Holiday houses in Plainfield

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Plainfield

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

%{current} / %{total}1 / 1
Top Guest favourite
A serene lakeside setting is presented, featuring a stone patio bordered by natural boulders. Colorful adirondack chairs in blue and green invite relaxation. A wooden dock extends into the calm water, with trees and hills visible in the distance under a cloudy sky.
Home in Enfield
4.96 out of 5 average rating, 122 reviews

Quiet lakeside retreat with private dock.

Welcome to our charming lakefront home nestled in the tranquil beauty of nature! Situated at the water's edge, our rental boasts a private dock, providing convenient access to the pristine lake for fishing, swimming, or simply enjoying the outdoors. Inside, you'll find two bedrooms comfortably furnished with a total of three beds, ensuring a restful night's sleep for up to six guests. With close proximity to Cardigan Mountain school Dartmouth & DHMC campuses, your home away from home awaits!

Guest favourite
The exterior of a charming yellow house is surrounded by lush greenery and colorful landscaping. A stone pathway leads to the entrance, framed by well-maintained shrubs and ornamental features. Tall trees provide privacy and a natural backdrop, enhancing the serene outdoor atmosphere.
Home in Plainfield
4.9 out of 5 average rating, 151 reviews

Historic Home on 17 acres of land. Go escape!

This place is a dream. Please enjoy the outdoors and everything this amazing place has to offer. The pool will be reopened around May 2025 (weather dependent. It is a heated pool and salt water. Pool rules: absolutely no diving. No children under the age of 18 should be near or in the pool area without supervision under any circumstances. NO glassware by the pool. If there is an incident with glass near the pool area please tell our property manager immediately. If you need anything ask!

Guest favourite
The lakeside cottage is framed by lush greenery, with large windows reflecting the sky's blue hue. A set of wooden adirondack chairs is positioned near the water's edge, providing a serene place to relax. A wooden dock extends into the calm lake.
Cottage in Springfield
4.95 out of 5 average rating, 123 reviews

Kolelemook Cottage!

Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.

Guest favourite
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
4.84 out of 5 average rating, 468 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 a work table. Located in the heart of the Upper Valley. In town on the Main Street. We are 5 miles to Dartmouth College and Hospital. Close to retail,restaurants. We have been vaccinated , boosted, would like to remain contact-free when possible. We are available if you have questions.

Top Guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 167 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 favourite
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, 122 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).

Top Guest favourite
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, 433 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 favourite
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 favourite
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, 173 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 favourite
A wooden deck with three textured planters greets guests upon entry. A vibrant flower pot adds color beside a gas grill, situated among lush greenery. A hula hoop hangs nearby, enhancing the outdoor space's playful atmosphere.
Guesthouse in Hartland
4.95 out of 5 average rating, 1,037 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 favourite
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, 282 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 favourite
A patio area is visible, featuring a stone fire pit with colorful glass accents. Comfortable seating is arranged around the fire pit, with a large umbrella providing shade. The expansive green landscape stretches in the background, offering a view of distant mountains under a cloudy sky.
Apartment in Weathersfield
4.97 out of 5 average rating, 149 reviews

Cute VT Bungalow With 180 Degree View of NH

Located on a quiet country dirt road you will find this cozy apartment perfect for a weekend getaway. A short walk and you will be amazed at the 360 degree views of Vermont and New Hampshire. Centrally located near Okemo, Sunapee and Killington mountains, ski all 3 mountains in a weekend. Explore covered bridges, walking trails, scenic bike rides, or tubing on the Connecticut River.

Popular amenities for Plainfield holiday rentals