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Plymouth vacation rentals

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Top-rated vacation rentals in Plymouth

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Cottage in Hartland

4.97 out of 5 average rating, 450 reviews

Breeze Hill Cottage

This cozy two bedroom home sits on a rural dirt road overlooking fields, woods, and the NH mountains. Watch birds from the window, relax on the patio, and enjoy the flower gardens. The cottage boasts modern amenities mixed with antiques. Please note: if we don’t respond to an Airbnb message and you need to speak with us, call us on our phones day or night!!! We have had people message us when we were asleep and so we have not been aware and have not responded. Call us! We will hear the phone!

Guesthouse in Woodstock

4.98 out of 5 average rating, 233 reviews

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. ZERO CONTACT WITH OWNERS.

Condo in Plymouth

4.91 out of 5 average rating, 138 reviews

Canyons Unit:Hot Tub,two mile to Skyeship Gondolas

The Canyons Unit is a freshly renovated, fully separate, ground level, 2 bedroom apartment in our four-family French Chalet. We are 1 mile to lakes and summer camps and 2 miles from Killington’s Skyeship Gondola. It is 15 minutes from Killington’s main base area and 20 minutes to Okemo. If this listing isn’t available for your interested vacation dates, check out our sister listing called the Moguls Unit. We also have larger 4 bedroom units (The Ledges and Glades) at this same location too.

Barn in Woodstock

5 out of 5 average rating, 233 reviews

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 Cathedraled 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.

Guesthouse in Wallingford

4.98 out of 5 average rating, 639 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Barn in Chester

4.99 out of 5 average rating, 575 reviews

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.

Cottage in Windsor

4.97 out of 5 average rating, 367 reviews

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.

Guest suite in Clarendon

4.95 out of 5 average rating, 132 reviews

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

Rental unit in Weathersfield

4.99 out of 5 average rating, 171 reviews

The Loft at Weathersfield

Close to Okemo, The Loft at Weathersfield, is just 1/2 hour south of Woodstock / Hanover area and 22 minutes from Okemo Mountain. The Loft, is located in a private agricultural setting with easy access to Vermont's best biking, hiking, fly fishing, skiing, and many equine trails. The loft is 900 square feet with a kitchen/dining room, living room, full bath, one bedroom with a queen bed and one twin bed. There is a spacious deck off the kitchen and a car port underneath.

Home in Plymouth

4.95 out of 5 average rating, 237 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

Welcome to one of the most unique "retreats" in Vermont! Located on top of a private mountain, beautiful 100 mile views of the White Mountains. Ideally located between Killington (7 miles) and Okemo resorts, near Woodstock and Long Trail Brewery. Relax in the Jacuzzi hot tub while enjoying the views and stars. Private hiking trails, waterfalls, with trail maps! 7 miles to the beach at Camp Plymouth State Park. Secluded yet close to everything. New ventilation system.

Cabin in Mount Holly

4.86 out of 5 average rating, 103 reviews

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Cabin in West Windsor

4.97 out of 5 average rating, 132 reviews

Cowshed Cabin Farm

Charming 12 year old cabin located in the heart of dirt roads, trails and close to skiing, hiking and horseback riding activities. Fully furnished, wifi, TV, washer and dryer, microwave, coffee maker, gas grill (summer). Property is adjacent to owners' cabin. Dogs allowed. Horses allowed May through Oct. Upgraded wifi capabilities to ensure strong wifi signal throughout the cabin.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Chalets

Adventure-ready homes with après-ski style

Hotels

Stylish accommodations and amenities

Popular amenities for Plymouth vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Plymouth's top sights

Long Trail Brewing Company182 locals recommend

Camp Plymouth State Park63 locals recommend

President Calvin Coolidge State Historic Site52 locals recommend

Snowmobile Vermont - Killington•Okemo Mountain Tour28 locals recommend

Plymouth Artisan Cheese19 locals recommend

Echo Lake Inn16 locals recommend

Other great vacation rentals in Plymouth

Townhouse in Plymouth

4.97 out of 5 average rating, 35 reviews

Cozy condo near Ludlow, Okemo & Killington

Cottage in Reading

4.9 out of 5 average rating, 67 reviews

Stone Wall Cottage, Stonewall : GMHA, Okemo

Vacation home in Plymouth

5 out of 5 average rating, 19 reviews

Majestic Home in Plymouth, VT

Cabin in Plymouth

4.9 out of 5 average rating, 52 reviews

Downhill Haus, 7 beds, between Okemo & Killington

Home in Plymouth

5 out of 5 average rating, 12 reviews

Ski Condo/Townhome in Plymouth/Killington, Vt

Home in Plymouth

4.96 out of 5 average rating, 49 reviews

Lux Farm Retreat -Skiing, Snow Boarding, Foliage

Cabin in West Windsor

5 out of 5 average rating, 38 reviews

Cloudborne Cabin: 22 acres of luxury by Woodstock

Home in Plymouth

5 out of 5 average rating, 7 reviews

Okemo! Killington! Modern Mountain Getaway

Quick stats about vacation rentals in Plymouth

Total rentals
140 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace

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 $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
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 wireless internet?
Absolutely! We offer over 80 house rentals with wireless internet in Plymouth. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Plymouth have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Plymouth. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Plymouth?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with a bbq area, over 80 homes with wireless internet, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

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