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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Plymouth vacation rentals

A compact kitchen with a refrigerator, stove, microwave, and sink.

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

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
$506 nightly
The price is $566
Oct 14 - Oct 15
Total with taxes and fees
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
A spacious living room with a stone fireplace, wooden furniture, and large windows.

2. Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"convenient to okemo"
United States
marcus l.
$618 nightly
The price is $692
Oct 31 - Nov 1
Total with taxes and fees
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
A two-story house with a porch, surrounded by a well-maintained lawn and dense trees.

3. 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.
$207 nightly
The price is $232
Nov 3 - Nov 4
Total with taxes and fees
Bridgewater Living - Ben&Jerry Suite
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

4. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
$256 nightly
The price is $290
Oct 14 - Oct 15
Total with taxes and fees
Welcoming condo near the slopes with free WiFi and full kitchen
A living room with a fireplace, a sofa, a coffee table, and a television.

5. Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
$336 nightly
The price is $380
Oct 14 - Oct 15
Total with taxes and fees
Resort condo with mountain views, full kitchen, and free WiFi
A modern living room with a stone fireplace, a flat-screen TV mounted above it, wooden flooring, and a kitchen area in the background.

6. Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
United States
Tyler L.
$331 nightly
The price is $374
Oct 14 - Oct 15
Total with taxes and fees
Modern Killington Farmhouse Condo: Close to it all! 412
A bedroom with two beds, a door, and a small table with a lamp.

7. Bridgewater Living - Ski VT Suite

Bridgewater Living - Ski VT Suite
Bridgewater
$206 nightly
The price is $231
Nov 1 - Nov 2
Total with taxes and fees
Bridgewater Living - Ski VT Suite
A picnic table and a fire pit by a lake with a forest in the background.

8. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
$271 nightly
The price is $298
Oct 15 - Oct 16
Total with taxes and fees
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

9. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
$205 nightly
The price is $232
Oct 19 - Oct 20
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
A wooden gazebo with a roof, surrounded by lush greenery and flowers.

10. CozyCub -Location, Ski Off/ Shuttle On

CozyCub -Location, Ski Off/ Shuttle On
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
$273 nightly
The price is $308
Oct 18 - Oct 19
Total with taxes and fees
CozyCub -Location, Ski Off/ Shuttle On
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

11. Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Ludlow
$262 nightly
The price is $296
Oct 21 - Oct 22
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

12. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
$182 nightly
The price is $198
Nov 2 - Nov 3
Total with taxes and fees
Fat Sheep Farm & Cabins
A view of a grassy area with a ski lift and a building in the background.

13. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
$236 nightly
The price is $266
Oct 14 - Oct 15
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

14. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"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.
$205 nightly
The price is $232
Nov 1 - Nov 2
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

15. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
$228 nightly
The price is $257
Oct 14 - Oct 15
Total with taxes and fees
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

16. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (37 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
$353 nightly
The price is $399
Oct 20 - Oct 21
Total with taxes and fees
Killington resort: Walk to Mountain, Bike, Pool
A large house with a fire pit and outdoor seating.

17. 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, (3 reviews)
"Great house with fun decorations. Comfortable with lots of room; full kitchen with ample dining area. Loved the coffee available and the sound machine in the bedroom- great conveniences! Communication around booking were great with easy check in and check out."
United States
Susan S.
$510 nightly
The price is $571
Oct 14 - Oct 15
Total with taxes and fees
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

18. 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.
$440 nightly
The price is $493
Oct 14 - Oct 15
Total with taxes and fees
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

19. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.6 out of 10, Exceptional, (7 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
$327 nightly
The price is $369
Oct 14 - Oct 15
Total with taxes and fees
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A two-story house with a porch, a staircase, and a front door.

20. Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"You better ask for one of the rear units because the front one is practically in the middle of the road. It’s noisy. It’s dingy, the owner refused to let us check in an hour early, which actually worked out in our favor since we didn’t want to stay there after we saw the place. We asked to move to a rear unit. The answer was no. We didn’t ask for a refund. We just went and booked another room and left this place empty for the night. There are so many other nice places to stay in this area. I...
United States
William
$240 nightly
The price is $271
Oct 14 - Oct 15
Total with taxes and fees
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
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

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

8/10 Good
"This is a great place but the description is a bit deceptive. It’s right off the highway and not on the Castle grounds. In fact we never saw the castle. I booked it thinking we’d have a place to walk around and enjoy the grounds. Nope! The hotel was nice and the people were very friendly and helpful. We stayed in a suite and loved it. The fireplace and washer and dryer were exactly what we wanted and needed. I would stay here again but would just know you’re not on the castle grounds."
Stephanie and Don 3-night trip
Posted 1 hour ago
Pointe at Castle Hill Resort

Find out more about Plymouth

Everything you need to know about Plymouth vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Plymouth vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Plymouth vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Plymouth vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Plymouth. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Plymouth in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $198 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Plymouth rentals

At Expedia, we put the best Plymouth vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Plymouth rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Plymouth vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Plymouth. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.