Wilmington Vacation Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Wilmington

FaLL Western Mass Getaway-Airhockey-Firepit

Colrain MA

$576 nightly

$644 total

Dec 9 - Dec 10

Total with taxes and fees

Located in Colrain, this vacation home is within a 5-minute drive of Arthur A. Smith Covered Bridge and G. William Pitt House and Collection.

Hot Tub

Kitchen

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Wilmington VT

Located in Wilmington, this vacation home is on the waterfront, within a 5-minute walk of Deerfield River and Harriman Reservoir.

Hot Tub

Kitchen

500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Dover VT

When you stay at this vacation home in West Dover, you'll be in the mountains, within a 15-minute walk of Mount Snow and Green Mountain National Forest.

Kitchen

Washer

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury VT

A stay at this vacation home places you in the heart of Shaftsbury, steps from Green Mountain National Forest and 13 minutes by foot from Robert Frost Stone House Museum.

Hot Tub

Kitchen

Ski in Ski out Condo! Pool access

Stratton VT

$477 nightly

$539 total

Dec 10 - Dec 11

Total with taxes and fees

When you stay at this vacation home in Stratton, you'll be in the mountains, within a 10-minute walk of Stratton Mountain Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall VT

$672 nightly

$754 total

Dec 14 - Dec 15

Total with taxes and fees

With a stay at this vacation home in Winhall, you'll be in the mountains, within a 10-minute drive of Bromley Mountain Ski Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Beautiful Custom Built Timber Frame Home, Sleeps 11

Wilmington VT

Located in Wilmington, this vacation home is on a lake, a 1-minute drive from Lake Raponda and 9 minutes from South Main Street.

Hot Tub

Kitchen

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

West Dover Vermont VT

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.

Hot Tub

Kitchen

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Manchester Center VT

With a stay at this vacation home in Manchester Center, you'll be on a river, within a 15-minute drive of Bromley Mountain Ski Resort and Green Mountain National Forest.

Hot Tub

Kitchen

Riverbend Berkshire East Basecamp - 3 bedrooms available

Charlemont MA

$370 nightly

$413 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in Charlemont, you'll be a 4-minute walk from Charlemont Federated Church and 5 minutes by foot from Charlemont Historical Society and Museum.

Washer

Dryer

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Hoosick Falls NY

$286 nightly

$317 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

Located in Hoosick Falls, this vacation home is in a rural location, a 5-minute drive from Green Mountain National Forest and 9 minutes from Old First Congregational Church.

Kitchen

Washer

Spacious Riverfront Home 7 Minutes to Stratton!

Jamaica VT

Located in Jamaica, this vacation home is a 1-minute drive from Green Mountain National Forest and 6 minutes from Margie's Muse Handweaving & Gallery.

Hot Tub

Kitchen

Don't see what you're looking for?

See all available properties in Wilmington

View all properties

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.