Plainfield Vacation Rentals

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Our top choices for Plainfield vacation rentals

10.0 out of 10, Exceptional, (4)
"Perfect size and location! "
United States
Lyn H.
The price is ¥17,037
¥32,086 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Addie's Place: A Quiet and Quirky Private Guesthouse
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is ¥23,663
¥29,503 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is ¥38,333
¥62,361 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
The price is ¥10,412
¥14,772 total
includes taxes & fees
Dec 23 - Dec 24
Into the Woods: Discover Our Charming Rustic Treehouse in Dorchester, NH
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is ¥20,508
¥45,231 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Vacation Home in Newport

Lake Front Family Friendly Escape
10.0 out of 10, Exceptional, (4)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is ¥19,877
¥58,196 total
includes taxes & fees
Dec 23 - Dec 24
Lake Front Family Friendly Escape

Cottage in Goshen

Brook Road Cabin
3.5 star property
7.8 out of 10, Good, (9)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
Brook Road Cabin

Vacation Home in Goshen

Brook Road Condo
8.8 out of 10, Excellent, (14)
"Nice place close to the mountain!"
United States
Kevin N.
The price is ¥26,818
¥50,663 total
includes taxes & fees
Dec 23 - Dec 24
Brook Road Condo
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is ¥17,984
¥37,092 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Ben & Jerry’s Studio | 10 Min to Killington
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is ¥35,336
¥95,761 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
9.8 out of 10, Exceptional, (18)
"We loved sitting by and listening to the river. Everything was as described."
United States
Jennifer A.
The price is ¥28,395
¥58,880 total
includes taxes & fees
Dec 23 - Dec 24
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
8.8 out of 10, Excellent, (15)
"Great place!"
United States
Alan A.
The price is ¥44,556
¥71,545 total
includes taxes & fees
Dec 30 - Dec 31
Private Trails, Stargazing & Cozy Fires
10.0 out of 10, Exceptional, (10)
"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"
United States
Carla C.
The price is ¥68,858
¥117,406 total
includes taxes & fees
Dec 24 - Dec 25
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Vacation Home in Sunapee

Chic Farmhouse Decor | Deck w/View
10.0 out of 10, Exceptional, (51)
"This place is pristine and very cozy. Bed's are insanely comfortable too. Will definitely try to stay there again. "
United States
Peter S.
The price is ¥34,705
¥71,887 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Chic Farmhouse Decor | Deck w/View
10.0 out of 10, Exceptional, (16)
"Loved staying at this quaint cottage, the outside spaces were lovely and it was very clean! Communication with the owner was seamless and they were fantastic to deal with. I would highly recommend a stay here! "
United States
Lisa P.
The price is ¥33,128
¥74,283 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Cabin in Goshen

Brook Road Cabin
9.8 out of 10, Exceptional, (17)
"Would go back!"
United States
Elizabeth C.
The price is ¥26,818
¥50,663 total
includes taxes & fees
Dec 23 - Dec 24
Brook Road Cabin

Vacation Home in Goshen

Brook Road Condo
3.0 star property
8.8 out of 10, Excellent, (3)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is ¥29,026
¥47,240 total
includes taxes & fees
Dec 23 - Dec 24
Brook Road Condo
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is ¥18,615
¥52,889 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
10.0 out of 10, Exceptional, (5)
"Amazing!"
United States
jane b.
The price is ¥41,804
¥79,760 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy 2-bedroom A Frame chalet in delightful Danbury NH with WiFi and AC
10.0 out of 10, Exceptional, (4)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
The price is ¥31,550
¥70,319 total
includes taxes & fees
Dec 29 - Dec 30
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Plainfield Hotel Reviews

Find out more about Plainfield

Search for holiday rentals in Plainfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Plainfield using one of the methods below:

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Look no further and take a look at our great range of rental properties in Plainfield!

Frequently asked questions

Are there vacation rentals in Plainfield?

Yes, you can find vacation rentals close to the most popular local attractions in Plainfield, or you can go with a secluded option if you're looking for relaxation. Plainfield is known for its restaurants and shopping. Make sure you have time to check out the art and museums during your trip.

What's the top vacation rental that Plainfield has to offer?

Mountainside Estate. Private Indoor Pool, near Ragged Mtn. & Sunapee, sleeps 28: You might want to consider this vacation home rental near Plainfield, which is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Plainfield?

Connecticut River and Annie Duncan State Forest are a couple of lovely local spots to get outside and enjoy nature. While here, Plainfield Wildflower Sanctuary and Meriden Bird Sanctuary are other places worth a visit.

What’s a vacation rental in Plainfield like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Plainfield. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for small groups.