A park with a large tree in autumn colors, a grassy field, and a forested hill in the background.

Holiday Homes in Plymouth

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Plymouth holiday homes

A compact kitchen with a refrigerator, stove, microwave, and sink.

1. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is AU$795
includes taxes & fees
25 Oct - 26 Oct
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A spacious living area with a wooden ceiling, a fireplace, and a television mounted on the wall.

2. RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
Plymouth
9.0 out of 10, Wonderful, (4 reviews)
"You’re not even full through the door before feeling how cozy of a space it is. My friends and I loved this place. The beds were comfortable and the towels were good quality. Plenty of warm water and all the things that make a place comfy and inviting. The deck is a place you’ll want to spend a lot of time. Beautiful views and a serene setting. I would stay there again."
United States
Amanda B.
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

3. CozyDen- Location, Ski Off/ Shuttle On

CozyDen- Location, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AU$397
includes taxes & fees
26 Oct - 27 Oct
CozyDen- Location, Ski Off/ Shuttle On
A cozy living room with a brick fireplace, comfortable seating, and large windows offering a view of the outdoors.

4. Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Bridgewater
8.8 out of 10, Excellent, (3 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
The price is AU$1,013
includes taxes & fees
25 Oct - 26 Oct
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
A bunk bed room with two beds, a door, and a window.

5. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is AU$1,528
includes taxes & fees
3 Nov - 4 Nov
Slopeside Estate Guesthouse: Hot tub, AC, Grill
A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

6. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is AU$409
includes taxes & fees
3 Nov - 4 Nov
Luxury Condo Tucked in the Heart of Killington
A large house with a fire pit and outdoor seating.

7. 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 AU$737
includes taxes & fees
25 Oct - 26 Oct
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

8. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is AU$678
includes taxes & fees
25 Oct - 26 Oct
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A bathroom with a white sink, a shower curtain, and a wooden shelf with rolled towels.

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is AU$611
includes taxes & fees
2 Nov - 3 Nov
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
A two-story house with a covered porch and a garage.

10. Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is AU$1,148
includes taxes & fees
1 Nov - 2 Nov
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

11. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is AU$330
includes taxes & fees
25 Oct - 26 Oct
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A cabin with a deck, a hot tub, and a fire pit area.

12. New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
The price is AU$1,257
includes taxes & fees
5 Nov - 6 Nov
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Living area

13. Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
Killington
10.0 out of 10, Exceptional, (1 review)
"Beautiful home made for a perfect holiday weekend"
United States
Gregg Z.
The price is AU$860
includes taxes & fees
26 Oct - 27 Oct
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

14. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay but there was some noise in the bigger bedroom from the heating panels so the sleep was disturbed. Other than this, we had a great time at the accommodation."
Canada
Smriti
The price is AU$688
includes taxes & fees
25 Oct - 26 Oct
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
A dining table set with plates, glasses, and a vase with a plant.

15. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is AU$279
includes taxes & fees
3 Nov - 4 Nov
Cozy Rutland Retreat
A two-story house with a covered porch and a chimney.

16. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
The Woods
The price is AU$502
includes taxes & fees
3 Nov - 4 Nov
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
A wooden interior with a bench and shelves, a door with a handle, and a tiled floor.

17. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"Great amenitiesCleanNewAnd easy access to Starship Gondola at KillingtonWent with my two sons - we had a great time"
United States
Gifford F.
The price is AU$691
includes taxes & fees
25 Oct - 26 Oct
The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals
A cozy living room with a fireplace, a television, and a view of a snowy deck.

18. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is AU$1,044
includes taxes & fees
25 Oct - 26 Oct
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
A bedroom with a wooden bed, a nightstand, a dresser, a painting, and a window with a view of greenery.

19. 25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.

25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
Killington
9.6 out of 10, Exceptional, (73 reviews)
"Great stay. Killer location!"
United States
Matthew P.
The price is AU$1,094
includes taxes & fees
25 Oct - 26 Oct
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
A cozy living room with a sectional sofa, a coffee table, and a fireplace.

20. Breakaway House: Killington Duplex, Unit A. Hot Tub Close to Resort.

Breakaway House: Killington Duplex, Unit A. Hot Tub Close to Resort.
Killington
7.6 out of 10, Good, (4 reviews)
"Great location, clean and quiet."
United States
Dr. Stephan B.
Breakaway House: Killington Duplex, Unit A. Hot Tub Close to Resort.
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 Plymouth Hotel Reviews

White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"great price, great location, and very nice and clean for a "local" hotel."
LE 1-night trip
Posted 14 hours ago
White River Inn and Suites

Find out more about Plymouth

Plymouth Holiday Homes information

Number of reviews
220
Accommodation
910 Holiday Homes
Lowest Price
AU$279
Highest Price
AU$1,528