Book Holiday Homes in Wilmington

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Featured Holiday Homes in Wilmington

Dog-friendly chalet cabin with valley view, deck, and private hot tub

Dog-friendly chalet cabin with valley view, deck, and private hot tub

Wardsboro
With a stay at this vacation home in Wardsboro, you'll be within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Primely Located Dover Escape < 1 Mi to Mt Snow!

Primely Located Dover Escape < 1 Mi to Mt Snow!

Dover
With a stay at this vacation home in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and Green Mountain National Forest.
Primely Located Dover Escape < 1 Mi to Mt Snow!
Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Dover
Located in East Dover, this vacation home is within a 15-minute drive of Green Mountain National Forest and North Branch Deerfield River.
Fabulous Mountain Top Retreat - 10 minutes from mount snow!
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Cozy Cabin Between Stratton Resort & Mount Snow

Cozy Cabin Between Stratton Resort & Mount Snow

Stratton
With a stay at this vacation home in West Wardsboro, you'll be within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Cozy Cabin Between Stratton Resort & Mount Snow
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Winhall
With a stay at Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen in Stratton, you'll be within a 10-minute walk of Stratton Mountain ...
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Wardsboro
With a stay at this vacation home in Wardsboro, you'll be next to a golf course, within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Dover
With a stay at this vacation home in West Dover, you'll be within a 5-minute drive of Mount Snow and Green Mountain National Forest.
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Whitingham
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

West Dover Vermont
With a stay at this vacation home in West Dover, you'll be within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wilmington Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Wilmington vacation homes are the perfect way for you to wing it.

Holiday houses in Wilmington let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Wilmington in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Wilmington adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wilmington with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Wilmington vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Wilmington Holiday Homes essential information

Accommodation
583 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$386
Popular accommodation
Dog-friendly chalet cabin with valley view, deck, and private hot tub, Primely Located Dover Escape < 1 Mi to Mt Snow!, Fabulous Mountain Top Retreat - 10 minutes from mount snow!, Cozy Cabin Between Stratton Resort & Mount Snow, Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen, Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms, SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW! , Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating , Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

Top trending hotels in Wilmington

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington
With a stay at this cottage in Wilmington, you'll be near the beach, just a 1-minute walk from Lake Raponda and 12 minutes by foot from The Art of Humor ...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
The White House Inn

The White House Inn

3.5 out of 5
178 Route 9 East, Wilmington, VT
The price is AU$386 per night from 1 Jan to 2 Jan
AU$386
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Wilmington, The White House Inn is a 2-minute drive from Jim McGrath Gallery and Studio and 9 minutes from Jacksonville Pond.
The White House Inn
Valley Craft Ales

Valley Craft Ales

2 out of 5
18 N Main St, Wilmington, VT
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 6 Jan to 7 Jan
AU$220
includes taxes & fees
6 Jan - 7 Jan 2025
Located in Wilmington, Valley Craft Ales is in the historical district, a 4-minute drive from Harriman Reservoir and 6 minutes from Molly Stark State Park.
Valley Craft Ales
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The Wilmington Inn

The Wilmington Inn

3.5 out of 5
41 West Main, Route 9, Wilmington, VT
The price is AU$357 per night from 20 Jan to 21 Jan
AU$357
includes taxes & fees
20 Jan - 21 Jan 2025
Located in Wilmington, The Wilmington Inn is on the Strip, a 1-minute drive from Jim McGrath Gallery and Studio and 6 minutes from Molly Stark State Park.
The Wilmington Inn
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.