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Best Vacation rentals and Airbnb offers in Wilmington, VT
9.9 14 reviews
Wilmington, VT
06/27 – 07/04
$165/nighttotal: $1155 (7 )
Entire New Home In Wilmington, Vt
3 2
apartment , Wilmington
This 3-bedroom, 2-bathroom condo in Wilmington, VT, offers a secluded escape on a private road, just a 12-minute drive from Mount Snow ski resort, a 4-minute drive from Lake Raponda, and an 8-minute drive from downtown Wilmington. This family-friendly property, accommodating up to 7 guests, features a full kitchen with a fridge, freezer, microwave, and dishwasher, direct access to the 100 F2 snowmobile trail, and is within walking distance of hiking trails, making it ideal for outdoor enthusiasts year-round.
10 9 reviews
Wilmington, VT
06/27 – 07/04
$328/nighttotal: $2296 (7 )
Hottub&gamerm&traeger Smoker-15 Min 2 Mt Snow, Across From Golf, 5 Min To Lake
4 2
chalet , Wilmington
This four-bedroom chalet is located in Wilmington, Vermont, just a short drive from Mount Snow ski resort, the Hermitage Golf Club, and the Southern Vermont Natural History Museum. The chalet comfortably accommodates up to 10 guests and features a dedicated workspace, a game room with a 65-inch SmartTV, a Jacuzzi, and a garden, making it perfect for families or groups seeking a relaxing and entertaining vacation.
Wilmington, VT
06/27 – 07/04
$383/nighttotal: $2681 (7 )
Luxury Townhome 106
3 2
house , Wilmington
This Wilmington, Vermont townhome is ideally situated approximately 23 miles from the Bennington Battle Monument, 26 miles from Stratton Mountain, and within easy driving distance of other Bennington area attractions. This 1610-square-foot property boasts three bedrooms, two bathrooms, a fully equipped kitchen, in-house billiards and table tennis, a private balcony and garden, plus access to a fitness center, accommodating up to eight guests.
9.9 55 reviews
Wilmington, VT
06/27 – 07/04
$308/nighttotal: $2156 (7 )
Snow Fun At Mt Snow “Launch Pad”
4 2
apartment , Wilmington
This Vermont rental is situated near the Deerfield River, between Wilmington and Dover, Vermont, less than 10 minutes from Mount Snow Resort. This four-bedroom, two-bathroom apartment sleeps twelve guests, offering a fully equipped kitchen, wood-burning fireplace, large porch, and private parking; enjoy riverfront access to miles of trails.
8.5 109 reviews
Wilmington, VT
06/27 – 07/04
$139/nighttotal: $973 (7 )
All Season Mountain Retreat
1 2
apartment , Dover
The All Season Mountain Retreat is located in Dover, Vermont, just 17 miles from Stratton Mountain and 30 miles from Mount Equinox, making it a convenient base for exploring the area's natural beauty. The hotel consistently receives high ratings for cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay. The retreat offers one-bedroom units, each spanning 830 square feet and comfortably accommodating up to four guests. Guests can enjoy amenities like a swimming pool, jacuzzi, sauna, fitness center, and tennis court, providing ample opportunities for relaxation and recreation.
10 16 reviews
Wilmington, VT
06/27 – 07/04
$279/nighttotal: $1953 (7 )
Mount Snow Vermont - Ski - Snowboard - 6 Miles
3 2
chalet , Wilmington
This Wilmington, Vermont chalet is located on a mountain road, six miles from Mount Snow and five miles from the town of Wilmington, offering easy access to skiing, hiking, and snowmobiling in the Green Mountains. The three-bedroom, two-bathroom mountain home sleeps ten guests and includes a fully equipped kitchen with dishwasher, high-speed Wi-Fi, a fireplace, and family-friendly amenities like a high chair and pack-and-play.
9.9 42 reviews
Wilmington, VT
06/27 – 07/04
$390/nighttotal: $2730 (7 )
Family/dog Friendly Mountain Home W/ Amenities
1 2
apartment , Wilmington
This six-bedroom Wilmington, Vermont rental is located in Chimney Hill, a mile from downtown Wilmington and nine miles from Mount Snow resort. The 6-bedroom home, sleeping 14 guests comfortably, boasts a fenced backyard, access to Chimney Hill Club Association amenities (including pools, a fitness center, and sports courts), and a well-equipped kitchen; nearby attractions include Green Mountain National Forest hiking trails.
9.8 81 reviews
Wilmington, VT
06/27 – 07/04
$290/nighttotal: $2030 (7 )
Private Hottub, Gameroom, Traeger Close2golf&lake
4 2
apartment , Wilmington
This Wilmington apartment rental, perfect for families or groups, offers a spacious three-story layout with four bedrooms and two bathrooms accommodating up to ten guests. The property features a fully equipped kitchen, a jacuzzi, 70" and 65" Smart TVs, arcade games, high-speed internet, and secure parking; its precise Wilmington location is not specified, but the description suggests a residential area with convenient access to local amenities.
9.9 59 reviews
Wilmington, VT
06/27 – 07/04
$280/nighttotal: $1960 (7 )
Golfers Paradise! Walk To The 1st Tee At Haystack
3 2
apartment , Wilmington
This Wilmington vacation home is conveniently located near The Hermitage Golf Club, offering a peaceful escape within walking distance of attractions like Jim McGrath Gallery and Studio, Pettee Memorial Library, and Buzzy Park. The property enjoys excellent user, location, and cleanliness ratings, making it a top choice for travelers seeking a comfortable and enjoyable stay. The house features three bedrooms and can accommodate up to six guests, providing ample space for families or groups. Amenities include a fully equipped kitchen with a fridge and dishwasher, a fireplace, four bathrooms, a washing machine, internet access, and a TV, ensuring a comfortable and convenient stay.
9.9 25 reviews
Wilmington, VT
06/27 – 07/04
$262/nighttotal: $1834 (7 )
Updated Chalet. Minutes From Mt, Lakes And Golf.
4 2
cabin , Wilmington
This Vermont chalet, situated in a private golf course community minutes from downtown Wilmington and close to the VAST Trail and various ski resorts, offers easy access to both outdoor recreation and town amenities. The 4-bedroom, 2-bathroom house, comfortably sleeping 8 guests, features a spacious layout with a loft, a large driveway suitable for boat trailers or snowmobiles, and includes a fully equipped kitchen, internet access, and allows pets.
9.0 1 review
Wilmington, VT
06/27 – 07/04
$191/nighttotal: $1337 (7 )
Log Ski Lodge
1 2
house , Wilmington
Log Ski Lodge is a Wilmington, Vermont dwelling located approximately 23 miles from Stratton Mountain and 22-26 miles from Bennington's historical sites. This 1080-square-foot Vermont vacation home features one bedroom, two bathrooms, and accommodates up to 11 guests, boasting a heated pool, Jacuzzi, fitness center, tennis court, and proximity to skiing and cycling trails.
The Woodland Chalet, located in Wilmington, Vermont's Chimney Hill community, offers easy access to Mt. Snow ski slopes, Chimney Hill hiking trails, and nearby golf courses. This three-story home sleeps up to 14 guests in three bedrooms, a loft, and a pull-out sofa, and boasts a private hot tub, firepit, game room with Xbox and foosball, and full access to the Chimney Hill Clubhouse's amenities, including indoor/outdoor pools and a fitness center.
Best family friendly Wilmington, VT vacation rentals
Among the 338 accommodations in Wilmington, VT, here are the 4 best family friendly rentals
10 1 review
Wilmington, VT
06/27 – 07/04
$473/nighttotal: $3311 (7 )
Vermont Retreat , Sits On Haystack Golf Course And 8 Min From Mt Snow
3 2
apartment , Wilmington
This Vermont townhouse offers a prime location on the first hole of Haystack Golf Course, placing you just 8 miles from Mount Snow and within easy reach of Molly Stark State Park and Woodford State Park. This 1780 sq ft residence accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a terrace, and parking, making it ideal for golf and ski enthusiasts.
9.9 33 reviews
Wilmington, VT
06/27 – 07/04
$209/nighttotal: $1463 (7 )
5 Mins To Mt. Snow, Mountain Side Condo
3 2
house , Dover
This Vermont mountain home is located minutes from Mount Snow Base Lodge, offering complimentary shuttle service to the slopes. The three-bedroom, two-bathroom house sleeps eight, features a fully equipped kitchen with dishwasher, in-house air conditioning, and a garden with parking, providing a comfortable stay near Mount Snow.
9.9 32 reviews
Wilmington, VT
06/27 – 07/04
$395/nighttotal: $2765 (7 )
Cozy Mountain Retreat - Near Mt Snow
3 2
cabin , Wilmington
This Wilmington, Vermont chalet is located in the Chimney Hill neighborhood, a 10-minute drive from Mount Snow, Wilmington Village, and Lake Whitingham. The three-bedroom, two-bathroom lodge sleeps six, features a fully equipped kitchen with stainless steel appliances, a wood-burning fireplace, wrap-around deck with gas grill, and access to Chimney Hill's clubhouse amenities including pools and a hot tub.
10 3 reviews
Wilmington, VT
06/27 – 07/04
$423/nighttotal: $2961 (7 )
Fabulous 5-bedroom Chalet In Charming Wilmington Perfect For Groups
5 2
chalet , Wilmington
This 5-bedroom, 3-bathroom mountain lodge in rural Wilmington offers a tranquil setting with convenient access to Mount Snow, located just a short drive away, and is close to cultural sites like the Jim McGrath Gallery and Studio and The Art of Humor Gallery. This family-friendly chalet accommodates up to 10 guests with a fireplace, spa, full kitchen, and entertainment options including karaoke and board games, plus parking and internet.
Best Wilmington, VT vacation rentals with a fireplace
9.2 28 reviews
Wilmington, VT
06/27 – 07/04
$247/nighttotal: $1729 (7 )
Cozy Mt. Snow Cabin W/ Fireplace
3 2
apartment , Wilmington
This three-bedroom Wilmington, Vermont vacation rental is located six miles from Mount Snow, offering easy access to skiing and hiking trails. The 3-bedroom, 2-bathroom cabin sleeps six, features a fieldstone fireplace, private deck, EV charger, and includes a portable playpen—perfect for families.
9.8 9 reviews
Wilmington, VT
06/27 – 07/04
$243/nighttotal: $1701 (7 )
Luxury 2 Bedroom Townhome 102
2 2
apartment , Wilmington
This Wilmington, VT rental house is located 7.8 miles from Mount Snow and less than 2 miles from town amenities like Shaw's Market, Walgreens, and Dunkin'. This 2-bedroom, 1-bathroom rental accommodates up to 6 guests and features a full kitchen, fireplace, covered porch, and laundry facilities, with the option to connect to an adjacent unit for larger groups.
10 9 reviews
Wilmington, VT
06/27 – 07/04
$276/nighttotal: $1932 (7 )
Updated Chalet- Minutes To Mt Snow, Golf, Hot Tub
1 2
apartment , Wilmington
This mountain chalet in Wilmington is located near Mt. Snow and Haystack Golf Course, just 2 miles from Lake Whitingham and the town center. This 3-bedroom, 2-bathroom apartment accommodates up to 7 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, a private jacuzzi, a garden, and parking.
10 33 reviews
Wilmington, VT
06/27 – 07/04
$339/nighttotal: $2373 (7 )
Starlit Hot Tub & Rustic Charm Near Lake Raponda
3 2
apartment , Wilmington
Cash's Rustic Vermont Retreat is a three-bedroom Wilmington, Vermont vacation home located minutes from Mount Snow, Lake Raponda, and downtown Wilmington. This pet-friendly lodge sleeps seven, boasts a fully equipped kitchen with dishwasher, jacuzzi, and a fire pit, and offers access to nearby hiking and snowmobiling trails.
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 haven for outdoor enthusiasts. You can ski, snowboard, and snowshoe in the winter, and hike, bike, and swim in the summer. In the fall, the area is a popular destination for leaf peepers. There are also plenty of opportunities for fishing, kayaking, and canoeing.
What are the best Airbnb and vacation rentals in Wilmington, VT?
What other towns or cities can be easily accessed from Wilmington, VT?
You can easily drive to Burlington, Vermont's largest city, in about an hour. Montpelier, the state capital, is about a 45-minute drive away. If you're looking for a more scenic drive, head to the charming town of Woodstock, Vermont, about 30 miles south.
What are the most popular Airbnbs in Wilmington, VT?
What amenities are commonly available in vacation rentals in Wilmington, VT?
Most vacation rentals in Wilmington offer amenities like Wi-Fi, cable TV, and a fully equipped kitchen. Many also have fireplaces, hot tubs, and private decks or patios. Some rentals even have access to shared amenities like swimming pools and tennis courts.
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're looking for winter sports, then February and March are the best months. If you're looking for warmer weather and outdoor activities, then June, July, and August are ideal.
What are the best rentals for families and kids in Wilmington, VT?
What are the local dishes in Wilmington, VT region?
Vermont is known for its maple syrup, so you'll find it in many dishes. You should also try local cheeses, like cheddar and Vermont aged cheddar. For a hearty meal, order a Vermont-style chicken pot pie or a dish featuring local trout.
What are the best rentals or Airbnbs with a jacuzzi in Wilmington, VT?
Best Vacation Rentals with Jacuzzi in Wilmington, VT
These vacation rentals in Wilmington, VT feature private hot tubs and jacuzzis, perfect for a relaxing soak.
9.8 10 reviews
Wilmington, VT
06/27 – 07/04
$306/nighttotal: $2142 (7 )
New! Family Townhome With Hot Tub, Shuttle Service
3 2
house , Dover
This West Dover townhouse is minutes from Mount Snow and Route 100, offering easy access to attractions like Buzzy Park and the Southern Vermont Natural History Museum. This four-bedroom, three-bathroom vacation home sleeps nine, features a heated outdoor pool (May-October), hot tub, sauna, and free shuttle service to Mount Snow, Wilmington, and Route 100 restaurants and bars; pets are allowed with prior approval and fees.
9.8 25 reviews
Wilmington, VT
06/27 – 07/04
$277/nighttotal: $1939 (7 )
Stylish Vermont Home W/ Hot Tub!
3 2
apartment , Wilmington
This Wilmington vacation rental is located less than a third of a mile from downtown Wilmington and a 15-minute drive from Mount Snow Resort. Sleeping eight comfortably in three bedrooms and two bathrooms, this house boasts a fully equipped kitchen with a fridge, microwave, and dishwasher, plus a jacuzzi, parking, and laundry facilities; a damage waiver is included.
10 5 reviews
Wilmington, VT
06/27 – 07/04
$257/nighttotal: $1799 (7 )
The Slope Side Lodge, Ski Off W/ Fireplace!
2 2
apartment , Dover
This two-bedroom, two-bathroom apartment is located in West Dover, a short walk from the ski lifts at Mount Snow. The apartment is equipped with a full kitchen, a fireplace, a smart TV, and a dedicated ski locker, and it can comfortably accommodate up to five guests.
Wilmington, VT
06/27 – 07/04
$373/nighttotal: $2611 (7 )
Kingswood-20b-townhome- Hot Tub, Shuttle, Clubhouse
3 2
house , Dover
This West Dover townhome provides 10 guests with 3 bathrooms and convenient access to Mount Snow and Stratton Mountain Resort, 6 miles away. This rental features a fully equipped kitchen with a fridge, microwave, and dishwasher, a swimming pool, a Jacuzzi, and an outdoor hot tub, with a clubhouse offering an indoor pool and gym, plus a free shuttle service for exploring nearby Buzzy Park and the Southern Vermont Natural History Museum.
Neighborhoods and points of interest in Wilmington, VT
Best Wilmington, VT vacation rentals with parking
Wilmington, VT
06/27 – 07/04
$324/nighttotal: $2268 (7 )
Updated Chalet- Minutes To Mt Snow, Golf, Hot Tub
3 2
apartment , Wilmington
This Wilmington chalet is situated in the mountains, a short walk to Haystack Golf Course, and 2 miles from Lake Whitingham and the town center. This apartment offers a jacuzzi, parking, and a fully equipped kitchen, accommodating up to 6 guests with 2 bathrooms and a new 6-person hot tub, perfect for proximity to Mount Snow skiing and outdoor recreation.
10 14 reviews
Wilmington, VT
06/27 – 07/04
$402/nighttotal: $2814 (7 )
Cozy Ski Chalet - W/ Assoc Amenities. 10 Mins From Mount Snow
3 2
chalet , Wilmington
Swoosh Chalet, a three-bedroom Wilmington vacation home in the Chimney Hill resort, is minutes from Mount Snow Resort and Wilmington's town center. This 8-guest rental boasts an open kitchen with granite countertops, a wood-burning fireplace, multiple decks, and access to resort amenities including pools, a fitness center, and various recreational courts, plus nearby hiking and golfing at The Hermitage Golf Club.
8.5 2 reviews
Wilmington, VT
06/27 – 07/04
$346/nighttotal: $2422 (7 )
Whistling Peak
4 2
house , Wilmington
Whistling Peak, a Wilmington vacation home, is located 4.9 miles from Molly Stark State Park and within 25-29 miles of Stratton Mountain and Bennington's attractions. This 2140-square-foot house features four bedrooms, three bathrooms, and accommodates up to 15 guests, offering amenities such as free Wi-Fi, a fireplace, and a private garden with mountain views.
10 9 reviews
Wilmington, VT
06/27 – 07/04
$240/nighttotal: $1680 (7 )
Modern A-frame Cabin Near Town & Mt Snow- Firepit
1 2
cabin , Wilmington
This Southern Vermont cabin in Wilmington is located 7 minutes from Mount Snow, offering convenient access to skiing and outdoor activities. This 2-bedroom, 2-bathroom lodge accommodates up to 6 guests and features a full kitchen, living area with a stone fireplace, outdoor deck with a BBQ grill, and dedicated office space with Wi-Fi, perfect for remote work or enjoying nearby Harriman Reservoir.