Plymouth holiday lettings

We found 1,704 holiday rentals — enter your dates for availability
Discover a selection of 48 homes, 10 chalets and holiday rentals in Plymouth that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as parking and a fireplace. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Plymouth

Showing deals for:15 Jan - 22 Jan

Bedroom 3 - queen bed
Image from trailhead
Lower Level Bar/Kitchenette
Living Room - looking out over mountains
Exceptional
(67 reviews)

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Killington

8% off
£9,715
for 7 nights, 1 home
£1,388 per night
includes taxes & fees
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Private kitchen
Interior
Dining
Hallway connecting the living room and the library/TV room
Exceptional
(7 reviews)

Country house minutes from Killington and Okemo

Plymouth

8% off
£7,658
for 7 nights, 1 home
£1,094 per night
includes taxes & fees
Country house minutes from Killington and Okemo
The first floors open plan is great for large groups.
Fully stocked kitchen with plenty of room to prepare a family dinner
Welcome to the Blue Moon Bungalow!
Bear Room - 2nd Floor bedroom with a king bed, tv with roku and sitting area.
Exceptional
(11 reviews)

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester

8% off
£3,590
for 7 nights, 1 chalet
£513 per night
includes taxes & fees
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Entry way
Car charging available
Heated pool in the summer months
LED bulbs
Exceptional
(36 reviews)

Studio with two queen beds renovated on bus route close to all

Killington

12% off
£2,635
for 7 nights, 1 apartment
£376 per night
includes taxes & fees
Studio with two queen beds renovated on bus route close to all
Bedroom #2 Queen bed with large windows & french doors
Front of house, early spring
Open living room with french doors, huge windows & vaulted ceiling
Light filled kitchen
Exceptional
(7 reviews)

Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible

Weston

8% off
£3,079
for 7 nights, 1 home
£440 per night
includes taxes & fees
Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible
Property grounds
Private kitchen
Living area
Exterior
Exceptional
(20 reviews)

Updated Main St Condo in downtown Ludlow!

Ludlow

12% off
£1,974
for 7 nights, 1 apartment
£282 per night
includes taxes & fees
Updated Main St Condo in downtown Ludlow!
Family Room with Sleping Loft (main level)
Master bedroom looking Southwest (upper level
Winter looking Southeast
Den area main level (baby not included!)
Exceptional
(25 reviews)

All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!

Mount Holly

8% off
£2,681
for 7 nights, 1 cabin
£383 per night
includes taxes & fees
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
Private kitchen
open floor plan
Interior
washer and dryer
Exceptional
(9 reviews)

The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all

Killington

12% off
£5,976
for 7 nights, 1 apartment
£854 per night
includes taxes & fees
The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all
Living area
Pool in the nearby recreational building
Living area
Room
Exceptional
(140 reviews)

Mountain Paradise—SKI-ON/SKI-OFF Okemo Ski Getaway ⛷ hot tubs, pool, fireplace

Ludlow

8% off
£9,831
for 7 nights, 1 apartment
£1,404 per night
includes taxes & fees
Mountain Paradise—SKI-ON/SKI-OFF Okemo Ski Getaway ⛷ hot tubs, pool, fireplace
Interior
Room
Property grounds
Exterior
Exceptional
(9 reviews)

Winterplace E building - top of the Quad

Ludlow

8% off
£8,288
for 7 nights, 1 apartment
£1,184 per night
includes taxes & fees
Winterplace E building - top of the Quad
Bedroom #2
Main deck
Exterior
Dinning Area
Exceptional
(30 reviews)

Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.

Ludlow

7% off
£4,014
for 7 nights, 1 home
£573 per night
includes taxes & fees
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
Outdoor spa tub
Small views of all 3 living room spaces and wet bar
Exterior
Private kitchen
Exceptional
(67 reviews)

Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail

Bridgewater Corners

13% off
£10,100
for 7 nights, 1 home
£1,443 per night
includes taxes & fees
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
Solitude F205 - end unit directly on Promenade Ski Trail
You can use the amenities at the Solitude Day Lodge
Enjoy a cocktail in front of the wood burning fireplace
Primary Bedroom with Queen bed and views of ski trail
Exceptional
(8 reviews)

Ski on/off Solitude Village 3 bedroom condo directly on Okemo Mt ski trail

Ludlow

7% off
£6,295
for 7 nights, 1 apartment
£899 per night
includes taxes & fees
Ski on/off Solitude Village 3 bedroom condo directly on Okemo Mt ski trail
Dining
Dining
Exterior
Living area
Exceptional
(22 reviews)

Charming Chester Farmhouse near Near VT Slopes

Chester

8% off
£4,827
for 7 nights, 1 home
£690 per night
includes taxes & fees
Charming Chester Farmhouse near Near VT Slopes
Living room with cathedral ceiling, wood-burning fireplace, and 50" TV
Living area
Living room and Dining room from the stairs landing
Mud-room, with firewood and kindling provided
Exceptional
(14 reviews)

Spacious Townhouse on the Killington Access Road

Killington

10% off
£4,845
for 7 nights, 1 home
£692 per night
includes taxes & fees
Spacious Townhouse on the Killington Access Road
Property grounds
Exterior
Living area
Room
Exceptional
(12 reviews)

Renovated Top floor Studio Condo - Resort-Style Amenities

Killington

5% off
£1,296
for 7 nights, 1 apartment
£185 per night
includes taxes & fees
Renovated Top floor Studio Condo - Resort-Style Amenities
Living area
Property grounds
Dining
Room
Exceptional
(14 reviews)

Okemo Mountain Ski-In/ski-out Condo Overlooking Kettlebrook Trail

Ludlow

8% off
£7,347
for 7 nights, 1 apartment
£1,050 per night
includes taxes & fees
Okemo Mountain Ski-In/ski-out Condo Overlooking Kettlebrook Trail
Room
Dining
Interior
New Stainless steel appliances with Bosch convection oven
Exceptional
(15 reviews)

Powder Stash Large 1 Bedroom 2 full baths 2 queen beds and queen sleeper sofa

Killington

12% off
£2,552
for 7 nights, 1 apartment
£365 per night
includes taxes & fees
Powder Stash Large 1 Bedroom 2 full baths 2 queen beds and queen sleeper sofa
Front entrance (Photo by guest)
(amazing) Photo by guest
Sun room, facing the lake
Photo by guest
Exceptional
(119 reviews)

Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8

Ludlow

8% off
£2,482
for 7 nights, 1 home
£355 per night
includes taxes & fees
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Dining
Private kitchen
Private kitchen
Exterior detail
Exceptional
(103 reviews)

SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF

Mount Holly

8% off
£1,590
for 7 nights, 1 cabin
£227 per night
includes taxes & fees
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
Mud room with Ski Closet
Exterior
Eat in kitchen
view of trail from the street in front of condo
Exceptional
(34 reviews)

OKEMO Trailside Ski Condo, 100 Yards to Sachem Trail, Sleeps 8

Ludlow

8% off
£5,029
for 7 nights, 1 apartment
£718 per night
includes taxes & fees
OKEMO Trailside Ski Condo, 100 Yards to Sachem Trail, Sleeps 8
2 Hot tubs to relax after skiing
Pool
Interior
Indoor Pool and 2 hot tubs
Exceptional
(36 reviews)

Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D

Ludlow

8% off
£11,983
for 7 nights, 1 apartment
£1,712 per night
includes taxes & fees
Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D
Private kitchen
Dining
Terrace/patio
Renovated Modern Living Space
Exceptional
(50 reviews)

Modern Renovated Condo XLarge Living & Dining Area, 2 Bdrm, 3 Bath

Killington

12% off
£4,519
for 7 nights, 1 apartment
£646 per night
includes taxes & fees
Modern Renovated Condo XLarge Living & Dining Area, 2 Bdrm, 3 Bath
The Shepherds' Cabin
Terrace/patio
Private kitchen
Main room facing northwest
Exceptional
(108 reviews)

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

Ludlow

12% off
£2,118
for 7 nights, 1 cabin
£303 per night
includes taxes & fees
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

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    Enjoy full kitchens, pools, gardens and more

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    More space, more privacy, more amenities — more value

The cosy city of Plymouth awaits you

The area's history and churches are just some of the reasons to come on holiday to Plymouth. This city's camping, horse riding and cheese shops draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Plymouth

Are you searching for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that Plymouth has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Killington Adventure Center (7.3 mi / 11.7 km)
  • Killington Golf Course (7.3 mi / 11.8 km)
  • Killington Resort (7.3 mi / 11.8 km)
  • Fox Run Golf Course (8.3 mi / 13.4 km)
  • Okemo Mountain Resort (9.2 mi / 14.9 km)
  • Pico Mountain at Killington Ski Resort (9.9 mi / 15.9 km)

Exploring the natural landscape of Plymouth

Whether you're an active traveller or just want to appreciate the scenery, Plymouth is a great place to get outside. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Rescue (5.9 mi / 9.4 km)
  • Killington Peak (6.9 mi / 11 km)
  • Pico Peak (9.2 mi / 14.8 km)
  • Marsh-Billings-Rockefeller National Historical Park (11.3 mi / 18.2 km)
  • Pine Hill Park (14.5 mi / 23.4 km)
  • Silver Lake State Park (14.7 mi / 23.6 km)

Transport options to and around Plymouth

The nearest airport is in Rutland, VT (RUT-Rutland Southern Vermont Regional), located 11.2 mi (18 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Springfield, VT (VSF-Hartness State), which is 16.6 mi (26.8 km) away.

Frequently asked questions

What is the best area to stay in Plymouth when booking a holiday rental?
When considering a holiday rental in Plymouth, Vermont, the area surrounding the picturesque Okemo Mountain Resort is an excellent choice. This neighbourhood is renowned for its stunning natural beauty and outdoor recreational opportunities. Visitors can indulge in skiing and snowboarding during the winter months, while the summer offers hiking and mountain biking trails that showcase the vibrant landscape.Another delightful aspect of Plymouth is its proximity to the charming town of Woodstock, which is just a short drive away. Woodstock is famous for its quaint shops, art galleries, and the stunning Marsh-Billings-Rockefeller National Historical Park, where guests can explore scenic walking trails and learn about the area's rich history.In terms of accommodation, Plymouth boasts a variety of properties, ranging from cosy cabins to luxurious lodges, ensuring that visitors can find the superb spot to relax after a day of exploration.
How much does it cost to rent a holiday home in Plymouth?
Prices for holiday rentals in Plymouth vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Plymouth to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Plymouth holiday house rentals?
You can find great discounts on house rentals in Plymouth on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Plymouth ski resort rentals?
For the best ski resort rentals in Plymouth, Vermont, travellers should consider the area surrounding Okemo Mountain Resort, which is just a short drive away. Nearby towns like Ludlow and Cavendish offer a variety of accommodation options, including cosy chalets and well-appointed condos that cater to skiing enthusiasts. Many of these properties feature amenities such as fully equipped kitchens, fireplaces, and outdoor decks, superb for relaxing after a day on the slopes.In Ludlow, you'll find a selection of lodges and rental homes that provide easy access to the ski lifts, often with complimentary shuttle services to the mountain. These accommodations typically include facilities like hot tubs, ski storage, and laundry services, making them convenient for families or groups.Plymouth is also near the picturesque Green Mountain National Forest, where outdoor enthusiasts can explore additional winter activities such as snowshoeing and cross-country skiing. Rentals in this area often showcase rustic charm, with amenities that blend comfort and convenience, including Wi-Fi, spacious living areas, and proximity to local dining options.
What is the most popular type of holiday rental accomodation in Plymouth?
In Plymouth, holiday houses dominate the holiday rental scene, with about 114 available across the area. These homes often come with multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups. Many also feature outdoor spaces such as decks or patios, great for enjoying the scenic views of the surrounding Vermont countryside.Chalets are also popular, with around 27 options that provide a cosy, rustic feel, often equipped with amenities like fireplaces and hot tubs for relaxation after a day of outdoor activities. Additionally, there are 18 cabins and 15 cottages available, each offering unique charm and comfort, complete with kitchen facilities and living spaces to unwind. Lastly, about 12 condos can be found, typically located near local attractions and providing convenient access to amenities.
Are there any family house rentals in Plymouth?
In Plymouth, Vermont, there are numerous family-friendly house rentals, with around 47 options available. This charming area provides a fantastic base for families looking to explore the beautiful landscape and partake in outdoor activities. Many of these homes come equipped with spacious living areas, fully stocked kitchens for family meals, and outdoor spaces ideal for children to enjoy.Visitors can take advantage of amenities such as game rooms for entertainment and fireplaces for cosy evenings. The proximity to nearby attractions like Okemo Mountain Resort and the picturesque lakes in the region enhances the appeal. Families can enjoy hiking, skiing, and nature walks, making Plymouth an excellent choice for a memorable getaway.
Can I rent a holiday home with a pool or hot tub in Plymouth?
In Plymouth, Vermont, several holiday homes are available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation and leisure. The area is known for its beautiful landscapes and proximity to outdoor activities, including hiking and skiing in the winter months. Many of these rentals come with amenities such as private pools, hot tubs, and spacious outdoor areas, providing the ideal setting for unwinding after a day of exploration. Additionally, fully equipped kitchens and comfortable living spaces are common, allowing guests to enjoy their stay in a homely environment.
Can I find long-stay holiday rentals in Plymouth?
A long-stay holiday rental in Plymouth is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Plymouth?
In Plymouth, there are a variety of pet-friendly holiday house rentals available, with approximately 24 options to choose from. Many of these properties are situated in scenic locations, offering easy access to the beautiful landscapes of Vermont. Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or patios, superb for enjoying the fresh mountain air.The area is particularly appealing for outdoor enthusiasts, with nearby attractions such as the Okemo Mountain Resort, which is great for skiing and hiking, making it a fantastic destination for both pets and their owners.
Are there any remote work holiday rentals in Plymouth?
In Plymouth, Vermont, there are numerous holiday rentals suitable for remote work, with around 174 options available. Many of these properties cater specifically to those looking to balance work and leisure, offering amenities such as free Wi-Fi, dedicated desk spaces, and comfortable desk chairs. This makes it easy for remote workers to stay productive while enjoying the serene surroundings of the Green Mountains.The area is renowned for its natural beauty and outdoor activities, providing a superb backdrop for breaks between work sessions. Nearby attractions include the picturesque Okemo Mountain Resort, which is excellent for skiing in the winter and hiking in the summer. Additionally, the charming town centre of Plymouth features local shops and eateries, offering a taste of the region's culture. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Plymouth holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Plymouth with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Plymouth?
In Plymouth, popular holiday rentals often feature a range of amenities designed to enhance the comfort of guests. Most accommodations include kitchens, allowing travellers to prepare their own meals, as well as cosy fireplaces that provide a warm atmosphere, especially during the colder months. Many properties also boast decks or patios, great for enjoying the picturesque Vermont scenery. Additionally, onsite parking is commonly available for guests with vehicles, and many rentals offer coffee and tea makers for a convenient start to the day.
When is the best time to visit Plymouth for a holiday rental?
The best time to visit Plymouth for a holiday rental is during the peak season from July to September. This lively period attracts visitors eager to soak in the natural beauty of Vermont, with plenty of outdoor activities such as hiking, kayaking, and exploring the picturesque landscapes. The warm summer days, with temperatures typically ranging from 15 to 25 degrees Celsius, create ideal conditions for enjoying the stunning scenery and vibrant local culture.July, in particular, stands out as the most popular month, offering a delightful blend of warm weather and community events. Visitors can partake in summer festivals, farmers' markets, and other local activities that showcase the charming spirit of Plymouth. The surrounding Green Mountains provide a breathtaking backdrop for sightseeing and outdoor adventures, ensuring there's something for everyone to enjoy.For those seeking a more budget-friendly experience, consider visiting in November. This month allows you to appreciate the tranquil beauty of Plymouth as the autumn colours fade and the landscape prepares for winter. The fewer crowds create a peaceful atmosphere superb for reflection and relaxation, providing a great experience of the area.Ultimately, your visit to Plymouth can be tailored to your preferences, whether you crave the bustling energy of summer or the quiet charm of late fall.
How early should I book a Plymouth holiday rental?
Book your Plymouth holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Plymouth?
In Plymouth, Vermont, visitors can enjoy a variety of attractions that showcase the area's natural beauty and historical significance. One of the main highlights is the Coolidge State Forest, which offers scenic hiking trails and opportunities for outdoor activities like camping and fishing. The forest is an excellent spot for nature lovers to explore the vibrant foliage during the autumn months.Another significant attraction is the Calvin Coolidge Homestead, the birthplace of the 30th President of the United States. This historic site provides insights into the life and times of Coolidge and includes a museum that showcases various artifacts from his presidency.For those looking to enjoy the outdoors, the nearby Okemo Mountain Resort offers year-round recreational activities, including skiing and snowboarding in the winter and mountain biking and hiking in the summer.
Can I change or cancel my Plymouth home rental booking on Vrbo?
To find Plymouth holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Plymouth holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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