounded by nature. One-bedroom use receives 10% back after checkout (not combinable with other discounts).

Popular amenities for Plainfield vacation rentals