Book Holiday Homes in Wilmington
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Featured Holiday Homes in Wilmington

Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond

The Jelly Mill-A Peaceful River Retreat

8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

Contemporary Berkshire Home with Views of Taconic Golf Course

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Private Family Estate for any Season

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
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 | 738 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Private, Dog-Friendly Estate with Free WiFi, Fireplaces, Washer/Dryer, & Pond, The Jelly Mill-A Peaceful River Retreat, 8 min to Stratton, 6 min to golf, 15 min to Manchester. Pet friendly!, Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester, Contemporary Berkshire Home with Views of Taconic Golf Course, Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing, Private Family Estate for any Season, Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort.., Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included |
More accommodations in Wilmington
Top trending hotels in Wilmington

Valley Craft Ales

The White House Inn

The Nutmeg

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
More ways to explore Wilmington
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^Subject to availability and chosen travel dates.