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Our top choices for Plymouth vacation homes

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

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

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

RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
Plymouth
8.8 out of 10, Excellent, (5 reviews)
"Everything about the property was beautiful and relaxing. We loved our stay .... We did however run into one issue, while we were enjoying the property, someone claiming to be there to service the hot tub decided to let themselves in with the lock code unannounced while we were undressed and stood there listening to us and only when the dog ran down there did he announce himself. Not sure if simple sent them or if they showed up on their own accord but boy did we get quite the scare and hope...
United States
Adam S.
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

3. 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.
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

4. 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 AED 291
AED 952 total
includes taxes & fees
4 Nov - 5 Nov
Luxury Condo Tucked in the Heart of Killington

5. CozyDen- Fireplace, Ski Off/ Shuttle On

CozyDen- Fireplace, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
CozyDen- Fireplace, Ski Off/ Shuttle On

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

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is AED 724
AED 3,574 total
includes taxes & fees
4 Nov - 5 Nov
Slopeside Estate Guesthouse: Hot tub, AC, Grill

7. 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 1,720 total
includes taxes & fees
4 Nov - 5 Nov
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

8. 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 AED 793
AED 1,888 total
includes taxes & fees
4 Nov - 5 Nov
Pet Friendly | Game Room | Minutes to Woodstock and Killington

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
Peaceful Stay w/ Pond & Massage Chair | Near Okemo

10. 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
9.4 out of 10, Exceptional, (8 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 327
AED 810 total
includes taxes & fees
4 Nov - 5 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

11. 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.
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

12. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
The price is AED 305
AED 620 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Rutland Retreat

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

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
The price is AED 1,267
AED 2,645 total
includes taxes & fees
4 Nov - 5 Nov
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

14. 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
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful home made for a perfect holiday weekend"
United States
Gregg Z.
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

15. 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
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

16. NEW Killington Chalet | Hot Tub, Sauna & Golf Sim

NEW Killington Chalet | Hot Tub, Sauna & Golf Sim
Killington
NEW Killington Chalet | Hot Tub, Sauna & Golf Sim

17. 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 AED 638
AED 1,393 total
includes taxes & fees
12 Nov - 13 Nov
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

18. Vistas 92: Featured on Staycation TV | Ski-In/Ski-Out with Hot Tub

Vistas 92: Featured on Staycation TV | Ski-In/Ski-Out with Hot Tub
Killington
8.8 out of 10, Excellent, (3 reviews)
"This was a beautiful property. We went for my birthday weekend. Everything was perfect. Great views with privacy. We loved the fireplace and great room. And the high end kitchen and huge dining room table made the celebration one to remember. The hot tub was the icing on the cake! Thank you for being a great host."
United States
Seth S.
The price is AED 2,834
AED 5,580 total
includes taxes & fees
4 Nov - 5 Nov
Vistas 92: Featured on Staycation TV | Ski-In/Ski-Out with Hot Tub

19. 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 473
AED 1,979 total
includes taxes & fees
4 Nov - 5 Nov
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

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, (10 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is AED 526
AED 1,524 total
includes taxes & fees
15 Nov - 16 Nov
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