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Our top choices for Plymouth vacation homes

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

2.0 star property
Plymouth
The price is AED 1,009
AED 2,611 total
includes taxes & fees
11 Dec - 12 Dec
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

Whimsical Room & Private Bathroom in Historic Inn

Chester Depot
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is AED 474
AED 745 total
includes taxes & fees
14 Dec - 15 Dec
Whimsical Room & Private Bathroom in Historic Inn

Charming Cavendish Guesthouse

Cavendish
9.8 out of 10, Exceptional, (7)
"Just as described with Everything we needed. Very comfy and roomy. Loved the private feeling and backyard. Would highly recommend to anyone wanting to stay in this area of Vermont."
United States
deborah m.
The price is AED 651
AED 1,112 total
includes taxes & fees
10 Dec - 11 Dec
Charming Cavendish Guesthouse

Mountain Stay | Skiing | Hiking | Sleeps 8

Bridgewater
9.6 out of 10, Exceptional, (7)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is AED 698
AED 1,983 total
includes taxes & fees
10 Dec - 11 Dec
Mountain Stay | Skiing | Hiking | Sleeps 8

The Carol - 10 minutes to Okemo & Newly Renovated

Cavendish
10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
United States
Esther K.
The price is AED 671
AED 1,204 total
includes taxes & fees
10 Dec - 11 Dec
The Carol - 10 minutes to Okemo & Newly Renovated

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

Mt Holly
9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AED 512
AED 1,812 total
includes taxes & fees
10 Dec - 11 Dec
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Chester Farmhouse Ski Retreat near Slopes

Chester Depot
9.6 out of 10, Exceptional, (16)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is AED 511
AED 1,230 total
includes taxes & fees
10 Dec - 11 Dec
Chester Farmhouse Ski Retreat near Slopes

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

Ludlow
9.8 out of 10, Exceptional, (103)
"A lovely time enjoying the off-season in a ski town. "
United States
Ed C.
The price is AED 786
AED 1,597 total
includes taxes & fees
10 Dec - 11 Dec
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Bridgewater
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is AED 632
AED 1,966 total
includes taxes & fees
10 Dec - 11 Dec
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Luxury Condo Tucked in the Heart of Killington

Killington
8.0 out of 10, Very Good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is AED 436
AED 1,189 total
includes taxes & fees
10 Dec - 11 Dec
Luxury Condo Tucked in the Heart of Killington

large ski ranch hot tub close to killington pets ok

2.0 star property
Mendon
10.0 out of 10, Exceptional, (1)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is AED 752
AED 1,879 total
includes taxes & fees
10 Dec - 11 Dec
large ski ranch hot tub close to killington pets ok

CozyDen-Location, Fireplace, Ski Off/Shuttle On!

Killington
10.0 out of 10, Exceptional, (1)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
United States
denise k.
The price is AED 611
AED 1,392 total
includes taxes & fees
12 Dec - 13 Dec
CozyDen-Location, Fireplace, Ski Off/Shuttle On!

Whitetail Chalet at Killington: 4BR/2BA

2.0 star property
Killington
10.0 out of 10, Exceptional, (2)
"A beautiful property which is very well equipped and really well kept. Great communication and wish we could have stayed longer. "
United Kingdom
John P.
The price is AED 743
AED 2,509 total
includes taxes & fees
10 Dec - 11 Dec
Whitetail Chalet at Killington: 4BR/2BA

Fun In Fun Out Ski Home: Upper Unit. Renovated 3BR/2BA. Hot Tub. Sauna.

2.0 star property
Killington
10.0 out of 10, Exceptional, (2)
"This was a perfect property for our quick vacation. The house is very well equipped and you have everything you need for a relaxing fun stay in Killington. The hot tub was great, and the house is in a very convenient location while fairly private at the same time. We really enjoyed our stay and would definitely recommend staying here."
United States
Linda D.
The price is AED 802
AED 2,454 total
includes taxes & fees
10 Dec - 11 Dec
Fun In Fun Out Ski Home: Upper Unit. Renovated 3BR/2BA. Hot Tub. Sauna.

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Ludlow
9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
United States
Lisa W.
The price is AED 786
AED 1,597 total
includes taxes & fees
10 Dec - 11 Dec
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

4BR Killington Home Perfect for Families, Pet-Friendly

2.0 star property
North Sherburne
10.0 out of 10, Exceptional, (22)
"Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway."
United States
Darko G.
The price is AED 727
AED 2,475 total
includes taxes & fees
10 Dec - 11 Dec
4BR Killington Home Perfect for Families, Pet-Friendly

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

South Londonderry
9.6 out of 10, Exceptional, (4)
"Host was accommodating with responses."
United States
Michael S.
The price is AED 678
AED 1,754 total
includes taxes & fees
10 Dec - 11 Dec
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

3.0 star property
Killington
The price is AED 663
AED 2,293 total
includes taxes & fees
10 Dec - 11 Dec
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Pomfret
10.0 out of 10, Exceptional, (4)
"Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe."
United States
Dee Dee H.
The price is AED 735
AED 1,633 total
includes taxes & fees
11 Dec - 12 Dec
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

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

2.0 star property
Killington
The price is AED 558
AED 1,492 total
includes taxes & fees
10 Dec - 11 Dec
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
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