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

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Plymouth vacation homes

TV, fireplace

1. 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 AED 805
AED 2,591 total
includes taxes & fees
27 Aug - 28 Aug
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Smart TV, fireplace, video games, books

2. 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 AED 496
AED 1,810 total
includes taxes & fees
27 Aug - 28 Aug
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Property grounds

3. Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
10.0 out of 10, Exceptional, (2 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
The price is AED 775
AED 1,966 total
includes taxes & fees
31 Aug - 1 Sep
Beautiful 3-bedroom house with AC in charming Bridgewater
Interior

4. CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AED 463
AED 1,000 total
includes taxes & fees
27 Aug - 28 Aug
CozyDen - AC, Grill, Bike to Mountain, Porch!
Private kitchen

5. 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 AED 340
AED 866 total
includes taxes & fees
7 Sep - 8 Sep
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Terrace/patio

6. The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is AED 1,519
AED 4,344 total
includes taxes & fees
27 Aug - 28 Aug
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
House, 6 Bedrooms | Living area

7. Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
The price is AED 856
AED 2,756 total
includes taxes & fees
27 Aug - 28 Aug
Breakaway House by Killington Vacation Rentals
Property grounds

8. Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Killington
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
The price is AED 709
AED 2,345 total
includes taxes & fees
27 Aug - 28 Aug
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Exterior

9. 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 AED 992
AED 3,347 total
includes taxes & fees
27 Aug - 28 Aug
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
TV, fireplace, Netflix, foosball

10. 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, (58 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is AED 675
AED 2,678 total
includes taxes & fees
27 Aug - 28 Aug
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
TV, stereo

11. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is AED 401
AED 1,416 total
includes taxes & fees
6 Sep - 7 Sep
Killington Retreat | Deck-Fire Pit-Mountain Views!
Smart TV, books

12. 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 AED 301
AED 649 total
includes taxes & fees
14 Sep - 15 Sep
Cozy Rutland Retreat
Terrace/patio

13. Okemo's Back Room - in the heart of the village on the shuttle route!

Okemo's Back Room - in the heart of the village on the shuttle route!
Ludlow
9.6 out of 10, Exceptional, (16 reviews)
"Perfect location. Neat place. Very clean!"
United States
Frank F.
The price is AED 595
AED 1,847 total
includes taxes & fees
31 Aug - 1 Sep
Okemo's Back Room - in the heart of the village on the shuttle route!
Exterior

14. 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, (70 reviews)
"Great stay. Killer location!"
United States
Matthew P.
The price is AED 631
AED 2,810 total
includes taxes & fees
27 Aug - 28 Aug
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
TV, streaming services, music library, video library

15. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Killington
7.0 out of 10, Good, (6 reviews)
"Excellent brief stay."
United States
Ron L.
The price is AED 545
AED 2,181 total
includes taxes & fees
27 Aug - 28 Aug
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Smart TV, fireplace, video games, stereo

16. HappyCub- AC, Hot Tub, Fire Pit, Game Room!

HappyCub- AC, Hot Tub, Fire Pit, Game Room!
Killington
10.0 out of 10, Exceptional, (27 reviews)
"Great communication, location, and all around stay!"
United States
Ashley K.
The price is AED 810
AED 1,974 total
includes taxes & fees
27 Aug - 28 Aug
HappyCub- AC, Hot Tub, Fire Pit, Game Room!
Smart TV

17. 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 AED 1,186
AED 2,266 total
includes taxes & fees
31 Aug - 1 Sep
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!
TV, fireplace, foosball, stereo

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

Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Ludlow
The price is AED 676
AED 1,505 total
includes taxes & fees
31 Aug - 1 Sep
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
TV, offices

19. The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AED 716
AED 2,478 total
includes taxes & fees
30 Aug - 31 Aug
The Tower House | Hot Tub | Firepit | Dog-Friendly
Dining

20. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (5 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is AED 648
AED 1,761 total
includes taxes & fees
6 Sep - 7 Sep
large ski ranch hot tub close to killington pets ok
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

Hotel Coolidge

Hotel Coolidge

8/10 Good
"This hotel had the charm of the beginning of the 20th century when hotels were primarily used for long-term stays, with some full-time residents. Everything is a bit rough around the edges, but that’s part of its charm."
Stephanie 4-night trip
Posted 5 hours ago
Hotel Coolidge