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Featured Holiday Homes in Wilmington

Plenty of Room For Everyone! - 5 Minutes to Stratton

Plenty of Room For Everyone! - 5 Minutes to Stratton

Jamaica
The price is AU$1,329 per night from 25 Nov to 26 Nov
AU$1,329
includes taxes & fees
25 Nov - 26 Nov
With a stay at this vacation home in Winhall, you'll be on a river, within a 10-minute drive of Stratton Mountain Resort and Green Mountain National Forest.
Plenty of Room For Everyone! - 5 Minutes to Stratton
Miner Cottage-Historic Antique Home just steps from the Equinox Resort

Miner Cottage-Historic Antique Home just steps from the Equinox Resort

Manchester
Located in Manchester, this vacation home is next to a golf course, within a 5-minute walk of Green Mountain National Forest and Golf Club at Equinox.
Miner Cottage-Historic Antique Home just steps from the Equinox Resort
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
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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
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Adams
A stay at this vacation home places you in the heart of Adams, steps from Mount Greylock State Reservation and 7 minutes by foot from East Hoosac Quaker ...
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Townshend
Located in Townshend, this vacation home is on the waterfront, a 1-minute drive from West River and 8 minutes from Townshend State Park.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!

Winhall
With a stay at this vacation home in Winhall, you'll be within a 5-minute drive of Stratton Mountain Resort and Green Mountain National Forest.
Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!
Sunny Stratton Townhome ~ 1 Mi to Skiing!

Sunny Stratton Townhome ~ 1 Mi to Skiing!

Stratton
With a stay at this vacation home in Stratton, you'll be in the mountains, within a 5-minute drive of Stratton Mountain Resort and Green Mountain National ...
Sunny Stratton Townhome ~ 1 Mi to Skiing!
New Chalet mins to Mt with Hot tub

New Chalet mins to Mt with Hot tub

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.
New Chalet mins to Mt with Hot tub
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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
574 Holiday Homes
Lowest Price
AU$308
Highest Price
AU$1,329
Popular accommodation
Plenty of Room For Everyone! - 5 Minutes to Stratton, Miner Cottage-Historic Antique Home just steps from the Equinox Resort, Dog-friendly chalet cabin with valley view, deck, and private hot tub, Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating , Cozy Home In The Berkshires, Pet Friendly with fenced in yard!, Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns, Cozy ski retreat on the Stratton Access Road - 5 minutes to the slope!, Sunny Stratton Townhome ~ 1 Mi to Skiing!, New Chalet mins to Mt with Hot tub

Top trending hotels in Wilmington

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

Wilmington
Located in Wilmington, this chalet is in a rural location, a 1-minute drive from Green Mountain National Forest and 6 minutes from The Hermitage Club.
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
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$308 per night from 1 Dec to 2 Dec
AU$308
includes taxes & fees
1 Dec - 2 Dec
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
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Valley Craft Ales

Valley Craft Ales

2 out of 5
18 N Main St, Wilmington, VT
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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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.