Plainfield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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, (15 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
$168 nightly
The price is $183
Nov 22 - Nov 23
Total with taxes and fees
Fat Sheep Farm & Cabins
A sunroom with wicker furniture, large windows, and string lights.

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

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (21 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
$212 nightly
The price is $240
Nov 15 - Nov 16
Total with taxes and fees
Addie's Place: A Quiet and Quirky Guesthouse
A cozy living room with a leather couch, a fireplace, and a television.

3. 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
$445 nightly
The price is $503
Nov 16 - Nov 17
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A multi-story building with a central staircase, outdoor picnic tables, and a clear sky.

4. 2BR Duplex Villa w/ Balcony | Game Room + Fire Pit

2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
Brownsville
$255 nightly
The price is $277
Nov 16 - Nov 17
Total with taxes and fees
2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
A room with a large sliding glass door leading to a balcony with a wooden deck and a scenic view of the countryside.

5. 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)
"Plenty of room beautiful view"
United States
Anthony A.
$444 nightly
The price is $501
Nov 9 - Nov 10
Total with taxes and fees
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
A wooden cabin interior with a staircase, a sofa, and a table.

6. 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.
$367 nightly
The price is $395
Nov 11 - Nov 12
Total with taxes and fees
Adventure Cabin Hot Tub Sauna Trails Game Area
A modern cabin with a deck, surrounded by a forest.

7. 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.
$744 nightly
The price is $840
Nov 10 - Nov 11
Total with taxes and fees
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
A large house with a fire pit and outdoor seating.

8. 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.
$179 nightly
The price is $200
Nov 9 - Nov 10
Total with taxes and fees
Bridgewater Living - Ben&Jerry Suite
A staircase with wooden steps and white railings, leading to an upper floor.

9. 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.
$314 nightly
The price is $341
Nov 9 - Nov 10
Total with taxes and fees
Explore the upper valley from this spacious Claremont Home
A wooden deck with a covered seating area, a grill, and string lights.

10. 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.
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
A covered porch with wicker furniture, a table, and chairs.

11. 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, (3 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
$433 nightly
The price is $485
Nov 9 - Nov 10
Total with taxes and fees
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A window with a view of a lake at sunset, trees, and a distant shoreline.

12. The Shaker Cottage on Lake Mascoma

The Shaker Cottage on Lake Mascoma
Enfield
$382 nightly
The price is $415
Nov 9 - Nov 10
Total with taxes and fees
The Shaker Cottage on Lake Mascoma
A cabin interior with a wooden staircase, a kitchen with modern appliances, and large windows offering a forest view.

13. 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, (58 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
$367 nightly
The price is $395
Nov 9 - Nov 10
Total with taxes and fees
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
A cabin interior with a wooden staircase, kitchen area, and large windows offering a forest view.

14. 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.
$367 nightly
The price is $395
Nov 9 - Nov 10
Total with taxes and fees
Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

15. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
United States
Vanessa W.
$221 nightly
The price is $250
Nov 9 - Nov 10
Total with taxes and fees
Cozy Village Condo-Okemo Shuttle
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, (76 reviews)
"Nice cabin in a very quiet area, yet convenient to New London (which was quite nice).Would definitely go back again."
United States
Brantley W.
$184 nightly
The price is $200
Nov 15 - Nov 16
Total with taxes and fees
Hideaway Cottages, Cottage A
A large house with a fire pit and outdoor seating.

17. 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.
$446 nightly
The price is $499
Nov 11 - Nov 12
Total with taxes and fees
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A cozy living room with wooden walls, a fireplace, a sofa, a coffee table, and two lamps.

18. 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.
$184 nightly
The price is $200
Nov 11 - Nov 12
Total with taxes and fees
Hideaway Cottages, Cottage B
A golf course with sand bunkers and a forested area.

19. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
$386 nightly
The price is $425
Nov 9 - Nov 10
Total with taxes and fees
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A yellow building with a porch and a sign that reads "Brook Road Inn."

20. Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Nice place for a mountain stay"
United States
Meghan B.
$274 nightly
The price is $297
Nov 9 - Nov 10
Total with taxes and fees
Brook Road Condo
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 $183 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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