Wilmington holiday lettings

We found 795 holiday rentals — enter your dates for availability
Discover a selection of 136 homes, 10 apartments and other holiday rentals in Wilmington that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. 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 – Wilmington

Showing deals for:4 Dec - 11 Dec

Master 2 Second Floor
A beautiful brook that runs through our lot
Enjoy chess, checkers or backgammon
Summer view from the lake
Exceptional
(101 reviews)

New Lakefront Log Home

Wilmington

11% off
£3,290
for 7 nights, 1 chalet
£470 per night
includes taxes & fees
New Lakefront Log Home
Exterior
Large living room with endless natural light
Property grounds
New custom kitchen
Exceptional
(17 reviews)

Private 6 bedroom Chalet 5min to Mt Snow

West Dover

8% off
£8,601
for 7 nights, 1 chalet
£1,229 per night
includes taxes & fees
Private 6 bedroom Chalet 5min to Mt Snow
Two story living room with 70" smarttv, premium directtv and bluetooth turntable
Terrace/patio
Sun or snow, it's quite the show
Exterior
Exceptional
(10 reviews)

HotTub&GameRm&Traeger Smoker-15 min 2 Mt Snow, Across from Golf, 5 min to Lake

Wilmington

15% off
£2,108
for 7 nights, 1 chalet
£301 per night
includes taxes & fees
HotTub&GameRm&Traeger Smoker-15 min 2 Mt Snow, Across from Golf, 5 min to Lake
Dining
Living area
Private kitchen
Room
Exceptional
(35 reviews)

Beautiful log home close to Mt. Snow with hot tub and sauna.

West Dover

7% off
£5,394
for 7 nights, 1 cabin
£771 per night
includes taxes & fees
Beautiful log home close to Mt. Snow with hot tub and sauna.
Open Kitchen with a wide open feel
View out front door
View from Kitchen sink
Early morning summer view
Exceptional
(242 reviews)

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews

Wilmington

7% off
£3,969
for 7 nights, 1 home
£567 per night
includes taxes & fees
Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews
Dry your ski gear on the hooks near the warm wood stove.
Kitchen and dining area.
Enjoy the infamous Moss Rock!
Living area with wood stove
Exceptional
(26 reviews)

Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington

West Dover

7% off
£2,934
for 7 nights, 1 chalet
£419 per night
includes taxes & fees
Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington
View of the Main house living room from the kitchen bar
Main house top floor river room with sounds of the river out the windows.
View of the main house from the creek on the property.
Main house top floor river room with deck overlooking the pool and backyard.
Exceptional
(38 reviews)

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Wardsboro

8% off
£12,034
for 7 nights, 1 home
£1,719 per night
includes taxes & fees
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Livingroom with a view.
Front of the house
King bed
Patio chairs and solo stove firepit
Exceptional
(16 reviews)

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

7% off
£1,425
for 7 nights, 1 chalet
£204 per night
includes taxes & fees
Chalet Mount Snow/Stratton Skiing/hiking
Hot tub on a cold night.
Large windows allowing natural light in.
Main level, kitchen and loft.
View of the living area from the loft.
Exceptional
(16 reviews)

Mountain House near Mount Snow & Stratton w/ 2 Fireplaces, Hot Tub & Sauna

Wardsboro

7% off
£3,540
for 7 nights, 1 cabin
£506 per night
includes taxes & fees
Mountain House near Mount Snow & Stratton w/ 2 Fireplaces, Hot Tub & Sauna
Living area
Living area
Outdoor dining
Master bedroom to the left of kitchen. Entryway and den to the right.
Exceptional
(113 reviews)

Spacious, Comfortable & Close!!! GOLF TRIPS!

West Dover

14% off
£4,200
for 7 nights, 1 home
£600 per night
includes taxes & fees
Spacious, Comfortable & Close!!! GOLF TRIPS!
main level living room area
Jacuzzi hot tub
foyer for all skiing and outdoor stuff
main level living room sitting area
Exceptional
(26 reviews)

True Vermont Log Cabin Home at Mount Snow

West Dover

7% off
£5,325
for 7 nights, 1 cabin
£761 per night
includes taxes & fees
True Vermont Log Cabin Home at Mount Snow
Living area
Parking area for the home.
A look from the family room to the kitchen and dining area.
Kitchen is fully stocked with everything your group will need.
Exceptional
(37 reviews)

Mt. Snow Escape with Hot Tub & Fire Pit, Surrounded by Woods.

Wardsboro

7% off
£4,156
for 7 nights, 1 home
£594 per night
includes taxes & fees
Mt. Snow Escape with Hot Tub & Fire Pit, Surrounded by Woods.
Games room
Indoor spa tub
Dining
Private kitchen
Exceptional
(53 reviews)

SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.

Wilmington

7% off
£6,253
for 7 nights, 1 home
£893 per night
includes taxes & fees
SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.
Games room
Living area
Private kitchen
Exterior
Exceptional
(39 reviews)

Beautiful Four Season Family Vacation Home

West Dover

11% off
£5,394
for 7 nights, 1 home
£771 per night
includes taxes & fees
Beautiful Four Season Family Vacation Home
Gather to enjoy the cozy wood burning fireplace with 65” TV/ DVD player/ movies
Photo by @dirtandglass
Enjoy the family friendly open concept living area with soaring ceilings
Welcome to Bear Lair Lodge! Photo by : @dirtandglass
Exceptional
(30 reviews)

Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool

Wilmington

7% off
£4,035
for 7 nights, 1 home
£576 per night
includes taxes & fees
Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool
Private kitchen
Interior
Dining Room Table accommodating 10 to 12 guests comfortably
Dining
Exceptional
(28 reviews)

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

West Dover

8% off
£14,110
for 7 nights, 1 home
£2,016 per night
includes taxes & fees
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
View of dining/kitchen area from entrance landing.
View from deck.
Room
Living area
Exceptional
(25 reviews)

Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt.

Wilmington

17% off
£4,070
for 7 nights, 1 home
£581 per night
includes taxes & fees
Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt.
South side of house, deck and hot tub
Living area
Dining
Loft with surround sound Entertainment
Exceptional
(32 reviews)

Perfect Get-Away House - 6 Miles from Stratton & Mount Snow

West Wardsboro

5% off
£4,868
for 7 nights, 1 home
£695 per night
includes taxes & fees
Perfect Get-Away House - 6 Miles from Stratton & Mount Snow
Pool
Private kitchen
Amenity Center
Outdoor spa tub
Exceptional
(13 reviews)

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

West Dover

7% off
£3,829
for 7 nights, 1 home
£547 per night
includes taxes & fees
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Exterior
Interior
Living area
Private kitchen
Exceptional
(6 reviews)

Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!

Wilmington

7% off
£5,838
for 7 nights, 1 home
£834 per night
includes taxes & fees
Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
Living Room
Property grounds
Private kitchen
Screened in porch dining area
Exceptional
(20 reviews)

Cozy Vermont Home Near Mount Snow & Stratton

West Wardsboro

8% off
£1,923
for 7 nights, 1 home
£275 per night
includes taxes & fees
Cozy Vermont Home Near Mount Snow & Stratton
downtown is just a 4 minute walk. So much to see and do
Open floorplan
Fully stocked kitchen with gas range
Living room with fireplace and 55" smart tv
Exceptional
(11 reviews)

Large rustic home with gameroom. Near lakes, skiing, walk to downtown.

Wilmington

11% off
£2,967
for 7 nights, 1 home
£424 per night
includes taxes & fees
Large rustic home with gameroom. Near lakes, skiing, walk to downtown.
View from our land in the back
Fully stocked renovated kitchen
Living room with woodstove, TV, and french doors looking out to our land
Dining room (view from the kitchen)
Exceptional
(18 reviews)

Spruce Hill Farm - 1850 Farmhouse on 50 Acres - Minutes to Mt Snow!!

Wilmington

8% off
£5,120
for 7 nights, 1 home
£731 per night
includes taxes & fees
Spruce Hill Farm - 1850 Farmhouse on 50 Acres - Minutes to Mt Snow!!
Living area
Exterior
Dining
Private kitchen
Exceptional
(24 reviews)

Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow

Wilmington

8% off
£2,303
for 7 nights, 1 home
£329 per night
includes taxes & fees
Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow

  • 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 area of Wilmington awaits your stay

The area's festivals and monuments are just some of the reasons to come on holiday to Wilmington. This city's mountain views, skiing and riverfront 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 Wilmington

Do you want to find attractions to visit while you're in town? Venture out of your cosy holiday rental and check out everything that Wilmington has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • The Hermitage Golf Club (2.3 mi / 3.7 km)
  • The Hermitage Club (4.2 mi / 6.7 km)
  • Mount Snow Golf Course (4.8 mi / 7.7 km)
  • Mount Snow (6.8 mi / 11 km)
  • Prospect Mountain Cross-Country Ski Center (10.2 mi / 16.4 km)
  • Stratton Mountain Resort (16.2 mi / 26 km)

Exploring the natural landscape of Wilmington

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Wilmington is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Lake Raponda (2.7 mi / 4.4 km)
  • Harriman Reservoir (3.1 mi / 4.9 km)
  • Hogback Mountain Conservation Area (4 mi / 6.4 km)
  • Brattleboro Common (15.8 mi / 25.4 km)
  • Windsor Lake Park (17.1 mi / 27.5 km)
  • Madame Sherri Forest (17.9 mi / 28.8 km)

Seasonal weather in Wilmington

Travellers enjoy Wilmington for its skiing. To make the most of the cold weather activities, you might consider visiting in January, March, November or February, when snowfall averages 23 cm and temperatures average -4°C.

Transport to and around Wilmington

The nearest airport is in Springfield, VT (VSF-Hartness State), located 37.2 mi (59.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Albany, NY (ALB-Albany Intl.), which is 48.3 mi (77.8 km) away.

Frequently asked questions

What is the best area to stay in Wilmington when booking a holiday rental?
When considering a holiday rental in Wilmington, Vermont, the best area to stay is near the charming village centre. This area offers a delightful blend of convenience and local character, with a variety of properties ranging from quaint cabins to modern lodges. Staying in this vicinity places you just a stone's throw away from top attractions such as the beautiful Lake Whitingham, superb for summer activities like kayaking and fishing, as well as the scenic Mount Snow, which is a popular destination for skiing and snowboarding during the winter months.The village itself is simply enchanting, with its picturesque storefronts, local eateries, and inviting cafés where you can soak in the welcoming atmosphere. Furthermore, being in the village centre means you're well-positioned to explore other nearby points of interest, including the historic Wilmington Town Hall and the nearby Green Mountain National Forest, offering endless opportunities for hiking and nature walks.
How much does it cost to rent a holiday home in Wilmington?
Prices for holiday rentals in Wilmington 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 Wilmington 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 Wilmington holiday house rentals?
You can find great discounts on house rentals in Wilmington 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 areas for renting a beach house in Wilmington?
For renting a beach house in Wilmington, Vermont, travellers should look towards the charming areas near Lake Whitingham, which offers a serene lakeside retreat. The vicinity around the lake features a range of holiday rentals, including cosy cabins and spacious homes ideal for families or larger groups. Many properties in this area come with amenities such as private docks, outdoor seating areas, and fully equipped kitchens, superb for preparing meals after a day of water activities.Additionally, the nearby towns of Brattleboro and Newfane provide further options for those seeking a blend of lakeside relaxation and local culture. Here, you can find delightful cottages and charming homes that often include features like fire pits, barbecue grills, and access to hiking trails in the surrounding Green Mountains. Proximity to local shops and eateries enhances the experience, allowing guests to enjoy the best of both nature and community.
Where are the best Wilmington ski resort rentals?
For the best ski resort rentals near Wilmington, Vermont, travellers should consider accommodations in the nearby town of Wilmington itself, as well as the surrounding areas like Dover and West Dover. Wilmington offers a quaint village atmosphere with easy access to the nearby Mount Snow ski area, which is just a short drive away. Here, visitors can find a range of rental properties, including cosy chalets and spacious condos that cater to different group sizes.Many of these properties feature amenities such as fully equipped kitchens, fireplaces, and hot tubs, great for relaxing after a day on the slopes. Some rentals also provide ski-in/ski-out access, allowing guests to hit the trails with ease. In the town of Wilmington, you'll also find charming shops and restaurants, adding to the overall experience of a ski holiday.For those looking for a more rural retreat, the West Dover area has additional cabins and lodges, often set in serene woodland surroundings. Properties here may include features like outdoor decks, fire pits, and game rooms, ideal for family gatherings or group getaways. The scenic beauty of the Green Mountains provides an enchanting backdrop, and for those who enjoy winter sports beyond skiing, there are options for snowshoeing and snowmobiling in the vicinity.
What is the most popular type of holiday rental accomodation in Wilmington?
In Wilmington, holiday houses are the most popular type of holiday rental, with about 484 available throughout the area. These spacious homes are ideal for families or groups, often featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them great for relaxing after a day of exploring. Additionally, about 96 cottages offer a charming and cosy alternative, typically located in picturesque settings, providing a more intimate atmosphere. For those seeking a rustic experience, there are around 80 cabins and 88 chalets, which often include amenities like wood-burning stoves and outdoor spaces for enjoying the natural beauty of Vermont. Condos, while less common, with around 40 available, provide a more modern option, often equipped with communal amenities such as pools or fitness centres.
Are there any family house rentals in Wilmington?
In Wilmington, Vermont, there are plenty of family-friendly house rentals available, with around 127 options throughout the area. The town is surrounded by picturesque landscapes and offers a variety of outdoor activities, making it an ideal destination for families. Many properties boast spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces superb for children to play. Amenities such as Wi-Fi and laundry facilities are typically included, ensuring a comfortable stay for all.Visitors can explore nearby attractions like the scenic Lake Whitingham, where you can enjoy swimming, kayaking, and picnicking during the warmer months. Additionally, the local area features charming shops and restaurants, as well as access to hiking trails and the stunning Green Mountain National Forest.
Can I rent a holiday home with a pool or hot tub in Wilmington?
In Wilmington, Vermont, there are a variety of holiday homes available for rent that feature pools and hot tubs, with around 59 options to choose from. This charming town, located near the Green Mountains, offers a picturesque setting for a getaway. Many of the rentals come equipped with private pools and hot tubs, providing ideal spots for relaxation after a day of outdoor activities.Travellers can expect amenities such as spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces superb for entertaining or simply enjoying the natural surroundings. Some properties may also feature fireplaces, game rooms, and easy access to local attractions, ensuring a comfortable and enjoyable stay.
Can I find long-stay holiday rentals in Wilmington?
A long-stay holiday rental in Wilmington 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 Wilmington?
In Wilmington, Vermont, there are numerous pet-friendly house rentals available, with around 83 options to choose from. Many of these properties are situated in close proximity to the picturesque Lake Whitingham and the scenic Green Mountain National Forest. Travellers can expect to find holiday rentals that offer a range of amenities, such as fully equipped kitchens, comfortable living spaces, and outdoor areas superb for pets to enjoy.The area is well-suited for outdoor enthusiasts, with hiking and biking trails nearby, as well as opportunities for fishing and boating on the lake. Additionally, Wilmington boasts pet-friendly cafes and shops that allow visitors to bring their furry companions along, enhancing the overall experience for pet owners.
Are there any remote work holiday rentals in Wilmington?
In Wilmington, Vermont, there are numerous holiday rentals suitable for remote work, with around 760 options available. Many of these properties come equipped with essential amenities for those looking to work from home, including reliable Wi-Fi, dedicated laptop workspaces, and comfortable living areas. Additionally, some rentals may feature extra facilities such as computer monitors, ensuring that you have all the tools you need for productivity.The charming town of Wilmington is surrounded by natural beauty, with easy access to outdoor activities such as hiking and skiing, making it an ideal location for a work-life balance. Nearby attractions include the scenic Lake Whitingham and the picturesque Green Mountain National Forest, offering opportunities for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wilmington holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wilmington 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 Wilmington?
In Wilmington, popular holiday rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many rentals also feature cosy fireplaces, providing a warm atmosphere great for relaxing after a day of outdoor activities. Guests can enjoy the fresh air from decks or patios, ideal for morning coffee or evening gatherings. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, many properties offer coffee and tea makers, ensuring that guests can enjoy a warm beverage at their leisure.
When is the best time to visit Wilmington for a holiday rental?
July is the most popular time to visit Wilmington, Vermont, as the peak season runs from July to September. This vibrant period attracts outdoor enthusiasts and families eager to experience the stunning natural beauty of the Green Mountains. With temperatures typically ranging from 15 to 30 degrees Celsius, the warm weather creates ideal conditions for hiking, biking, and enjoying water activities on the nearby lakes.During these summer months, you'll find a plethora of activities, including local festivals, farmers' markets, and the chance to explore picturesque landscapes. The lively option is superb for those looking to connect with fellow travellers while enjoying the great outdoors.If you're seeking a more cost-effective option, consider planning your visit in April. This month offers a unique charm as the winter snow begins to melt, revealing the beauty of spring. During this time, April is a lovely time for scenic drives and early-season hiking, allowing you to enjoy the beauty of blooming flora without the summer crowds.
How early should I book a Wilmington holiday rental?
Book your Wilmington 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 Wilmington?
In Wilmington, Vermont, visitors can enjoy a variety of attractions that showcase the area's natural beauty and charm. The picturesque Lake Whitingham is a popular spot for activities such as kayaking, fishing, and swimming, providing a superb backdrop for outdoor enthusiasts. The nearby Mount Snow is a major draw for ski lovers in the winter, offering a range of slopes and snowboarding opportunities, along with scenic views during the warmer months for hiking and mountain biking.The quaint downtown area features local shops, restaurants, and art galleries, making it an ideal spot for leisurely strolls and discovering unique finds. Additionally, the nearby Harriman Reservoir is great for hiking and enjoying the serene landscape.
Can I change or cancel my Wilmington home rental booking on Vrbo?
To find Wilmington 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 Wilmington 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.

More holiday ideas