
Chalet vacation rentals in Plymouth
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Top-rated chalet rentals in Plymouth
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Popular amenities for Plymouth chalet rentals
Family-friendly chalet rentals

5BR Chalet in Historic Town bet Killington & Okemo
We had an issue with our previous rental and needed to find a place to stay that is pet friendly and available. Rad and Carol responded quickly to our reservation request. The house was made available to us early in the day and hot tub prepped last minute for us to enjoy! The Chalet is beautiful and spacious, the location is private and relaxing. The wood stove kept us warm and cozy while we enjoyed watching light snow fall. We would definitely stay there again and bring our family with us!

Killington Chalet - Hot Tub, Sauna, Boot Dryer
This is our second time renting Clinton's ski lodge place is great super host. Always responsive will be renting again next season.

Mountain Chalet + HOT TUB
Great place to stay for okemo mountain!! Very close to local restaurants and the mountain

OZ- 6BR Ski Chalet Between Killington & Okemo
Wonderful stay - perfect location

Pickleball Pool Golf 7min-Stratton DogsOK Fire Pit
Our stay was fantastic. The house was conveniently located relative to Stratton mountain, very comfortable, and the host was fantastic

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB
Great location! This was a two family trip up to Mt Snow. We had a wide range of ages and 2 dogs. The house had plenty of toys and things for the kids to do - their favorite was the scavenger hunt! The kitchen is one of the best stocked kitchens compared to other Airbnbs we have used. The beds were comfortable - plenty of extra pillows and blankets. The couch and chairs in the living area were also very comfortable. The hot tub was very nice and enjoyable after everyone went skiing.

A charming VT chalet
Mary was a super good hostess and she even left us a welcome basket full of goodies including Bogle red wine (cabernet), coffee, and other treats plus homebred brownies in the fridge! We loved the chalet and the beauty of it inside and out with the greenery of the forest and the brook which our dog, Beau, got right into it and loved it! We all enjoyed the area and the cozy home with the room to spread out and hear the rain as we were snug inside. The bed we chose to sleep in was comfy and warm and I (Carolyn) loved having coffee on the deck of a morning with Beau. We enjoyed our long walks down the road and the town of Dover was fun to visit as well as the beautiful wedding we attended over Wilmington not far away. It was a wonderful stay and we certainly love Vermont! This was our 4th stay in Vermont between the years of 2004 - now. Our first "Dog Vacation" took us to Brattleboro, Middlebury, Willoughvale with Lake Willoughby, and last summer to White River Junction and Barre. Fun!

Killington ski house winter MTbike -new jacuzzi
Great place to stay! The hot tub after a long day of snowboarding was amazing. Dean responds fast to any questions you have too. Definitely recommend
Luxury chalet rentals

4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!
We had a great weekend skiing at Killington and hanging at this lovely mountain house. The house was perfect for a group of couples. We loved the big open kitchen, huge sectional couch, and the hot tub. It was a 5 minute drive to many restaurants and fun bars, and a 7 minute drive to Killington lifts - super convenient and easy! We would definitely stay here again.

Charming Mountain Chalet w/ Spa near Mt Snow
Lovely stay in a cozy, comfortable house only 15 minutes from Mount Snow. We enjoyed post ski-day nights by the fire, with plenty of comfortable seating and board games galore. The yard was great for our dogs and features like the koi pond and hot tub were easy to enjoy in a peaceful and private environment. We’ll be back!

The Overlook - AC | Hot Tub | View | Fires | Games
Oh my God the views! Super cute place with plenty of room and awesome hosts. The hot tub is nice (but SUPER chlorinated, which was a little annoying, but I get it). The kitchen is STOCKED with gadgets and cookware, which is super convenient. Also, killer location: great restaurants less than a mile away in Killington village and Rutland only 20 min away. Everything was clean and tidy and the whole family had an absolute blast. Will definitely come back.

BENT TREE Vermont, Mtn Chalet 25 min to Killington
Beautiful location and very easy access to Killington Ski Resort! We had >1 foot of snow and the steep driveway was plowed well before departure. Very clear communication and instructions made for a very relaxing time. Thank you for sharing your home!

Luxe HOT TUB, SAUNA 8–12 min Stratton & Mount Snow
My girlfriends and I came here for a weekend (Friday night-Sunday morning) just to have a peaceful weekend away and it was delightful! The house was absolutely stunning, had every amenity we could ever need, and was so peaceful. I was so bummed that it rained all weekend (we managed to slip into the hot tub in between rain squalls) because we wanted to utilize all the fun outdoor stuff, but we still had such a good time keeping ourselves entertained inside with how spacious and stocked the house was with games, a fireplace, and a tv in the upstairs living room. Overall it was a very relaxing weekend for us all and we didn’t have to worry about a thing. Also, the little convenience store down the street was so helpful and stocked with plenty of produce that we thought we would have to go to a grocery store for! Definitely recommend going there if you forget any cooking foods you may need, as we were pleasantly surprised. Definitely book if you have the chance - thank you Josh!

Summer Fun in Winhall! Family Game Room & Deck!
This was an enjoyable stay. Slept 6 comfortably. We also had such a great time in the game room playing pool, watching tv, and utilizing the arcade games. Totally recommend!

Cozy Chalet near Okemo Jacuzzi/Sauna
My family and I had a great week at Gabriella's place in Mt. Holly. It is a 5 min drive from Jackson Gore Base at Okemo, which made for very easy skiing (and parking!). Gabriella was responsive and friendly when we checked in. We happened to be there during a snowstorm and the drive was plowed by midmorning the next day. It was also very cold, and despite the somewhat quirky heating, we were able to stay warm while at the house. My husband and daughter enjoyed the foosball in the basement (not heated, but does have plug in heater). Hot tub was great. Only thing guests might want to note is that there are limited pots and cooking supplies so it was challenging to make meals. Also, the dishes provided are melamine/not microwave safe so we bought paper plates for when we wanted to reheat food. The home is, however, well stocked with glasses, coffee cups, baking dishes, and pans. Beds were comfy. Heated mats on front steps were very helpful. All in all, a great stay and would rent again!

Cozy 4BR/2BA Home near Okemo, Killington Mountains
Our stay was terrific! We unfortunately didn’t have the best weather but no better place to be stuck inside. The house was very well thought out, everything we could have needed was there and easy to find. We traveled with pets and the house was very dog friendly, the fenced in yard connecting to the porch was such a great feature. The rooms were very clean and comfortable. The hosts were very helpful, upon arrival I did not have the code to enter and with in a minute they had reached out through the door bell service and made sure we got in! Couldn’t be happier with our stay!
Lakefront chalet rentals

Direct Waterfront A-Frame, Close to 3 Ski Areas!
Very great place to take a break and a leisure with the family, quiet place and great house

Chalet on Pristine Beebe Lake
This property was the most peaceful stay I have ever had. So quiet and relaxing. It was the perfect getaway while we were in town for a wedding. The stay had everything we needed to make dinners for the family and a wonderful porch overlooking Lake Beebe. Thanks for sharing your space with my family and me. Side note: Dylan was very successful fishing in this lake and the boats made it easy to explore the lake.

Lake Sunapee Get Away
Thank you so much for a wonderful stay! The view was spectacular on every level! Lake Sunapee is a very special place, and meant a lot to be able to stay here. Excellent communication and very helpful instructions. The house is well equipped with everything. Beds are so comfortable. Plenty of room to spread out. Quiet and peaceful, loved looking at the lake! Thank you again so much for everything!

MT Retreat / Killington, Woodstock, Rutland, Okemo
Linda and Ted are very welcoming hosts and have a beautiful home. We had a great weekend and would definitively consider going back.

Charming Lakefront House
This home was just what we were looking for. It is charming and spacious, rustic in all of the right ways, with a gorgeous view of the lake, and so close to Okemo. The master bedroom was huge, and we really enjoyed the large communal space with the wood-burning stove. Some of us were cooking while others were playing games, while others were relaxing by the fire, so that we could all easily enjoy each other‘s company. It was the perfect spot for a ski getaway. We all agreed we would love to stay there again.
Quick stats about chalet rentals in Plymouth
Total rentals
10 properties
Nightly prices starting at
R2,704 ZAR before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dorset Field Club
- Fort Ticonderoga
- Autumn Mountain Winery
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Northeast Slopes Ski Tow
- Baker Hill Golf Club
- Ekwanok Country Club
- Hooper Golf Course
- Bretwood Golf Course
- Brattleboro Ski Hill
- Fox Run Golf Club
- Santa's Land USA
- Lincoln Peak Vineyard
- Killington Adventure Center