Plymouth holiday lettings

We found 1,678 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:8 Jan - 15 Jan

Enjoy a nice fire while you overlook the Sachem Trail and watch people ski by.
Interior
Third floor fireplace room overlooking the Sachem Trail
Private kitchen
Exceptional
(32 reviews)

Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults

Ludlow

8% off
£17,684
for 7 nights, 1 chalet
£2,526 per night
includes taxes & fees
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults
Pool
Exterior
Exterior
Interior
Exceptional
(26 reviews)

Ski On/Off at the Sunrise Mountain Chalet

Killington

8% off
£5,304
for 7 nights, 1 home
£758 per night
includes taxes & fees
Ski On/Off at the Sunrise Mountain Chalet
Bedroom 3 - queen bed
Image from trailhead
Living Room - looking out over mountains
Kitchen Bar
Exceptional
(67 reviews)

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

Killington

8% off
£7,899
for 7 nights, 1 home
£1,128 per night
includes taxes & fees
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Private kitchen
Exterior
Interior
Living area
Wonderful
(5 reviews)

Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit

Ludlow

5% off
£7,141
for 7 nights, 1 home
£1,020 per night
includes taxes & fees
Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit
Private kitchen
Interior
Living area
Hallway connecting the living room and the library/TV room
Exceptional
(7 reviews)

Country house minutes from Killington and Okemo

Plymouth

8% off
£7,655
for 7 nights, 1 home
£1,094 per night
includes taxes & fees
Country house minutes from Killington and Okemo
Living area
Property grounds
Dining
Exterior
Exceptional
(48 reviews)

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Ludlow

8% off
£4,878
for 7 nights, 1 chalet
£697 per night
includes taxes & fees
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Interior
Another view of the front of the home and the front porch in the summer.
Basement bedroom with 2 bunk beds, sleeps 4
Modern country kitchen with stainless appliances.
Exceptional
(96 reviews)

Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

Ludlow

15% off
£4,239
for 7 nights, 1 cabin
£606 per night
includes taxes & fees
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
Bear Room - 2nd Floor bedroom with a king bed, tv with roku and sitting area.
Fully stocked kitchen with plenty of room to prepare a family dinner
The first floors open plan is great for large groups.
Welcome to the Blue Moon Bungalow!
Exceptional
(11 reviews)

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

Chester

8% off
£3,618
for 7 nights, 1 chalet
£517 per night
includes taxes & fees
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
View (summer) from the covered / screened-in outdoor patio
Front of home (late fall sunset)
The Great Room and dining table - seats 10
The Great Room
Exceptional
(20 reviews)

5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C

Ludlow

8% off
£7,039
for 7 nights, 1 home
£1,006 per night
includes taxes & fees
5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C
Dining
Morning coffee on the front deck overlooking our wooded lot?
Adults upstairs & kids in Gameroom hangout TV, DVD, VCR & large movie library
Beautiful 4-season ski chalet on Okemo less than a mile to ski base
Exceptional
(133 reviews)

Okemoskichalet with Game Room & Hot Tub on Okemo Mt. 1 mile to base! Sleeps 12

Ludlow

8% off
£4,197
for 7 nights, 1 chalet
£600 per night
includes taxes & fees
Okemoskichalet with Game Room & Hot Tub on Okemo Mt. 1 mile to base! Sleeps 12
view from the Foundry
Living room
Interior
Exterior detail
Exceptional
(61 reviews)

Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding

Killington

8% off
£5,911
for 7 nights, 1 home
£844 per night
includes taxes & fees
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
Living area
Kitchen
Living room
Kitchen
Exceptional
(17 reviews)

Base Camp Retreat at Killington - Trails, Hot Tub, Fire Pit & Game Room

Killington

8% off
£6,933
for 7 nights, 1 home
£990 per night
includes taxes & fees
Base Camp Retreat at Killington - Trails, Hot Tub, Fire Pit & Game Room
LED bulbs
Car charging available
Property grounds
Entry way
Exceptional
(33 reviews)

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

Killington

12% off
£1,771
for 7 nights, 1 apartment
£253 per night
includes taxes & fees
Studio with two queen beds renovated on bus route close to all
Outdoor pool in summer months
beautiful arial view of Sunrise in the fall
open floor plan condo with tons of amenities
work out room at Sunrise
Exceptional
(49 reviews)

True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access

Killington

8% off
£8,217
for 7 nights, 1 apartment
£1,174 per night
includes taxes & fees
True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access
Open living room with french doors, huge windows & vaulted ceiling
Front of house, early spring
Bedroom #2 Queen bed with large windows & french doors
Light filled kitchen
Exceptional
(7 reviews)

Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible

Weston

8% off
£3,071
for 7 nights, 1 home
£439 per night
includes taxes & fees
Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible
Room
Private kitchen
Exterior
Property grounds
Exceptional
(20 reviews)

Updated Main St Condo in downtown Ludlow!

Ludlow

12% off
£1,864
for 7 nights, 1 apartment
£266 per night
includes taxes & fees
Updated Main St Condo in downtown Ludlow!
Coffee options galore!
IMG 1540
Main dining space with seating for 12
Outdoor dining
Exceptional
(7 reviews)

Stylish new A Frame with Lake Rescue dock access

Ludlow

8% off
£4,314
for 7 nights, 1 home
£616 per night
includes taxes & fees
Stylish new A Frame with Lake Rescue dock access
Great room view
New K1 lodge
The Lodges
Living area
Exceptional
(59 reviews)

Luxury 3BR/3BA Ski On/Off Lodges Bear Mountain Near Sunrise Chair Killington.

Killington

8% off
£6,889
for 7 nights, 1 apartment
£984 per night
includes taxes & fees
Luxury 3BR/3BA Ski On/Off Lodges Bear Mountain Near Sunrise Chair Killington.
Beautiful Fall Foliage - See Video!
Welcome Bear ..... We'll Leave the Light on For You!
Large Bear Creek room, main level. New hi end queen, ceiling fan, picture window
Main level full kitchen, supplied with everything a good cook could want!!
Exceptional
(68 reviews)

OKEMO VACATION HOUSE, HOT TUB, CENTRAL AIR 6 Bdrm (2 K, 3 Q, 1 bunk), sleeps 14

Ludlow

7% off
£6,704
for 7 nights, 1 home
£958 per night
includes taxes & fees
OKEMO VACATION HOUSE, HOT TUB, CENTRAL AIR 6 Bdrm (2 K, 3 Q, 1 bunk), sleeps 14
Interior
open floor plan
washer and dryer
Interior
Exceptional
(9 reviews)

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

Killington

12% off
£4,867
for 7 nights, 1 apartment
£695 per night
includes taxes & fees
The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all
Kitchen (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
£2,674
for 7 nights, 1 cabin
£382 per night
includes taxes & fees
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
Interior
Living area
Pool
Living area
Exceptional
(30 reviews)

3 Bed 3 Bath Luxury Ski-In/Ski-out Condo Killington Sunrise Village Slopeside

Killington

8% off
£6,217
for 7 nights, 1 apartment
£888 per night
includes taxes & fees
3 Bed 3 Bath Luxury Ski-In/Ski-out Condo Killington Sunrise Village Slopeside
Dining
Property grounds
Exterior
Living area
Exceptional
(9 reviews)

Winterplace E building - top of the Quad

Ludlow

8% off
£8,266
for 7 nights, 1 apartment
£1,181 per night
includes taxes & fees
Winterplace E building - top of the Quad
Onsite pool and hot tub.
Fire place at living room.
The living room.
Dining area.
Exceptional
(46 reviews)

Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.

Ludlow

8% off
£3,815
for 7 nights, 1 apartment
£545 per night
includes taxes & fees
Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    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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