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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 price is ¥33,680
¥114,544 total
includes taxes & fees
Nov 16 - Nov 17
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.
The price is ¥41,378
¥133,274 total
includes taxes & fees
Nov 16 - Nov 17
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

3. 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 ¥12,673
¥39,394 total
includes taxes & fees
Nov 23 - Nov 24
Luxury Condo Tucked in the Heart of Killington

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 ¥35,604
¥159,689 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

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.
The price is ¥21,321
¥42,863 total
includes taxes & fees
Nov 16 - Nov 17
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 ¥32,792
¥157,085 total
includes taxes & fees
Nov 16 - Nov 17
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 ¥22,567
¥78,938 total
includes taxes & fees
Nov 19 - Nov 20
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 ¥34,481
¥82,801 total
includes taxes & fees
Nov 17 - Nov 18
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
The price is ¥19,033
¥70,214 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Stay w/ Pond & Massage Chair | Near Okemo

10. 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 ¥14,054
¥27,738 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Rutland Retreat

11. 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.
The price is ¥48,526
¥90,028 total
includes taxes & fees
Dec 1 - Dec 2
Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort!

12. 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 ¥19,980
¥82,313 total
includes taxes & fees
Nov 16 - Nov 17
large ski ranch hot tub close to killington pets ok

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

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds
Killington
The price is ¥55,100
¥117,898 total
includes taxes & fees
Nov 19 - Nov 20
New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

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

NEW Killington Chalet | Hot Tub, Sauna & Golf Sim
Killington
The price is ¥66,487
¥128,506 total
includes taxes & fees
Dec 1 - Dec 2
NEW Killington Chalet | Hot Tub, Sauna & Golf Sim

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
The price is ¥29,831
¥101,317 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

16. 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 ¥21,848
¥44,540 total
includes taxes & fees
Nov 16 - Nov 17
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

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 ¥25,324
¥58,937 total
includes taxes & fees
Nov 16 - Nov 17
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

18. Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout
Killington
The price is ¥30,792
¥86,208 total
includes taxes & fees
Nov 16 - Nov 17
Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

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 ¥20,203
¥82,760 total
includes taxes & fees
Nov 16 - Nov 17
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

20. Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington

Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
Killington
9.0 out of 10, Wonderful, (7 reviews)
"Loved the quiet seclusion of the Shack, but also that we were close to hikes, lakes, markets, and food. We had a wonderful and relaxing stay!!"
United States
Sarah G.
The price is ¥28,868
¥90,251 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington
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.

Learn more about Plymouth

Visit the Calvin Coolidge Homestead District where rangers share stories of our 30th president's childhood home. Explore Plymouth Notch's pristine hiking trails or rent kayaks at nearby Echo Lake in summer months.

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

Top reviews in Plymouth