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

Plymouth Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Plymouth vacation rentals

A spacious living area with a wooden ceiling, a fireplace, and a television mounted on the wall.

1. 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 AED 730
AED 2,283 total
includes taxes & fees
8 Nov - 9 Nov
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
A red house with a gravel driveway and lush greenery.

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

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is AED 775
AED 2,188 total
includes taxes & fees
8 Nov - 9 Nov
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A backyard with a hot tub, fire pit, and outdoor seating.

3. Brookside Cabin + Hot Tub | Woodstock & Killington

Brookside Cabin + Hot Tub | Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful property on a nice quiet stream. House was super clean and had everything we needed. We took the dogs and they had fun with us around town and playing in the stream."
United States
tom b.
Brookside Cabin + Hot Tub | Woodstock & Killington
A modern kitchen with a granite countertop, wooden chairs, a built-in oven, and a ceiling fan.

4. Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.

Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
Killington
9.8 out of 10, Exceptional, (20 reviews)
"Great stay! "
United States
Corey W.
The price is AED 841
AED 3,222 total
includes taxes & fees
8 Nov - 9 Nov
Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
A large house with a fire pit and outdoor seating.

5. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Swati, my host, helped me when I had difficulties with tech issues and my stay was as smooth as silk. Thanks!"
United States
Sylvia F.
The price is AED 397
AED 757 total
includes taxes & fees
8 Nov - 9 Nov
Bridgewater Living - Ben&Jerry Suite
A spacious living area with a dining table, chairs, a sofa, and a large window.

6. SunBear-Ski on Ski off, Pool, HotTub, Game Room!

SunBear-Ski on Ski off, Pool, HotTub, Game Room!
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Very accommodating and helpful hosts"
United States
Sean W.
SunBear-Ski on Ski off, Pool, HotTub, Game Room!
A hot tub with a mountain view, surrounded by snow-covered trees and a wooden structure.

7. Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals

Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals
Killington
9.8 out of 10, Exceptional, (70 reviews)
"Excellent location and hosts would definitely recommend! House is perfect "
United States
Tim C.
Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals
A living room with a brick fireplace, a sofa, a round coffee table, and a large window with curtains.

8. Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.

Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.
Killington
9.8 out of 10, Exceptional, (7 reviews)
"We had a special ski weekend with friends. "
United States
Adam C.
The price is AED 797
AED 2,398 total
includes taxes & fees
8 Nov - 9 Nov
Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.
A dining area with a wooden table and woven chairs, overhead wooden beams, and a visible fireplace in the background.

9. Trailside Village #8: Slopeside 3BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #8: Slopeside 3BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.4 out of 10, Exceptional, (31 reviews)
"The condo was great. Clean, well appointed, and location was fantastic. No complaints, would stay here again. "
United States
Andrew F.
Trailside Village #8: Slopeside 3BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
A large house with a fire pit and outdoor seating.

10. 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.
Pet Friendly | Game Room | Minutes to Woodstock and Killington
An indoor swimming pool with a clear view of the surrounding area, including a seating area and a staircase.

11. Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"Great Location"
United States
Brian B.
The price is AED 586
AED 1,681 total
includes taxes & fees
8 Nov - 9 Nov
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
A spacious kitchen with a large island, stone walls, wooden beams, and modern appliances.

12. NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (4 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is AED 2,755
AED 4,395 total
includes taxes & fees
17 Nov - 18 Nov
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
A modern living room with a fireplace, a sofa, a coffee table, and a TV.

13. Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals

Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
Killington
10.0 out of 10, Exceptional, (1 review)
"The property was a great location. Close enough for a daily drive to stowe or woodstock. I would highly recommend this place. The only thing I wish I would have known is there are a few flights of stairs to go up and down with luggage. Thanks for a great stay"
United States
Brandy
Whiffletree Cozy Condo: 2-Bedroom Condo in Killington, VT with Garden View and Ski Rental Deals
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

14. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is AED 414
AED 651 total
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

15. 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
8 Nov - 9 Nov
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
An indoor swimming pool with a clear view of the surrounding area, including a seating area and a staircase.

16. Trail Creek: 1 BR with Loft. Ski Home Trail. Bus. Hot Tub. Pool. #64

Trail Creek: 1 BR with Loft. Ski Home Trail. Bus. Hot Tub. Pool. #64
Killington
7.0 out of 10, Good, (2 reviews)
"it was okay a bit misrepresented"
Canada
Ian P.
The price is AED 480
AED 1,525 total
includes taxes & fees
8 Nov - 9 Nov
Trail Creek: 1 BR with Loft. Ski Home Trail. Bus. Hot Tub. Pool. #64
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

17. Mountain Green ground-floor condo with private yard off the patio

Mountain Green ground-floor condo with private yard off the patio
Killington
The price is AED 303
AED 1,049 total
includes taxes & fees
9 Nov - 10 Nov
Mountain Green ground-floor condo with private yard off the patio
A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

18. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Killington
10.0 out of 10, Exceptional, (15 reviews)
"A wonderful up to date property a short walk to the lifts! Would definitely stay here again."
United States
Mike B.
The price is AED 403
AED 1,173 total
includes taxes & fees
8 Nov - 9 Nov
Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.
Exterior

19. New Luxury Home in Killington with Hot Tub, Sauna and Fireplace

New Luxury Home in Killington with Hot Tub, Sauna and Fireplace
Killington
10.0 out of 10, Exceptional, (4 reviews)
"We had a fabulous time enjoying this lovely property! The host, Erin, was super responsive and helpful, we will definitely be returning for future visits! "
United States
jeannie g.
New Luxury Home in Killington with Hot Tub, Sauna and Fireplace
A cozy living room with a fireplace, a sofa, a coffee table, and a view of the outdoors.

20. Wade`s World Ski Home Shuttle location

Wade`s World Ski Home Shuttle location
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Gorgeous little spot. Slept for comfortably had a fantastic vacation weekend. Great snow first class owners. Perfect for a ski weekend."
United States
Michael K.
The price is AED 862
AED 1,538 total
includes taxes & fees
8 Nov - 9 Nov
Wade`s World Ski Home Shuttle location
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

Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Fantastic stay at Woodstock Inn this week! The room and property were spotless, and the staff was incredibly kind and welcoming. The spa was beautiful, the food at Red Rooster was excellent, and the athletic center, pool, and hot tub were all great. The entire property has a quiet, peaceful atmosphere that makes it easy to relax and unwind. Would absolutely recommend!"
Alexander 3-night trip
Posted 4 hours ago
Woodstock Inn & Resort

Frequently asked questions

Can I find a vacation rental in Plymouth?

Yes, we have vacation rentals close to top sights in Plymouth, or you can select a more secluded option if you're looking for relaxation. Plymouth is known for its churches and ski areas.

What are some of the best vacation home rentals that Plymouth has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental near Plymouth is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Plymouth?

Choose from 48 Expedia vacation rentals in Plymouth for a memorable vacation.

What can I see and do in Plymouth?

Amherst Lake and Echo Lake are a couple of lovely local spots to get outside and enjoy nature. Calvin Coolidge Historic Site and Coolidge State Park are other places to visit while you're in town.

What are vacation rentals like in Plymouth?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Plymouth. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for small groups.