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
Stay at this vacation home in Wardsboro. Enjoy patios, an in-room coffeemaker, and a spa tub. Popular attractions Margie's Muse Handweaving & Gallery and Hot ...
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
Stay at this vacation home in West Dover. Enjoy patios, Netflix, and an in-room coffeemaker. Popular attractions Mount Snow and Discovery Shuttle Ski Lift are ...
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
Stay at this vacation home in East Dover. Enjoy an in-room coffeemaker. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
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
Stay at this vacation home in West Wardsboro. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Stratton Mountain Resort and Mount Snow ...
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
Stay at this vacation home in Stratton. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Stratton Mountain Resort and ...
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
Book a stay at this golf vacation home in Wardsboro. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Stratton Mountain Resort and Margie's ...
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
Book a stay at this family-friendly vacation home in West Dover. Enjoy private pools, a sauna, and a garden. Popular attractions Mount Snow and Mount Snow Golf ...
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
Stay at this vacation home in Whitingham. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Harriman Reservoir and The Ledge are located ...
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
Stay at this vacation home in West Dover. Enjoy free WiFi, a sauna, and patios. Popular attractions Mount Snow and Discovery Shuttle Ski Lift are located ...
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
NZ$244
Highest Price
NZ$396
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
Stay at this cottage in Wilmington. Enjoy an in-room coffeemaker and air conditioning. Popular attractions The Art of Humor Gallery and Lake Raponda are located ...
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 NZ$372 per night from 1 Jan to 2 Jan
NZ$372
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3.5-star hotel in Wilmington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our ...
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 NZ$244 per night from 7 Jan to 8 Jan
NZ$244
includes taxes & fees
7 Jan - 8 Jan 2025
Stay at this lodge in Wilmington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions South Main Street and Jim McGrath Gallery ...
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 NZ$396 per night from 23 Jan to 24 Jan
NZ$396
includes taxes & fees
23 Jan - 24 Jan 2025
Stay at this 3.5-star golf B&B in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Jim McGrath Gallery and Studio and South ...
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.