Plainfield Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
apart-hotel image
Aparthotels
Aparthotels

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Plainfield vacation homes

A room with a large sliding glass door leading to a balcony with a wooden deck and a scenic view of the countryside.

1. 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.
The price is CA $400
CA $729 total
includes taxes & fees
Nov 15 - Nov 16
180-degree panoramic views of Vermont's mountains from the Living room, Hot Tub
A window with a view of a lake at sunset, trees, and a distant shoreline.

2. The Shaker Cottage on Lake Mascoma

The Shaker Cottage on Lake Mascoma
Enfield
The price is CA $306
CA $606 total
includes taxes & fees
Nov 16 - Nov 17
The Shaker Cottage on Lake Mascoma
A cozy living room with a sofa, a dining table with chairs, a small side table, and a wooden floor.

3. Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"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 CA $261
CA $425 total
includes taxes & fees
Dec 1 - Dec 2
Brook Road Condo
A golf course with sand bunkers and a forested area.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is CA $169
CA $617 total
includes taxes & fees
Nov 13 - Nov 14
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A large house with a fire pit and outdoor seating.

5. 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.
The price is CA $306
CA $729 total
includes taxes & fees
Nov 14 - Nov 15
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A spacious living room with a fireplace, large windows, and a cozy seating area.

6. @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.
The price is CA $278
CA $847 total
includes taxes & fees
Nov 18 - Nov 19
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
A two-story house with a deck, surrounded by dense forest.

7. 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
The price is CA $765
CA $1,351 total
includes taxes & fees
Nov 13 - Nov 14
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

8. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Had a lot here to use and The place was very cute. It’s good if you have small kids they have a lot for that sort of thing. Very clean as well"
United States
sean c.
The price is CA $184
CA $577 total
includes taxes & fees
Nov 14 - Nov 15
Lakefront Family Fun Retreat
A yellow building with a porch and a sign that reads "Brook Road Inn."

9. 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.
The price is CA $268
CA $469 total
includes taxes & fees
Nov 16 - Nov 17
Brook Road Condo
A spacious living room with a grey sofa, ottoman, and a coffee table. There are wooden beams, a bookshelf, and a dining area with a table and chairs.

10. Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee

Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee
Sunapee
9.8 out of 10, Exceptional, (12 reviews)
"Great stay, the boys will be back! "
United States
Susan B.
The price is CA $424
CA $817 total
includes taxes & fees
Dec 5 - Dec 6
Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee
A wooden cabin with multiple windows and a balcony, surrounded by trees.

11. Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee

Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (32 reviews)
"Great experience and an amazing property"
United States
Tim D.
The price is CA $395
CA $738 total
includes taxes & fees
Nov 15 - Nov 16
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

12. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (59 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is CA $309
CA $680 total
includes taxes & fees
Nov 15 - Nov 16
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A cozy living room with a large window overlooking a lake, a wooden ceiling, and a guitar on the wall.

13. 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.
The price is CA $321
CA $1,136 total
includes taxes & fees
Nov 18 - Nov 19
Elysium on Little Sunapee-Dock, Firepit, Trails
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

14. SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!

SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
Newbury
9.8 out of 10, Exceptional, (21 reviews)
"Neat place, close to two ski mountains. "
United States
COLLEEN K.
The price is CA $203
CA $1,492 total
includes taxes & fees
Nov 19 - Nov 20
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
A covered outdoor seating area with a wooden ceiling, large windows, and a view of the forest.

15. “Big Red” @ New London/Sunapee | Lake-Ski-Wellness

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
New London
10.0 out of 10, Exceptional, (15 reviews)
"The home has everything you could need. It’s clean, beautiful and spacious. We loved our stay and would highly recommend to others. The host was so accommodating and responsive!"
United States
Heidi H.
The price is CA $499
CA $1,841 total
includes taxes & fees
Nov 18 - Nov 19
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
A cozy living room with a fireplace, comfortable seating, and a television.

16. Bear`s Den in Ludlow, Okemo Views + Epic Game Room

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our weekend stay off peak season. Walkable to town. Clean. Everything you may need is provided. It’s an older house with character. The game room is a bonus for sure!"
United States
Elaine H.
The price is CA $309
CA $612 total
includes taxes & fees
Nov 30 - Dec 1
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

17. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
United States
Tina l.
The price is CA $328
CA $698 total
includes taxes & fees
Dec 2 - Dec 3
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A modern kitchen with a central island, bar stools, and a fireplace.

18. King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee

King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee
New London
10.0 out of 10, Exceptional, (109 reviews)
"A fabulous cottage in a great location. Practically perfect in every way! Great Hosts!!"
United States
John M.
The price is CA $366
CA $900 total
includes taxes & fees
Nov 15 - Nov 16
King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee
A spacious living room with a large sectional sofa, a glass coffee table, and a high ceiling with exposed wooden beams.

19. "Big Sky" Retreat Atop Sunapee / Ski + Lake Life

"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
Newbury
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful house in a nice location. Close to the lake, ski area and hiking. It was the perfect space to have a mini reunion with some friends."
United States
William B.
The price is CA $546
CA $1,479 total
includes taxes & fees
Nov 16 - Nov 17
"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
A spacious living room with a high ceiling, wooden beams, a fireplace, and large windows.

20. Game Room, Fire Pit & Views! Spacious Ludlow Home

Game Room, Fire Pit & Views! Spacious Ludlow Home
Ludlow
The price is CA $335
CA $1,090 total
includes taxes & fees
Nov 30 - Dec 1
Game Room, Fire Pit & Views! Spacious Ludlow Home
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.
View all properties

Top reviews in Plainfield

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

Perfect
Canada
Benoit
Reviewed August 3, 2026
Align Inn Vermont

Explore a world of travel with Expedia