Wilmington holiday rentals

We found 798 holiday rentals — enter your dates for availability
Discover a selection of 137 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:11 Dec - 18 Dec

Silestone counter top and Hickory cabinets
A beautiful brook that runs through our lot
Master 2 Second Floor
Enjoy chess, checkers or backgammon
Exceptional
(101 reviews)

New Lakefront Log Home

Wilmington

12% off
AU$5,836
for 7 nights, 1 chalet
AU$834 per night
includes taxes & fees
New Lakefront Log Home
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
AU$4,114
for 7 nights, 1 chalet
AU$588 per night
includes taxes & fees
HotTub&GameRm&Traeger Smoker-15 min 2 Mt Snow, Across from Golf, 5 min to Lake
New custom kitchen
Large living room with endless natural light
Exterior
Interior
Exceptional
(17 reviews)

Private 6 bedroom Chalet 5min to Mt Snow

West Dover

8% off
AU$15,601
for 7 nights, 1 chalet
AU$2,229 per night
includes taxes & fees
Private 6 bedroom Chalet 5min to Mt Snow
Main floor open concept living area, table seating for 12, sectional couch & TV
The NEW back deck with dining table, hot tub, and charcoal grill for cooking
Updated ski chalet, in the mountains of southern Vermont, 1 minute from Mt Snow
Main floor open concept living area, table seating for 12, sectional couch
Exceptional
(12 reviews)

Chalet 1mi to Mount Snow with cinema and hot tub

West Dover

7% off
AU$6,663
for 7 nights, 1 chalet
AU$952 per night
includes taxes & fees
Chalet 1mi to Mount Snow with cinema and hot tub
Dining
Living area
Terrace/patio
Room
Exceptional
(35 reviews)

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

West Dover

8% off
AU$9,690
for 7 nights, 1 cabin
AU$1,384 per night
includes taxes & fees
Beautiful log home close to Mt. Snow with hot tub and sauna.
Patio chairs and solo stove firepit
Front of the house
Livingroom with a view.
King bed
Exceptional
(16 reviews)

Chalet Mount Snow/Stratton Skiing/hiking

East Dover

7% off
AU$3,101
for 7 nights, 1 chalet
AU$443 per night
includes taxes & fees
Chalet Mount Snow/Stratton Skiing/hiking
Open Kitchen with a wide open feel
View out front door
Early morning summer view
View from Kitchen sink
Exceptional
(243 reviews)

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

Wilmington

8% off
AU$6,985
for 7 nights, 1 home
AU$998 per night
includes taxes & fees
Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews
Living area with wood stove
Kitchen and dining area.
Enjoy the infamous Moss Rock!
Dry your ski gear on the hooks near the warm wood stove.
Exceptional
(26 reviews)

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

West Dover

8% off
AU$5,178
for 7 nights, 1 chalet
AU$740 per night
includes taxes & fees
Vermont ski chalet near beautiful Mount Snow and the quaint town of Wilmington
Exterior
Living area
Master bedroom to the left of kitchen. Entryway and den to the right.
Outdoor dining
Exceptional
(113 reviews)

Spacious, Comfortable & Close!!! GOLF TRIPS!

West Dover

15% off
AU$7,752
for 7 nights, 1 home
AU$1,107 per night
includes taxes & fees
Spacious, Comfortable & Close!!! GOLF TRIPS!
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
AU$21,930
for 7 nights, 1 home
AU$3,133 per night
includes taxes & fees
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
main level living room sitting area
Jacuzzi hot tub
foyer for all skiing and outdoor stuff
kitchen
Exceptional
(26 reviews)

True Vermont Log Cabin Home at Mount Snow

West Dover

8% off
AU$9,408
for 7 nights, 1 cabin
AU$1,344 per night
includes taxes & fees
True Vermont Log Cabin Home at Mount Snow
Private kitchen
Exterior
Dining
Living area
Exceptional
(39 reviews)

Beautiful Four Season Family Vacation Home

West Dover

12% off
AU$9,690
for 7 nights, 1 home
AU$1,384 per night
includes taxes & fees
Beautiful Four Season Family Vacation Home
Exterior
Interior
Dining
Living area
Exceptional
(6 reviews)

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

Wilmington

8% off
AU$10,412
for 7 nights, 1 home
AU$1,487 per night
includes taxes & fees
Grateful Getaway - 5BR, 3.5B Home Sleeps 10 - Close to Mount Snow!
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

8% off
AU$7,261
for 7 nights, 1 home
AU$1,037 per night
includes taxes & fees
Mount Snow Chalet-modern family home, chefs kitchen, gameroom, Clubhouse pool
Interior
Indoor spa tub
Dining
Games room
Exceptional
(53 reviews)

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

Wilmington

8% off
AU$11,142
for 7 nights, 1 home
AU$1,592 per night
includes taxes & fees
SKIING, PARTY SAFELY IN THE SNOW! NO NEED TO DRINK & DRIVE.
Loft with surround sound Entertainment
Living area
Dining
Kitchen and dining Area - seats 9 with bench / 2 at counter
Exceptional
(32 reviews)

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

West Wardsboro

5% off
AU$8,697
for 7 nights, 1 home
AU$1,242 per night
includes taxes & fees
Perfect Get-Away House - 6 Miles from Stratton & Mount Snow
Living area
View from deck.
Kitchen and dining area.
Room
Exceptional
(25 reviews)

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

Wilmington

18% off
AU$7,330
for 7 nights, 1 home
AU$1,047 per night
includes taxes & fees
Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt.
Outdoor spa tub
Private kitchen
Pool
Amenity Center
Exceptional
(13 reviews)

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

West Dover

7% off
AU$6,741
for 7 nights, 1 home
AU$963 per night
includes taxes & fees
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Outdoor dining
Living area
Interior
Dining
Exceptional
(5 reviews)

Charming Home with Lake and Mountain View

Whitingham

7% off
AU$5,512
for 7 nights, 1 cabin
AU$787 per night
includes taxes & fees
Charming Home with Lake and Mountain View
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
AU$4,236
for 7 nights, 1 home
AU$605 per night
includes taxes & fees
Cozy Vermont Home Near Mount Snow & Stratton
Outdoor dining
Interior
Private kitchen
Dining Room Table accommodating 10 to 12 guests comfortably
Exceptional
(28 reviews)

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

West Dover

8% off
AU$25,293
for 7 nights, 1 home
AU$3,613 per night
includes taxes & fees
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Dining
Exterior
Living area
Private kitchen
Exceptional
(24 reviews)

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

Wilmington

8% off
AU$4,236
for 7 nights, 1 home
AU$605 per night
includes taxes & fees
Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow
Outdoor firepit with plenty of seating
Open floorplan
downtown is just a 4 minute walk. So much to see and do
Fully stocked kitchen with gas range
Exceptional
(11 reviews)

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

Wilmington

12% off
AU$6,305
for 7 nights, 1 home
AU$901 per night
includes taxes & fees
Large rustic home with gameroom. Near lakes, skiing, walk to downtown.
Main living room with beamed ceilings
View from dining room into kitchen with fireplace
Wood burning fireplace in main living room
Bright sunny kitchen
Exceptional
(34 reviews)

Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

Jacksonville

8% off
AU$6,790
for 7 nights, 1 home
AU$970 per night
includes taxes & fees
Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking

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    Enjoy full kitchens, laundry, 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)
  • Stratton Mountain Resort (16.2 mi / 26 km)
  • Berkshire East Ski Resort (17.4 mi / 28 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)
  • Jacksonville Pond (5.4 mi / 8.8 km)
  • Brattleboro Common (15.8 mi / 25.4 km)
  • High Ledges Wildlife Sanctuary (18.5 mi / 29.7 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.
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.
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 Stayz.
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.
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.
Are all fees included in the Wilmington holiday homes prices shown on Stayz?
Stayz 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.
Are there any Wilmington holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Wilmington holiday homes?
You can find great discounts on holiday homes in Wilmington on Stayz, 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.
Can I change or cancel my Wilmington holiday home booking on Stayz?
To find Wilmington holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Wilmington?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Wilmington holiday home?
Book your Wilmington holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wilmington?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Wilmington to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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