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Best Vacation rentals and Airbnb offers in Wilmington, VT
9.9 42 reviews
Wilmington, VT
07/24 – 07/27
$429/nighttotal: $1287 (3 )
Family/dog Friendly Mountain Home W/ Amenities
1 5
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.
9.0 1 review
Wilmington, VT
07/24 – 07/27
$272/nighttotal: $816 (3 )
Log Ski Lodge
1 5
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.
9.6 67 reviews
Wilmington, VT
07/24 – 07/27
$272/nighttotal: $816 (3 )
Mountain Retreat
1 6
house , Wilmington
Mountain Retreat is located in Wilmington, just 7.5 miles from Molly Stark State Park and Harriman Reservoir, providing easy access to outdoor activities and a peaceful escape from the city. This vacation rental has consistently received excellent ratings for its location, cleanliness, and overall user experience. The house offers 1400 square feet of space, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a private tennis court, a swimming pool, a jacuzzi, a terrace, a garden, and a fitness center, making it perfect for families and groups looking for a relaxing and active getaway.
9.9 179 reviews
Wilmington, VT
07/24 – 07/27
$484/nighttotal: $1452 (3 )
Mountain View Retreat: 5 Mi To Mt Snow, Hot Tub
1 5
chalet , Wilmington
This Wilmington, Vermont mountain home sits on 12 secluded acres, 10 minutes from Mount Snow and 30 minutes from Stratton Mountain resorts, offering stunning views of Mount Snow and Haystack Mountain. The three-bedroom, two-bathroom chalet sleeps eight guests and features a fully equipped kitchen, Jacuzzi, game room with pool table and ping pong, multiple fireplaces, three decks, and a hot tub, perfect for enjoying nearby outdoor activities like snowmobiling, hiking, and fishing at Harriman Reservoir and Lake Raponda.
9.9 14 reviews
Wilmington, VT
07/24 – 07/27
$268/nighttotal: $804 (3 )
Entire New Home In Wilmington, Vt
1 5
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.
9.9 138 reviews
Wilmington, VT
07/24 – 07/27
$316/nighttotal: $948 (3 )
The Loft @ Adams Farm-a Great Stay Near Mt. Snow
1 5
apartment , Wilmington
This charming Vermont farmhouse is located just minutes from the Mount Snow ski area and Stratton, offering easy access to outdoor activities in the heart of the Green Mountains. The property boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers seeking a comfortable and convenient stay. This spacious home has 2 bedrooms and 1 bathroom, comfortably accommodating up to 5 guests. It offers a fully equipped kitchen, a private entrance, access to a swimming pool, a garden, parking, and a 100-acre property with opportunities for hiking, snowshoeing, cross-country skiing, bonfires, and BBQ grilling.
10 22 reviews
Wilmington, VT
07/24 – 07/27
$429/nighttotal: $1287 (3 )
Outdoor Enthusiasts Paradise In Beautiful Vermont!
3 6
apartment , Wilmington
This three-bedroom Wilmington, Vermont apartment is located in the Chimney Hill 4 Season Resort community, a short drive from downtown Wilmington, Mount Snow, and the Hermitage Club. This 1630-square-foot rental boasts an open-concept main level, sleeps eight guests, and offers access to resort amenities including indoor/outdoor pools, a fitness center, and direct access to hiking and snowmobiling trails, plus a private she-shed and EV charging.
9.4 37 reviews
Wilmington, VT
07/24 – 07/27
$462/nighttotal: $1386 (3 )
Wilmington Chalet W/ Hot Tub < 8 Mi To Mount Snow!
4 6
house , Wilmington
This Wilmington chalet is located less than 8 miles from Mount Snow Resort, about 5.4 miles from Molly Stark State Park and 10 miles from the Mount Snow Resort. This 2,000 square foot chalet features four bedrooms, three bathrooms, a fully equipped kitchen, a hot tub, a swimming pool, a fitness center, a tennis court, and a garden, perfect for families or groups looking for a relaxing and active vacation.
9.7 96 reviews
Wilmington, VT
07/24 – 07/27
$475/nighttotal: $1425 (3 )
Cozy A-frame Cabin W/ Pool Table: 8 Mi To Mt Snow!
2 6
cabin , Wilmington
This cozy A-frame home is located just 8 miles from Mt Snow, a popular ski resort, and offers easy access to other attractions like Bennington Battle Monument and Bennington Museum. The property has received excellent ratings for its location, cleanliness, and overall experience. The 1950 square foot cabin features two bedrooms and three bathrooms, comfortably accommodating multiple guests. The home offers a fully equipped kitchen, a pool table, a terrace, a garden, free Wi-Fi, and air conditioning.
10 38 reviews
Wilmington, VT
07/24 – 07/27
$352/nighttotal: $1056 (3 )
The Treehouse - 3bd Retreat, 15 Mins To Mt Snow
1 5
apartment , Wilmington
This 2,500-square-foot Wilmington house, located near Lake Whitingham and Mount Snow, offers easy access (5–15 minutes) to downtown Wilmington and Chimney Hill's hiking trails and playgrounds. The three-bedroom, two-bathroom home features a finished basement with laundry, a wood-burning stove, a three-season room with a deck, smart TVs, and accommodates up to eight guests, potentially including a small hypoallergenic dog.
9.4 52 reviews
Wilmington, VT
07/24 – 07/27
$414/nighttotal: $1242 (3 )
The S T A C K Haus On Golf Course/10 Mins To Lake Witingham <Br>
4 5
apartment , Wilmington
This Wilmington vacation rental is conveniently located just 0.2 miles from The Hermitage Golf Club and within easy reach of other attractions like Jim McGrath Gallery and Studio and Pettee Memorial Library. The property has received excellent ratings for location, cleanliness, and overall user experience. The house offers 4 bedrooms and can comfortably accommodate up to 8 guests. Enjoy modern amenities like a fully equipped kitchen, a fireplace, a patio, barbecue grills, and a smoke-free environment for a relaxing and enjoyable stay.
10 40 reviews
Wilmington, VT
07/24 – 07/27
$514/nighttotal: $1542 (3 )
A Chalet 4 All Seasons
1 5
chalet , Wilmington
This Wilmington, Vermont chalet is conveniently located five minutes from downtown Wilmington, twelve minutes from Carinthia, and fifteen minutes from the main lodge, offering easy access to VAST snowmobile trails. This four-bedroom, two-bathroom vacation home sleeps eight guests and boasts a game room with ping pong, shuffleboard, foosball, and darts, plus six Smart TVs, a gas fireplace, and access to Chimney Hill's amenities including an ice rink, pickleball courts, and an indoor/outdoor pool (summer only).
Best family friendly Wilmington, VT vacation rentals
Among the 338 accommodations in Wilmington, VT, here are the 4 best family friendly rentals
9.8 18 reviews
Wilmington, VT
07/24 – 07/27
$742/nighttotal: $2226 (3 )
Large Family & Pet Friendly Home! Huge Outdoor Playset, Backyard Games & More!
4 6
apartment , Wilmington
This 1800 sq ft family-friendly duplex is situated on nearly 4 acres in Wilmington, offering a 5-10 minute drive to Mount Snow, Lake Whitingham, Wards Beach, Molly Stark State Park, and Lake Raponda, with close access to Wilmington's downtown dining. This pet-friendly accommodation sleeps 12 guests and features 4 bedrooms, 2 bathrooms, a full kitchen, high-speed internet, a pool table that converts to ping pong and dining, and outdoor amenities including Adirondack chairs, a fire pit, and a propane grill.
10 42 reviews
Wilmington, VT
07/24 – 07/27
$326/nighttotal: $978 (3 )
Blackberry - Pet | Office | Tubs | E-fire | Games
1 6
apartment , Dover
This three-bedroom, two-bathroom Dover apartment rental is located near Mount Snow, a 10-minute drive away, offering easy access to skiing. This 8-guest home boasts a private fenced yard, game room with Texas Hold'em table and foosball, two-car garage, Samsung 75'' QLED TV, electric fireplace, home office, sulfur-rich hot shower, hot tubs, in-unit washer/dryer, and high-speed WiFi.
10 15 reviews
Wilmington, VT
07/24 – 07/27
$324/nighttotal: $972 (3 )
Swimming Pool, Pickleball/tennis Court, Lakes Renovated End Unit, Bears Crossing
3 5
apartment , Dover
This West Dover vacation home offers ski-in/ski-out access, located 3 miles from Green Mountain National Forest and Mount Snow, and under 2 miles from the North Branch Deerfield River and Heavy Metal Ski Lift. This 1,190-square-foot property features three bedrooms, two bathrooms, sleeps eight guests, and includes a private garden, swimming pool, jacuzzi, fitness center, tennis court, and on-site arcade.
10 65 reviews
Wilmington, VT
07/24 – 07/27
$494/nighttotal: $1482 (3 )
Crooked Ear Cabin
3 5
apartment , Wilmington
This Vermont lodge is situated in the Chimney Hill community, 7.2 miles from Mount Snow resort, offering easy access to skiing and other winter activities. The 3-bedroom, 2-bathroom home sleeps 8 guests and boasts a newly renovated kitchen, game room with shuffleboard and arcade games, a media room with a 110-inch screen, multiple fireplaces, and access to community amenities including pools, tennis courts, and hiking trails.
Best Wilmington, VT vacation rentals with a fireplace
Wilmington, VT
07/24 – 07/27
$366/nighttotal: $1098 (3 )
Updated Chalet- Minutes To Mt Snow, Golf, Hot Tub
3 5
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.
9.7 136 reviews
Wilmington, VT
07/24 – 07/27
$512/nighttotal: $1536 (3 )
Mtsnow* Hottub* Pool * Airhockey*pingpong * Darts
1 5
apartment , Wilmington
This lodge-style home is located just 10 minutes from the base of Mount Snow and 30 minutes from Stratton Mountain, offering a peaceful retreat in a private setting with stunning views. The home has received excellent ratings for its location, cleanliness, and overall user experience. The spacious home sleeps up to 16 guests and includes 4 bedrooms, 3 bathrooms, a fully equipped kitchen, a hot tub, and a large garden. Guests can enjoy a variety of amenities including a ping pong table, pool table, and two kayaks for exploring the nearby lakes and waterways.
10 9 reviews
Wilmington, VT
07/24 – 07/27
$324/nighttotal: $972 (3 )
Modern A-frame Cabin Near Town & Mt Snow- Firepit
1 6
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.
10 34 reviews
Wilmington, VT
07/24 – 07/27
$244/nighttotal: $732 (3 )
In The Trees Above The Village
1 5
apartment , Wilmington
This Wilmington apartment rental is conveniently located near downtown, one mile from Lake Whitingham, and a short drive from Mount Snow resort. The two-bedroom unit sleeps six with queen beds in each bedroom and a queen sleeper sofa, boasting a modern kitchen with granite countertops, a sun shower, Roku TV, and strong Wi-Fi.
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.
Wilmington, VT
07/24 – 07/27
$438/nighttotal: $1314 (3 )
Happy Haven Hideaway
1 6
apartment , Wilmington
This Wilmington condo is an 8-minute drive from Mount Snow and features a Moover bus stop at the end of the block for public transportation access. This rental offers a private house and yard, accommodates up to 9 guests, and includes a four-person hot tub, a game room with a 70-inch Smart TV, and a fully stocked kitchen.
8.4 5 reviews
Wilmington, VT
07/24 – 07/27
$486/nighttotal: $1458 (3 )
Beautiful- Ski/golf Home, Hot Tub, Mins To Mtn
3 6
chalet , Wilmington
This Wilmington, Vermont chalet offers direct access to Green Mountain National Forest trails and is within three miles of the North Branch Deerfield River, Harriman Reservoir, and The Hermitage Golf Club. This five-bedroom, two-bathroom mountain home sleeps eight guests and boasts a Jacuzzi, fitness center, garden, terrace, barbecue grills, and pet-friendly accommodations with free internet and parking.
Wilmington, VT
07/24 – 07/27
$528/nighttotal: $1584 (3 )
Stylish Vermont Home W/ Hot Tub!
3 5
apartment , Wilmington
This Wilmington vacation rental is conveniently located within a 10-minute walk of South Main Street, Pettee Memorial Library, and the Jim McGrath Gallery and Studio, with easy access to the North Branch Deerfield River and Buzzy Park. This four-bedroom, three-bathroom house sleeps eight guests and boasts a fully equipped kitchen, Jacuzzi, fireplace, in-house laundry, outdoor grills, and ample parking.
9.7 12 reviews
Wilmington, VT
07/24 – 07/27
$359/nighttotal: $1077 (3 )
Home - Firepit, Resort Access - Vt At Its Best!
1 6
chalet , Wilmington
This Chimney Hill chalet in Wilmington, Vermont, is located eight minutes from Harriman Reservoir, under ten minutes from Mount Snow, and twelve minutes from Molly Stark State Park. This three-bedroom, two-bathroom vacation home sleeps six guests and features a fully equipped kitchen, in-unit laundry, a gas fireplace, a private deck with a grill and fire pit, access to a community pool and hot tub, and ample parking.
Neighborhoods and points of interest in Wilmington, VT
This Dover house is located just 18 miles from Stratton Mountain and 30 miles from Bennington Museum, offering easy access to both attractions. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The home features 4 bedrooms, providing ample space for families and groups. Amenities include a private pool, outdoor fireplace, fully equipped kitchen, ski-in/ski-out access, and on-site amenities like ski equipment rental and ski pass sales.
10 141 reviews
Wilmington, VT
07/24 – 07/27
$558/nighttotal: $1674 (3 )
Spacious Three-level Home , Well-furnished, Fun Playroom, Minutes To Mt. Snow
4 6
apartment , Wilmington
This family-friendly vacation home is located in the mountains, just a short drive from The Hermitage Golf Club, Buzzy Park, and South Main Street in Wilmington. It has earned an excellent rating from previous guests. The 3,000 square foot house has four bedrooms and can comfortably accommodate up to 12 guests. Enjoy amenities like a swimming pool, jacuzzi, sauna, tennis court, and a fully equipped kitchen.
Wilmington, VT
07/24 – 07/27
$461/nighttotal: $1383 (3 )
6 Mi To Mt Snow Grand Summit Resort: Spacious Home
3 6
house , Wilmington
This Wilmington house is located 2 miles from golfing and hiking. This 3,600 square foot residence offers air conditioning, Wifi, a full kitchen with a dishwasher and microwave, a fireplace, and parking for up to 19 guests.
10 3 reviews
Wilmington, VT
07/24 – 07/27
$428/nighttotal: $1284 (3 )
Par Paradise | On Haystack Golf Course W/fireplace
3 6
apartment , Wilmington
This three-bedroom, four-bathroom Wilmington, Vermont townhome offers direct access to the Haystack Golf Club and is minutes from Mount Snow resort and downtown Wilmington. The 8-guest property features a bright, open floor plan with an updated kitchen, fireplace, private deck with mountain and golf course views, and includes parking, internet, and pet-friendly accommodations.