Wilmington Rentals

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30 Houses

Condo on Haystack/Hermitage Ski Mountain

Wilmington condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$344

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

Wilmington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$201

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

Wilmington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$224

Crafts Inn in Vermont 1br suite, Saturday check-in

Wilmington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$81

Great rentals within 20 miles that match your search

Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Price per night from

$1,718

2 Bedroom/2 Bath Condo

Stratton Mountain apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$343

Whispers of the North

West Wardsboro house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$252

Church sanctuary

West Dummerston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$298

Live & Breathe VT- Village Home, Yoga Studio, Ski!

Jamaica house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$287

PARADISE on EARTH! - Historic 4BR Farmhouse

West Halifax house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$327

Family Lodge btwn Stratton Mountain & Mt. Snow

Stratton Mountain house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

Price per night from

$682

Beautiful Mountainside 2 Bedroom 2 Bath Condominium

Dover condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$172

The Bear Den

North Adams apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$338

Two Brooks Lodge

Bennington house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

Price per night from

$144

BEAUTIFUL STRATTON! 5 BEDS-5 BATHS HOME w/VIEWS, ON SHUTTLE

Stratton Mountain house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$2,233

Balcony Room in Victorian 2 minutes walk to delightful Shelburne Falls center.

Shelburne Falls private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$144

Marigold Room in Victorian house

Shelburne Falls private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$126

Price per night from

$286

Modern Ski In / Ski Out 4BR / 3BA Smart Home w/ shared pool and hot tub

Bondville condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 15

Price per night from

$171

Welcome to the Blooming Inn Shelburne Falls, AKA Dancing Bear Guest House Twin

Shelburne Falls private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$98

Charming Affordable Home for groups up to 14

Shelburne Falls house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 14

“Beautiful house in beautiful village!” Thank you for the use of your beautiful house. It was perfect for our wedding weekend. Everyone was very comfortable and had a great time. Looking forward to coming back again in the future.

Price per night from

$573

Condo at Mt. Snow available Dec. 23,24,25 @$1500 +tax

Dover apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“A CONDO TO KEEP COMING BACK TO!” We've rented this condo with friends many times in the past several years, and it's one of our favorites. Steve is very pleasant to deal with, the condo is clean, sleeps many people comfortably, and overlooks the mini terrain park/learning area. We've had grandma come along and she loved to watch the kids ski from the balcony. Also on MLK weekend the balcony was the perfect place to view the fireworks. Would highly recommend this unit!

Responds fast! avg. 3 hours 23 minutes

Price per night from

$401

1880s Home with a Postcard View

Williamstown house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$195

5 mins to Mt Snow Free Shuttle Ski Home

Dover townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$229

Vintage Vermont Farmhouse

Shaftsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$481

Multi Level Stratton Mountain Retreat

Bondville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

Price per night from

$1,145

Sadawga Springs Retreat

Whitingham house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$401

Retreat in the Woods

Savoy house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$229

Adorable Log Cabin in Stratton

Stratton Mountain house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$201

Jabulani Luxury Rural Stay

Guilford farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$435

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About Wilmington

Wilmington is a small town in Vermont. Known for its beautiful, natural landscapes and stunning architecture, this FlipKey destination is perfect for those who love exploring new territories. For exceptional cuisine, idyllic scenery and cultural attractions, Wilmington is your gateway to an extraordinary vacation.

About Wilmington

Wilmington was named after the Earl of Wilmington, Spencer Compton. As home to a couple of thousand people, this town is known for attracting visitors due to its striking natural habitats. Many people come here for its mountain region.

If you‘re planning on visiting the town, the summer months are hot and humid. However, fall is also a popular time to visit the area and it’s slightly cooler so you may prefer the weather.

Wilmington, Vermont has a varying climate with warm summers and cold winters. The town gets around 103 inches of snow per year so winters can be quite harsh. However, the hot summers and slightly cooler evenings are great for those who love spending time outdoors.

What to do

You’ll be pleased with what Wilmington has to offer. Hiking and running are two popular pursuits, so make your way to Molly Stark State Park or Haystack Mountain. Both areas are ideal for walking alongside pretty scenic routes. Grab a picnic or take a camping trip in the park. Alternatively, head up the mountain and be in awe of the sights below.

If you’d rather relax than get your walking boots on, Serenity Spa is the perfect place to be. Grab an unwinding massage and take time out from your busy schedule. One for all ages is Adams Family Farm. Here, you can take a sleigh ride, get up close with the animals or enjoy a hot chocolate treat.

The eateries in town are a pleasant surprise. Dot’s is an American restaurant with a menu ranging from breakfast omelet to fried chicken. Elsewhere, there is Cask & Kiln Kitchen, a contemporary bar boasting food and drink. Choose from refreshing cocktails to American and Italian treats. Alternatively, if you fancy a coffee or quick snack, Folly is a dainty eatery with a cozy atmosphere.

Top Wilmington travel tips

If you travel to Wilmington by plane, it’s likely that you’ll arrive at Albany International Airport or Rutland Southern Vermont Regional Airport. You’ll then need to travel to your destination by coach, car or bus. A private car may be more convenient and cost-effective.

As one of the most scenic towns on FlipKey, Wilmington, Vermont is a beautiful location. Offering a range of pursuits for tourists, you’ll be excited by what you discover here. Book a Wilmington vacation rental on FlipKey, today.

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