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Plymouth vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Plymouth

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

Condo in Killington
Killington condo 1 bd 1 ba: ski off/shuttle on
*Service animals welcome* Welcome to our Killington edgemont trailside condo ! NEWLY RENOVATED super clean and extremely disinfected. Located directly off the Edgemont/Whiffletree ski trail in the heart of Killington, close to everything. Close to some of the best hiking trails in Vermont. Family friendly!! Sleeps 4 comfortably.... You'll enjoy fast Wifi, Two smart tvs, cable, fully equipped kitchen & unlimited firewood for the cozy wood burning fireplace. * laundry is coin operated *
$137 per night
Cottage in Bridgewater
Newly Renovated, Hot tub, 2min to Killington lift
Stone’s Throw Vermont is a 3 bed/1.5 bath cottage with hot tub, fireplace, and space for 6 guests conveniently located in central Vermont. Placed right on the US-4 corridor; you’re 2 minutes from the Killington Ski Resort’s Skyship Ski Gondola escorting you to the world class amenities of Killington Resort, 5 min from the best craft beer in the region at Long Trail Brewery, 10 min to Echo Lake, and 20 min from the shops and cafes of Woodstock, VT. Truly everything is a Stone’s Throw away.
$172 per night
Condo in Killington
1BR Modern Condo @ Whiffletree Ground Fl Walkout
PRIME BASE AREA LOCATION THE HOME → King Beautyrest mattress → Coffee/Tea/Cocoa Bar → Nintendo Wii + Games → Fully Equipped & Stainless Kitchen → Fast Wifi SKI IN / SHUTTLE OUT (2022: Winter Only; Weekends only) → Shuttle to Snowshed/K1 → Ski home on a gorgeous quiet ski home trail OFF SEASON → World Class hiking & biking on Killington Mountain OFF THE MOUNTAIN → Breweries → Antique Malls → Golf Courses → Quechee Gorge → Disk Golf → Llamas Petting
$124 per night

Stay near Plymouth's top sights

Long Trail Brewing Company182 locals recommend
Bridgewater Corners Store9 locals recommend
Coolidge State Forest5 locals recommend
President Calvin Coolidge State Historic Site52 locals recommend
Echo Lake Inn16 locals recommend
Plymouth Artisan Cheese19 locals recommend

Other great vacation rentals in Plymouth

Loft in Ludlow
Spacious Renovated Barn Apt on 100 acres!
$199 per night
Condo in Plymouth
Canyons Unit: 2mi to Killington’s Skyeship Gondola
$149 per night
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
$311 per night
Cabin in Woodstock
Cozy Log Cabin, Peaceful Retreat
$280 per night
Condo in Killington
⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…
$140 per night
Home in Plymouth
Top of the World! Jacuzzi! Private Hiking Trails!
$400 per night
Apartment in Plymouth
Cozy getaway - Killington/Okemo!
$186 per night
Condo in Plymouth
The Birches on the Hill
$225 per night
Cabin in Plymouth
Poppy's Cabin~Dogs~HotTub~FirePlace&Pit~Okemo
$300 per night
Cabin in Mount Holly
Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
$420 per night
Chalet in Plymouth
Mountaintop Chalet, 15mi to Killington & Okemo
$210 per night
Cabin in Plymouth
~The ClubHaus~
$446 per night

Quick stats about vacation rentals in Plymouth

Total rentals

130 properties

Rentals with dedicated workspaces

70 properties have a dedicated workspace

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

130 properties are a good fit for families

Total number of reviews

4.3K reviews

Nightly prices starting at

$70 before taxes and fees

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Plymouth?

    Four-legged friends are welcome in Plymouth. Choose from more than 50 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 70 vacation rentals in Plymouth featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Plymouth have a bbq area?

    Absolutely! We offer over 60 house 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 chalet rentals in Plymouth?

    Experience the best of Plymouth with our chalet 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.

  • Are there family-friendly chalet rentals in Plymouth?

    Plymouth has more than 20 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 60 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 20 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 20 homes with air conditioning, over 60 homes with a bbq area, over 60 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Plymouth