Compare Vacation Rentals & Airbnb in Wilmington, VT

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Wilmington, VT vacation rentals
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338 Rentals and Airbnb in Wilmington, VT

Best family friendly Wilmington, VT vacation rentals

Among the 338 accommodations in Wilmington, VT, here are the 4 best family friendly rentals

Cozy, Charming Cottage 7 Mins From Mt Snow & Lake - Wilmington, VT
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.
Spacious Three-level Home , Well-furnished, Fun Playroom, Minutes To Mt. Snow - Wilmington, VT
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.
Spacious Vacation Home In Chimney Hill Near Mt Snow - Wilmington, VT
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.
Secluded 4br Wilmington Retreat. Near Trail Head. - Wilmington, VT
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

Modern A-frame Cabin Near Town & Mt Snow- Firepit - Wilmington, VT
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.
Chimney Hill Retreat - Wilmington, VT
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).
Beautiful- Ski/golf Home, Hot Tub, Mins To Mtn - Wilmington, VT
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.
Woodsy Retreat - Close To Mt. Snow W Fireplace! - Wilmington, VT
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

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Best Wilmington, VT vacation rentals with jacuzzi

Cabin | Chalet | Mt Snow | Hot Tub & Pool Access - Wilmington, VT
9.6 104 reviews
Wilmington, VT
24/07 – 27/07
$448/nighttotal: $1344 (3 )

Cabin | Chalet | Mt Snow | Hot Tub & Pool Access

1 5
chalet , Wilmington
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.
Seasons On Mount Snow - Ski-in/ski-out - Wilmington, VT
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.
8 Mi To Mt Snow: 'Cozy Bear Cabin' W/ Hot Tub! - Wilmington, VT
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.
Updated Chalet- Minutes To Mt Snow, Golf, Hot Tub - Wilmington, VT
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

Mowing Way Retreat - Wilmington, VT
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.
6 Mi To Mt Snow Grand Summit Resort: Spacious Home - Wilmington, VT
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.
Wilmington Home On 18 Acres ~ 9 Mi To Skiing! - Wilmington, VT
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.
Log Ski Lodge - Wilmington, VT
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.
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