Plainfield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Plainfield vacation rentals

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (17 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
$171 nightly
The price is $186
Nov 17 - Nov 18
Total with taxes and fees
Fat Sheep Farm & Cabins
A cozy living room with a leather couch, a fireplace, and a television.

2. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
$440 nightly
The price is $497
Nov 16 - Nov 17
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A room with a large sliding glass door leading to a balcony with a wooden deck and a scenic view of the countryside.

3. 180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub

180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
Hartford
9.2 out of 10, Wonderful, (9 reviews)
"Communication was great! The views from the house were terrific and the living room space is really nice."
United States
Craig K.
$438 nightly
The price is $494
Nov 15 - Nov 16
Total with taxes and fees
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
A modern cabin with a deck, surrounded by a forest.

4. Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Hartford
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful and well appointed abode - super cozy!"
United States
Nina S.
$765 nightly
The price is $864
Nov 16 - Nov 17
Total with taxes and fees
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
A multi-story building with a central staircase, outdoor picnic tables, and a clear sky.

5. 2BR Duplex Villa w/ Balcony | Game Room + Fire Pit

2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
Brownsville
$262 nightly
The price is $285
Nov 16 - Nov 17
Total with taxes and fees
2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
A sunroom with wicker furniture, large windows, and string lights.

6. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (23 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
$212 nightly
The price is $239
Nov 13 - Nov 14
Total with taxes and fees
Addie's Place: A Quiet and Quirky Guesthouse
A cabin interior with a wooden staircase, a kitchen with modern appliances, and large windows offering a forest view.

7. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (59 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
$377 nightly
The price is $406
Nov 16 - Nov 17
Total with taxes and fees
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
A staircase with wooden steps and white railings, leading to an upper floor.

8. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
10.0 out of 10, Exceptional, (1 review)
"Nice place."
United States
Michael R.
$323 nightly
The price is $350
Nov 13 - Nov 14
Total with taxes and fees
Explore the upper valley from this spacious Claremont Home
A large house with a fire pit and outdoor seating.

9. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Swati, my host, helped me when I had difficulties with tech issues and my stay was as smooth as silk. Thanks!"
United States
Sylvia F.
$184 nightly
The price is $206
Nov 15 - Nov 16
Total with taxes and fees
Bridgewater Living - Ben&Jerry Suite
A covered porch with wicker furniture, a table, and chairs.

10. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
Cavendish
10.0 out of 10, Exceptional, (4 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
$512 nightly
The price is $573
Nov 13 - Nov 14
Total with taxes and fees
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A wooden cabin interior with a staircase, a sofa, and a table.

11. Adventure Cabin Hot Tub Sauna Trails Game Area

Adventure Cabin Hot Tub Sauna Trails Game Area
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
United States
Katherine B.
$360 nightly
The price is $387
Nov 15 - Nov 16
Total with taxes and fees
Adventure Cabin Hot Tub Sauna Trails Game Area
A cabin interior with a wooden staircase, kitchen area, and large windows offering a forest view.

12. Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes

Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
Cavendish
10.0 out of 10, Exceptional, (20 reviews)
"Great space with everything you could need. Very clean."
United States
Kristen A.
$377 nightly
The price is $406
Nov 16 - Nov 17
Total with taxes and fees
Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
A wooden deck with a covered seating area, a grill, and string lights.

13. Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (16 reviews)
"Our stay in this tiny home was perfect! Very cozy and private. The host was very responsive and everything was exactly as described."
United States
Kat V.
$244 nightly
The price is $273
Nov 16 - Nov 17
Total with taxes and fees
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
A cozy living room with wooden walls, a fireplace, a sofa, a coffee table, and two lamps.

14. Hideaway Cottages, Cottage B

Hideaway Cottages, Cottage B
New London
10.0 out of 10, Exceptional, (44 reviews)
"The cottage was very cute, clean, and in a great location. The host is very responsive and ensures everything is as advertised. Would stay again"
United States
Julie S.
$186 nightly
The price is $202
Nov 16 - Nov 17
Total with taxes and fees
Hideaway Cottages, Cottage B
A large house with a fire pit and outdoor seating.

15. Pet Friendly | Game Room | Minutes to Woodstock and Killington

Pet Friendly | Game Room | Minutes to Woodstock and Killington
Bridgewater
10.0 out of 10, Exceptional, (4 reviews)
"We loved the farmhouse. It was very charming and cozy. Plenty of space for us and exactly as advertised. We would definitely stay here again. Thank you"
United States
Lisa G.
$459 nightly
The price is $514
Nov 14 - Nov 15
Total with taxes and fees
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A covered porch with a table and chairs, surrounded by a white railing, and hanging flower pots.

16. Hideaway Cottages, Cottage A

Hideaway Cottages, Cottage A
New London
9.6 out of 10, Exceptional, (77 reviews)
"Beautiful and private location!"
United States
Ernestine B G.
$185 nightly
The price is $201
Nov 15 - Nov 16
Total with taxes and fees
Hideaway Cottages, Cottage A
A spacious living room with a fireplace, large windows, and a cozy seating area.

17. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (28 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
$513 nightly
The price is $557
Dec 1 - Dec 2
Total with taxes and fees
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
A two-story house with a deck, surrounded by dense forest.

18. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
$851 nightly
The price is $953
Nov 13 - Nov 14
Total with taxes and fees
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A cozy living room with a large window overlooking a lake, a wooden ceiling, and a guitar on the wall.

19. Elysium on Little Sunapee-Dock, Firepit, Trails

Elysium on Little Sunapee-Dock, Firepit, Trails
New London
9.8 out of 10, Exceptional, (20 reviews)
"We had a wonderful time at the lake. The house was perfect for our family as we were all able to gather together and then retreat to our own sleeping spaces. The check in process was easy and communication was great. We also got a chance to try paddle boarding! Will definitely be returning."
United States
Julie C.
$732 nightly
The price is $794
Nov 17 - Nov 18
Total with taxes and fees
Elysium on Little Sunapee-Dock, Firepit, Trails
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

20. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"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
$286 nightly
The price is $310
Dec 13 - Dec 14
Total with taxes and fees
Brook Road Cabin
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

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.
Align Inn Vermont

Align Inn Vermont

Align Inn Vermont
Quechee

10/10 Excellent

Great value
United States
Kevin
Reviewed February 22, 2025
Align Inn Vermont

Find out more about Plainfield

Everything you need to know about Plainfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Plainfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Plainfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Plainfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Plainfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Plainfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $186 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Plainfield rentals

At Expedia, we put the best Plainfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Plainfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Plainfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Plainfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: Visitors like this Plainfield vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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, Meriden Bird Sanctuary and Meriden Library 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.

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