Plymouth Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Plymouth vacation rentals

Beach
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Chalet in Plymouth

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is ￥31,565
￥90,590 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
Exterior
Treehouse at Wise Pines- NoBo

Cabin in Woodstock

Treehouse at Wise Pines- NoBo
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is ￥23,486
￥29,282 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Treehouse at Wise Pines- NoBo
Interior
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Cabin in Cavendish

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is ￥39,299
￥63,473 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Property grounds
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Cabin in Sharon

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
10.0 out of 10, Exceptional, (3)
"Very welcoming, awesome weekend getaway."
United States
Zachary B.
The price is ￥20,354
￥45,242 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cabin in Grafton

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is ￥26,617
￥57,342 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
1 bedroom, free WiFi, bed sheets
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cabin in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
9.2 out of 10, Wonderful, (5)
The price is ￥23,486
￥30,162 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
Exterior detail
Ben & Jerry’s Studio | 10 Min to Killington

Apartment in Bridgewater

Ben & Jerry’s Studio | 10 Min to Killington
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is ￥17,066
￥35,786 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Ben & Jerry’s Studio | 10 Min to Killington
Interior
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Vacation Home in Mendon

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
9.8 out of 10, Exceptional, (6)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ￥20,198
￥44,015 total
includes taxes & fees
Jan 4 - Jan 5, 2026
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Property grounds
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Condo in Clock Tower Base Area

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is ￥16,753
￥50,253 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
TV, DVD player, books
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Condo in Killington

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
The price is ￥20,824
￥52,858 total
includes taxes & fees
Jan 7 - Jan 8, 2026
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Terrace/patio
Chester Farmhouse Ski Retreat near Slopes

Vacation Home in Chester Depot

Chester Farmhouse Ski Retreat near Slopes
9.6 out of 10, Exceptional, (17)
"This was my second time staying at this property. Everything was great just like last year. I highly recommend it if you are staying in Chester, VT. "
United States
Lori N.
The price is ￥21,763
￥52,432 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Chester Farmhouse Ski Retreat near Slopes
Property grounds
Clean & bright condo with mountain views & modern kitchen - walk to lifts

Apartment in Killington

Clean & bright condo with mountain views & modern kitchen - walk to lifts
7.2 out of 10, Good, (44)
"Perfect place for a long weekend"
United States
Patrick D.
The price is ￥12,995
￥45,045 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Clean & bright condo with mountain views & modern kitchen - walk to lifts
Dining
Gnome Home Mountain Ski Chalet w/Sauna Killington

Chalet in Stockbridge

Gnome Home Mountain Ski Chalet w/Sauna Killington
10.0 out of 10, Exceptional, (4)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is ￥45,640
￥92,284 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Gnome Home Mountain Ski Chalet w/Sauna Killington
Indoor pool
Mountain Green

Condo resort in Killington

Mountain Green
2.0 star property
6.8 out of 10, (17)
"Great communication from Jeff."
United States
Dennis
The price is ￥33,765
￥45,293 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Mountain Green
Fridge, microwave, oven, stovetop
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Cottage in Mendon

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
2.0 star property
9.8 out of 10, Exceptional, (11)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
The price is ￥36,911
￥87,773 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
Fridge, microwave, oven, stovetop
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo in Ludlow

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
The price is ￥16,753
￥61,065 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Restaurant
Mountain Green Resort

Apartment in Killington

Mountain Green Resort
4.0 star property
6.0 out of 10, (1)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
The price is ￥88,430
￥144,894 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Mountain Green Resort
Terrace/patio
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Vacation Home in Bridgewater

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
9.6 out of 10, Exceptional, (17)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
United States
Gerri B.
The price is ￥32,253
￥89,608 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Fridge, microwave, dishwasher, coffee/tea maker
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Condo in Killington

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
The price is ￥22,405
￥49,025 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Interior
Resort condo with balcony & shared seasonal amenities - close to skiing

Condo in Killington

Resort condo with balcony & shared seasonal amenities - close to skiing
8.2 out of 10, Very Good, (35)
"Perfect accommodations. Clean, modern, comfortable, plenty of space, walking distance from the entire resort. The queen bed is incredibly comfortable! 10/10!"
United States
Ryan L.
The price is ￥18,475
￥57,170 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Resort condo with balcony & shared seasonal amenities - close to skiing
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Plymouth Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"The best thing about this place is location and the shuttle to the mountain. Onsite restaurant was good as well but with basic food. While there is nothing bad, there is nothing remarkable either to justify the cost. Some things to point out: Rooms were not made for the entire stay. Breakfast was just costco pastries and bagels... Heated pool (while nice) was not quite hot enough given the outdoor temps. (other places much better) ALSO! This one is important - if you dont take your key you cant get back in from the pool even though its fenced in! DANGEROUS! you can freeze to death trying to yell for help....Thank god I took my card and phone! Verdict: Overall a nice place but very overpriced. "
Alexander 3-night trip
Posted 8 hours ago
The Mountain Inn at Killington

Find out more about Plymouth

Search for holiday rentals in Plymouth on Expedia! You can easily find your home rentals, villas, holiday apartments in Plymouth using one of the methods below:

  • View our selection of featured holiday rentals in Plymouth
  • Use the map to find apartments and other holiday homes in the Plymouth neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Plymouth while they last

Look no further and take a look at our great range of rental properties in Plymouth!

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?

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing: This vacation home near Plymouth is located on the waterfront and has a balcony, a garden, 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. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Plymouth?

Choose from 44 Expedia vacation rentals in Plymouth for a memorable vacation.

What can I see and do in Plymouth?

Echo Lake and Amherst Lake are a couple of lovely local spots to get outside and enjoy nature. Calvin Coolidge Historic Site and Calvin Coolidge Homestead 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.