
Holiday rentals in Plainfield
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Top-rated holiday rentals in Plainfield
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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
ValueFamilyHeating
4.99 out of 5 average rating, 170 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!
LocationValueCheck-in
4.95 out of 5 average rating, 132 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.
LocationValueShared spaces
4.87 out of 5 average rating, 158 reviews
Cozy Cottage close to central VT&NH Grand Piano!
Luxurious, well appointed cottage - Beautiful sunrise view located between Woodstock VT & Hanover NH. Inspiring treat for musician’s getaway is a fully restored 1929 Steinway. Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer. VERY comfortable queen bed. Romantic getaway in the woods, relax, work in peace, explore the beauty and history of the area. Hiking, biking, fishing, hot air balloon rides and shopping are all close by. Long (90 day) or weekend rental.
ValueFamilyDecor
4.97 out of 5 average rating, 217 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.
LocationFamilyBathroom
4.94 out of 5 average rating, 133 reviews
Chuck's Place
With plenty of warm days ahead, we're stoked for the upcoming season. Chuck's a private home on 7 sunny acres overlooking Mt Ascutney. Great for hiking, biking, skiing, snowshoeing- or R&R! A note about Airbnb fees: Airbnb shifted their 15.5% guest fees to the host. We had to raise our rate to compensate. We are loyal to offer accessible ski vacations for your friends & family at the cost of a hotel room! Dollars a day at Ascutney or on your Indy/Ikon/Epic pass. Hit up the 20% on longer stays.
ValueFamilyBack garden
4.96 out of 5 average rating, 100 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.
ValueLocationSolo travel
4.85 out of 5 average rating, 514 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!
LocationValueKitchen
4.98 out of 5 average rating, 178 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.
FamilyLocationIndoor spaces
4.97 out of 5 average rating, 470 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.
ValueLocationBathroom
4.97 out of 5 average rating, 243 reviews
Cozy Eastman Cabin
Come stay at this cozy modern cabin in the Eastman community on a private 4-acre lot overlooking a heavily wooded forest. Large windows facing the woods let in a ton of light and make you feel like you’re in the treetops. The house is perfect for a small family getaway or a couples retreat. Go for a dip in Eastman Lake down the road or explore hiking and biking trails which are plentiful and nearby. Please note, 4-wheel-drive may be necessary in certain weather conditions.
LocationFamilyKitchen
4.93 out of 5 average rating, 149 reviews
Cozy Light-filled Condo in Charming Eastman
Light, bright and cozy three level condo with cathedral ceilings, two bedrooms, and a family room in the lower level with multiple sleeping arrangements. The lower level walk out makes a two minute walk to a beautiful beachfront on Eastman Pond. Close to Sunapee Mountain Ski Resort, and cross-country and snow shoe trails too numerous to list! Easy access to Rt 10 and I-89 for convenient commuting.
FamilyLocationQuiet
4.97 out of 5 average rating, 155 reviewsPopular amenities for Plainfield holiday rentals
Other great holiday rentals in Plainfield

Yurt In The Woods - Come to the Yurt.
ValueLocationBiking
4.95 out of 5 average rating, 1068 reviews
Sunny Studio Apartment in Hartland
FamilyValueWifi
4.88 out of 5 average rating, 501 reviews
A Peaceful Brookside Vermont Retreat
ValueFamilyLong stay
5.0 out of 5 average rating, 55 reviews
Modern Lakehouse on Mascoma
ComfortBathroomIndoor spaces
5.0 out of 5 average rating, 3 reviews
The Spooner House – A Relaxed Farm Stay in Vermont
ValueFamilyOutdoor spaces
5.0 out of 5 average rating, 33 reviews
2 Min Walk to Woodstock Village Mountain Views
LocationFamilySleep quality
5.0 out of 5 average rating, 29 reviews
Immaculate Lake House Perfect for Entire Family
LocationFamilyAccuracy
4.99 out of 5 average rating, 75 reviews
Quechee Retreat. Close to Everything!
FamilyLocationView
5.0 out of 5 average rating, 28 reviewsDestinations to explore
- White Mountain National Forest
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Weirs Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Franconia Notch State Park
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Waterville Valley Resort
- Flume Gorge
- Killington Resort
- Mount Monadnock
- Emerald Lake State Park
- Bromley Mountain Ski Resort
- Ice Castles





