Compare Vacation Rentals & Airbnb in Wilmington, VT
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338 Rentals and Airbnb in Wilmington, VT
10 22 reviews
Wilmington, VT
24/07 – 27/07
$600/nighttotal: $1800 (3 )
Outdoor Enthusiasts Paradise In Beautiful Vermont!
3 6
apartment , Wilmington
This three-bedroom apartment is located in the Chimney Hill 4 Season Resort community in Wilmington, Vermont, just a short drive from the lakes, golf courses, downtown Wilmington shops & restaurants, Mount Snow ski resort and the Hermitage Club. The apartment has received excellent user ratings and offers a comfortable and spacious living experience. This apartment has a floor area of 151 square metres and can accommodate up to eight guests. The apartment features a fully equipped kitchen, a private she-shed, a Tesla power wall and EV charger, access to a community clubhouse with a range of amenities, and a wrap-around deck with stunning views of the Vermont scenery.
10 34 reviews
Wilmington, VT
24/07 – 27/07
$346/nighttotal: $1038 (3 )
In The Trees Above The Village
1 6
apartment , Wilmington
This Wilmington apartment, near the town centre, is 1.6km from Lake Whitingham and a short drive from Mount Snow ski resort. The two-bedroom apartment sleeps six, boasting a modern kitchen with granite worktops, a Roku TV, and strong Wi-Fi; guests can enjoy hill views from the corner windows.
10 65 reviews
Wilmington, VT
24/07 – 27/07
$691/nighttotal: $2073 (3 )
Crooked Ear Cabin
3 5
apartment , Wilmington
This Vermont lodge is located in the Chimney Hill district of Wilmington, Vermont, 11.6km from Mount Snow resort. Sleeping eight guests, this three-bedroom, two-bathroom property boasts a newly renovated kitchen, game room with shuffleboard and arcade games, a media room with a 110” screen, and access to Chimney Hill's indoor/outdoor pools, tennis courts, and hiking trails.
9.9 138 reviews
Wilmington, VT
24/07 – 27/07
$442/nighttotal: $1326 (3 )
The Loft @ Adams Farm-a Great Stay Near Mt. Snow
1 5
apartment , Wilmington
This two-bedroom apartment is situated in a historic farmhouse just 3 kilometres from the Mount Snow ski area and Stratton, offering easy access to the VAST trail system. The property has received excellent ratings for its cleanliness, location, and overall user experience. The apartment is spacious and can accommodate up to 5 guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private entrance, access to 100 acres of trails, a seasonal swimming pool, and a fire pit for bonfires during the summer months.
9.9 43 reviews
Wilmington, VT
24/07 – 27/07
$532/nighttotal: $1596 (3 )
Chalet In The Woods-beautiful Winter Getaway!
1 6
chalet , Wilmington
This charming chalet is situated just 7 kilometres from Wilmington town centre, offering a peaceful retreat close to both Harriman Reservoir and Mount Snow. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The chalet has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy modern amenities, outdoor entertainment options, and a well-equipped kitchen, ensuring a relaxing and enjoyable stay.
9.7 12 reviews
Wilmington, VT
24/07 – 27/07
$502/nighttotal: $1506 (3 )
Home - Firepit, Resort Access - Vt At Its Best!
1 5
chalet , Wilmington
This Chimney Hill chalet in Wilmington, Vermont, is conveniently located approximately 13 kilometres from Harriman Reservoir, under 16 kilometres from Mount Snow, and 19 kilometres from Molly Stark State Park. This three-bedroom, two-bathroom holiday home sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, a large deck with grill and firepit, access to a community clubhouse with pool and jacuzzi, and a gas fireplace.
9.6 51 reviews
Wilmington, VT
24/07 – 27/07
$462/nighttotal: $1386 (3 )
Cozy Mountain Escape To Southern Vermont
3 5
cabin , Wilmington
This charming cabin is situated just 4.5 kilometres from The Hermitage Golf Club and within a 10 kilometre radius of several attractions including Harriman Reservoir, North Branch Deerfield River, Jim McGrath Gallery and Studio, and Pettee Memorial Library, offering a peaceful escape in the mountains. It has consistently received excellent reviews from previous guests. The property has three bedrooms, accommodating up to eight guests, and features a fully equipped kitchen, a private patio, a sauna, a tennis court, and a garden. Enjoy the fresh air with a barbecue, relax in the sauna, or challenge your friends to a game of tennis.
10 125 reviews
Wilmington, VT
24/07 – 27/07
$850/nighttotal: $2550 (3 )
Mt Snow Chalet: Peaceful Escape W/hot Tub
1 6
chalet , Wilmington
The Mount Snow Chalet is located in the Chimney Hill area of Wilmington, Vermont, just 8 kilometres from Mount Snow Ski Resort and 4 kilometres from the town centre. It has received excellent ratings for its location, cleanliness and overall experience. This three-bedroom chalet can sleep up to six guests and features a fully equipped kitchen, a cosy living area with a wood-burning fireplace, and a private hot tub. Guests can also enjoy access to a clubhouse with an outdoor and indoor pool, fitness centre, tennis/basketball courts, ice skating rink, fireplace lounge, movie theatre, and library.
9.9 59 reviews
Wilmington, VT
24/07 – 27/07
$665/nighttotal: $1995 (3 )
Golfers Paradise! Walk To The 1st Tee At Haystack
3 5
apartment , Wilmington
This three-bedroom holiday home in Wilmington is conveniently located just 0.16 kilometres from The Hermitage Golf Club and within 5 kilometres of several attractions including art galleries, libraries, and parks. The property has received excellent ratings for its location, cleanliness, and overall user experience. The house comfortably sleeps six guests and comes equipped with four bathrooms, a fully equipped kitchen with a stovetop and refrigerator, and a washing machine. Enjoy a relaxing atmosphere with the fireplace, stay connected with internet access, and take advantage of the parking facilities.
9.8 72 reviews
Wilmington, VT
24/07 – 27/07
$642/nighttotal: $1926 (3 )
3 Miles To Mt. Snow,4 Min To Hermitage W Hot Tub!
3 5
apartment , Wilmington
This three-bedroom apartment is located just 6 kilometres from the Carinthia Base Lodge, in a peaceful wooded setting with seasonal mountain views. The apartment has excellent ratings for location, cleanliness, and user experience. The property comfortably accommodates up to eight guests and features an open floorplan with plenty of natural light. Amenities include a fully equipped kitchen, a hot tub, a spacious deck, a fire pit, a patio, and a wood-burning stove.
10 33 reviews
Wilmington, VT
24/07 – 27/07
$630/nighttotal: $1890 (3 )
Starlit Hot Tub & Rustic Charm Near Lake Raponda
1 5
apartment , Wilmington
Cash's Rustic Vermont Retreat, a three-bedroom lodge in Wilmington, Vermont, is located minutes from Mount Snow, Lake Raponda, and Wilmington town centre. This self-catering property sleeps seven guests and boasts a fully equipped kitchen, Jacuzzi, garden, hot tub, fire pit, and access to nearby hiking and snowmobiling trails; board games and cornhole are provided for family entertainment.
9.7 96 reviews
Wilmington, VT
24/07 – 27/07
$664/nighttotal: $1992 (3 )
Cozy A-frame Cabin W/ Pool Table: 8 Mi To Mt Snow!
2 5
cabin , Wilmington
This charming A-frame cabin is located in Wilmington, Vermont, just 13 kilometres from Mount Snow and a short drive from attractions such as the Bennington Battle Monument and Bennington Museum. The cabin has received excellent ratings for location, cleanliness, and overall user experience. The property has two bedrooms and a spacious 181 square metre floor area. The cabin offers modern amenities such as free Wi-Fi, air conditioning, a fully equipped kitchen, and a pool table for entertainment. Guests can enjoy a peaceful setting and access to outdoor activities such as hiking, biking, fishing, and kayaking.
Best family friendly Wilmington, VT vacation rentals
Among the 338 accommodations in Wilmington, VT, here are the 4 best family friendly rentals
10 61 reviews
Wilmington, VT
24/07 – 27/07
$272/nighttotal: $816 (3 )
Cozy, Charming Cottage 7 Mins From Mt Snow & Lake
1 6
house , Wilmington
This Vermont cottage, near Wilmington, offers easy access to Mount Snow and Harriman Reservoir/Lake Whitingham, all within a 16km radius. Sleeping seven guests across two bedrooms and a sofa bed, this self-catering property boasts a fully equipped kitchen, Peloton bike, Weber grill, and high-end amenities including a Nespresso machine and Sonos sound system.
10 141 reviews
Wilmington, VT
24/07 – 27/07
$780/nighttotal: $2340 (3 )
Spacious Three-level Home , Well-furnished, Fun Playroom, Minutes To Mt. Snow
4 6
apartment , Wilmington
This family-friendly property is located just 10 kilometres from The Hermitage Golf Club, Buzzy Park, and South Main Street in Wilmington, offering easy access to local attractions and a peaceful mountain setting. It has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay. The house spans 279 square metres and comfortably accommodates up to 12 guests, making it ideal for families or groups of friends. It features a range of amenities, including a swimming pool, a jacuzzi, a sauna, a tennis court, a garden, and a barbecue grill, ensuring that there's something for everyone to enjoy.
10 34 reviews
Wilmington, VT
24/07 – 27/07
$1047/nighttotal: $3141 (3 )
Spacious Vacation Home In Chimney Hill Near Mt Snow
4 5
apartment , Wilmington
This family-friendly detached house is located in Wilmington, just under 5 kilometres from The Hermitage Club and Harriman Reservoir, and within 10 kilometres of Buzzy Park and South Main Street. This four-bedroom property features a fully equipped kitchen, a terrace, a garden, a swimming pool, a jacuzzi, a fitness centre, a tennis court, parking, and free Wi-Fi, making it ideal for families and groups of up to eight guests.
10 1 review
Wilmington, VT
24/07 – 27/07
$641/nighttotal: $1923 (3 )
Secluded 4br Wilmington Retreat. Near Trail Head.
4 5
apartment , Wilmington
This secluded four-bedroom Wilmington retreat is situated in the Green Mountains, offering forest surroundings and convenient access to major ski resorts such as Mount Snow (approximately 22 kilometres away), Stratton (approximately 35 kilometres away), Berkshire East (approximately 48 kilometres away), and Bromley (approximately 30 kilometres away). This spacious 132 square metre apartment accommodates up to eight guests and features two living rooms, a chef's kitchen with stainless steel appliances, private laundry facilities, fast Wi-Fi, and access to neighbourhood indoor and outdoor pools, a hot tub, and seasonal tennis courts.
Best Wilmington, VT vacation rentals with a fireplace
10 9 reviews
Wilmington, VT
24/07 – 27/07
$452/nighttotal: $1356 (3 )
Modern A-frame Cabin Near Town & Mt Snow- Firepit
1 6
cabin , Wilmington
This Southern Vermont lodge is situated in Wilmington, just 7 minutes from Mount Snow and conveniently located for outdoor pursuits, with Harriman Reservoir 8.4 kilometres away and Lake Raponda 5.6 kilometres distant. This two-bedroom, two-bathroom chalet accommodates up to six guests and features a fireplace, a smart kitchen, air conditioning, Wi-Fi, and a dedicated office space, with a Moover Bus stop opposite for transport to Mount Snow.
8.7 3 reviews
Wilmington, VT
24/07 – 27/07
$642/nighttotal: $1926 (3 )
Chimney Hill Retreat
3 5
house , Wilmington
Chimney Hill Retreat in Wilmington offers a substantial detached house with 3 bedrooms, 2 bathrooms, and a 114 square metre floor area, accommodating up to 11 guests with a 10:00 AM check-out time, situated 33.8 kilometres from Bennington Battle Monument and Bennington Museum, and 37 kilometres from Stratton Mountain. This property boasts a wealth of on-site facilities including a swimming pool, jacuzzi, sauna, restaurant, and fitness centre, alongside a garden and terrace, with nearby outdoor recreation options such as skiing and an outdoor pool, plus convenient proximity to Southern Vermont College (35.4 km) and Bennington College (38.6 km).
8.4 5 reviews
Wilmington, VT
24/07 – 27/07
$522/nighttotal: $1566 (3 )
Beautiful- Ski/golf Home, Hot Tub, Mins To Mtn
3 5
chalet , Wilmington
This five-bedroom Wilmington lodge is situated near the Green Mountain National Forest, within 5km of the North Branch Deerfield River, The Hermitage Golf Club, Harriman Reservoir, and Deerfield River. This pet-friendly property sleeps eight, boasts a jacuzzi, fitness centre, garden, terrace, and fully equipped kitchen including a dishwasher, offering easy access to hiking trails and local attractions.
10 30 reviews
Wilmington, VT
24/07 – 27/07
$440/nighttotal: $1320 (3 )
Woodsy Retreat - Close To Mt. Snow W Fireplace!
3 5
apartment , Wilmington
This Wilmington holiday home boasts an excellent location, less than 5km from the Hermitage Golf Club, the North Branch Deerfield River, and Harriman Reservoir, offering easy access to Green Mountain National Forest's hiking trails. This three-bedroom, three-bathroom property sleeps eight guests and features a fully equipped kitchen, swimming pool, jacuzzi, garden, fitness centre, and parking; enjoy on-site amenities or explore nearby outdoor activities.
Frequently Asked Questions about vacation rentals in Wilmington, VT
What sports or outdoor activites can visitors enjoy in and around Wilmington, VT?
Wilmington is a great place for outdoor enthusiasts. In the winter, you can enjoy skiing and snowboarding at Mount Snow, Stratton Mountain Resort, and Haystack Mountain. In the summer, you can go hiking, mountain biking, fishing, and kayaking. There are also plenty of opportunities for golfing and swimming.
What are the best Airbnb and vacation rentals in Wilmington, VT?
What other towns or cities can be easily accessed from Wilmington, VT?
Wilmington is conveniently located near several other towns and cities. You can easily drive to Brattleboro, Manchester, and Bennington, all within an hour's drive. If you're looking for a longer trip, you can head to Burlington, Vermont, which is about a two-hour drive.
What are the most popular Airbnbs in Wilmington, VT?
What amenities are commonly available in vacation rentals in Wilmington, VT?
Vacation rentals in Wilmington typically offer a range of amenities. Most rentals will have a fully equipped kitchen, a living room, and bedrooms. Many also have a fireplace, a hot tub, and a private deck or patio. You can find rentals with different sizes and features, depending on your needs and budget.
What are the best vacation rentals with a pool in Wilmington, VT?
What time of year is best to rent a vacation rental Wilmington, VT?
The best time to rent a vacation rental in Wilmington depends on your interests. If you want to enjoy the winter sports, the best time to visit is from December to March. If you prefer milder weather and outdoor activities, the best time to visit is from June to September.
What are the best rentals for families and kids in Wilmington, VT?
What are the local dishes in Wilmington, VT region?
Wilmington is in the heart of Vermont, known for its delicious food. Local dishes include maple-syrup-infused treats, Vermont cheddar cheese, and hearty New England-style stews. You can also find fresh produce from local farms and breweries crafting unique beers.
What are the best rentals or Airbnbs with a jacuzzi in Wilmington, VT?
This Wilmington chalet, situated atop Chimney Hill, is approximately 16km from both Wilmington and Dover, providing easy access to Mount Snow ski resort and the VAST snowmobile trails. The three-bedroom, two-bathroom lodge sleeps seven guests and boasts a fireplace, fully equipped kitchen including a dishwasher, plus a swimming pool, hot tub, and fitness centre, all within a secluded setting with stunning views.
9.8 188 reviews
Wilmington, VT
24/07 – 27/07
$257/nighttotal: $771 (3 )
Seasons On Mount Snow - Ski-in/ski-out
2 5
apartment , Dover
This apartment is located in West Dover, a 15-minute walk from both the Sundance Ski Lift and Mount Snow, offering easy access to the slopes and the surrounding mountain scenery. It has received excellent user ratings, making it a popular choice for travellers. The two-bedroom apartment is 102 square metres, comfortably accommodating up to seven guests. It features a range of amenities including a swimming pool, Jacuzzi, sauna, spa, fitness centre, tennis court, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
10 7 reviews
Wilmington, VT
24/07 – 27/07
$628/nighttotal: $1884 (3 )
8 Mi To Mt Snow: 'Cozy Bear Cabin' W/ Hot Tub!
3 6
cabin , Wilmington
This mountain lodge is situated in the Chimney Hill community of Wilmington, offering direct access to snowmobile trails and proximity to Mount Snow for skiing, with year-round outdoor recreation including hiking and leaf peeping opportunities. This family-friendly lodge accommodates up to nine guests with three bedrooms and two bathrooms, featuring a private outdoor deck with a hot tub and fire pit, an indoor heated swimming pool, hot tub, fitness centre, and game room within the community amenities, alongside in-unit laundry and free WiFi.
Wilmington, VT
24/07 – 27/07
$511/nighttotal: $1533 (3 )
Updated Chalet- Minutes To Mt Snow, Golf, Hot Tub
3 5
apartment , Wilmington
This Wilmington mountain chalet offers prime access, situated a short walk from Haystack Golf Course and 2 kilometres from Whitingham Lake and the town centre. This 2-bathroom apartment accommodates up to 6 guests and features a kitchen with a fridge, microwave, and dishwasher, alongside a new 6-person hot tub, ideal for exploring nearby Mount Snow, Molly Stark State Park, and Woodford State Park.
Best Wilmington, VT vacation rentals with parking
9.2 20 reviews
Wilmington, VT
24/07 – 27/07
$472/nighttotal: $1416 (3 )
Mowing Way Retreat
4 5
house , Wilmington
Mowing Way Retreat is situated in Wilmington, Vermont, just 39 kilometres from Bennington Battle Monument and 35 kilometres from Stratton Mountain, offering a convenient base to explore the local area. This four-bedroom house is ideal for families or groups, boasting a spacious 135 square metre layout, a fully equipped kitchen, a private garden, and a balcony, perfect for enjoying the Vermont outdoors.
10 2 reviews
Wilmington, VT
24/07 – 27/07
$647/nighttotal: $1941 (3 )
6 Mi To Mt Snow Grand Summit Resort: Spacious Home
3 5
apartment , Wilmington
This spacious five-bedroom Wilmington apartment, near Mount Snow and The Hermitage Golf Club, is situated approximately 3.2 kilometres from golfing and hiking trails. The 334-square-metre property boasts three bathrooms, sleeps ten guests, and includes a fully equipped kitchen, internet access, a garden, tennis court, parking, and a table tennis table; nearby attractions include the Jim McGrath Gallery and Studio, The Art of Humor Gallery, Buzzy Park, and the Southern Vermont Natural History Museum.
9.4 6 reviews
Wilmington, VT
24/07 – 27/07
$564/nighttotal: $1692 (3 )
Wilmington Home On 18 Acres ~ 9 Mi To Skiing!
3 6
house , Wilmington
This Wilmington house is located on 18 acres, approximately 14.5 kilometres from Mount Snow Resort, a popular skiing destination in the area. The three-bedroom property offers a spacious 228 square metre living space, including a fully equipped kitchen with a dishwasher and oven, as well as a private entrance, ensuring a comfortable stay for up to six guests.
9.0 1 review
Wilmington, VT
24/07 – 27/07
$380/nighttotal: $1140 (3 )
Log Ski Lodge
1 5
house , Wilmington
Log Ski Lodge is a Wilmington, Vermont property situated approximately 35-42km from Bennington's historical attractions and 37km from Stratton Mountain, offering convenient access to skiing and outdoor activities. This 100 square metre lodge boasts one bedroom, two bathrooms, and sleeps eleven guests, featuring a fully equipped kitchen, heated swimming pool, Jacuzzi, sauna, fitness centre, tennis court, and free Wi-Fi.