
Vacation rentals in Plymouth
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Top-rated vacation rentals in Plymouth
Guests agree: these stays are highly rated for location, cleanliness, and more.

~The ClubHaus~
Appreciate life at our peaceful home away from home in the Vermont Woods... Located a short drive from Killington and Okemo ski mountains, The ClubHaus is the perfect spot to unwind after enjoying four season New England activities. Breweries and great food are nearby in Woodstock, Manchester, and Dorset. Huge fireplace, hot tub, comfortable beds, and lots of thoughtful touches provided to welcome you to the ClubHaus family. Wifi, Netflix, and Disney+ included, no cable. @clubhausvt on IG

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". The loft is a newly built apartment on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony.

Peaceful Ludlow Base 5 minutes to Okemo
Newly renovated, clean 1 BR apt. in historic house 2 blocks to town, 5 minute drive to Okemo, Buttermilk Falls, and 2 minute walk to the Ludlow Farmers Market. Enjoy complimentary coffee and local maple syrup while overlooking the town of Ludlow. Make yourself at home with a full kitchen/bath, wall-mounted flat screen TV, king bed, and comfortable futon. Free EV charging available. Kayaking, hiking, and golfing close by. We are dedicated to ensuring a top-notch experience!

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

River House Apartment - Dog friendly
Entire downstairs of a house with one double bed. There is nice bathroom with shower. There is a microwave, coffee, massage chair, outdoor grill and picnic table. Internet and cable provided with fire stick for the TV. Fire pit and hot tub are shared by other guests. Up to three and all size dogs or pets are allowed and welcome. The three acres has a lovely place for them to run and has been sprayed for ticks and mosquitos. Please note: key replacement $30 if lost or taken

Cozy Little Spot (Self Check-in)
Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED.

Yurt In The Woods - Private Refuge
The Yurt In The Woods is 30 ft in diameter - 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for Weekends. October 6th and 12th are currently vacant if you want a fall foliage trip. There is a "one" night stay fee of $50 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network Outdoor Gas Grill , Outdoor Fire Circle, and Outdoor Shower available May - October

Beautiful Spacious Condo at Killington Resort
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858
Popular amenities for Plymouth vacation rentals
Stay near Plymouth's top sights
Other great vacation rentals in Plymouth

Goldfinch Cottage: Timber Frame on 5 Private Acres

Vermont Home Central to Ski Areas-No Cleaning Fees

Brookside Cabin + Hot Tub | Woodstock & Killington

Scandinavian Serenity Close to Okemo

500 Acre Farm Retreat: OQ Farm's Priory

Cook's Nook

Pet-Friendly VT Ski Getaway by Okemo & Killington

Vermont Suite @Anderson-Key Farm
When is the best time to visit Plymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $554 CAD | $624 CAD | $502 CAD | $373 CAD | $416 CAD | $400 CAD | $435 CAD | $395 CAD | $390 CAD | $424 CAD | $423 CAD | $538 CAD |
| Avg. temp | -7 °C | -6 °C | 0 °C | 7 °C | 14 °C | 18 °C | 21 °C | 20 °C | 15 °C | 9 °C | 3 °C | -3 °C |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Plymouth?
Four-legged friends are welcome in Plymouth. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Plymouth?
Yes! Work meets play with ease at over 80 vacation rentals in Plymouth featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do chalet rentals in Plymouth have a bbq area?
Absolutely! We offer over 10 chalet rentals with a bbq area in Plymouth. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cabin rentals in Plymouth?
Experience the best of Plymouth with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do chalet rentals in Plymouth have wifi?
Absolutely! We offer over 10 chalet rentals with wifi in Plymouth. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly chalet rentals in Plymouth?
Plymouth has more than 10 family-friendly chalet rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Plymouth have air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Plymouth. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cabin Rentals in Plymouth?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with wifi, over 30 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Plymouth

Total vacation rentals
Explore 140 vacation rentals in Plymouth

Nightly prices starting at
Plymouth vacation rentals start at $99 CAD per night before taxes and fees

Verified guest reviews
Over 5,350 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
140 of Plymouth vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Plymouth rentals

4.8 Average rating
Plymouth stays are highly rated by guests—averaging 4.8 out of 5!
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Hildene, The Lincoln Family Home
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Dorset Field Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Northeast Slopes Ski Tow
- Montshire Museum of Science
- Fox Run Golf Club
- Ekwanok Country Club
- Brattleboro Ski Hill
- Mount Sunapee Resort
- Baker Hill Golf Club




