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Wilmington Rentals

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77 Houses

Spacious Wilmington Home w/ Game Room & Deck!

Wilmington house

6 bedrooms / 5 bathrooms / sleeps 26

Price per night from

$538

Condo on Haystack/Hermitage Ski Mountain

Wilmington condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$348

Wilmington Home w/Pool Access- 20 Mins to Mt. Snow

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$196

Mount Snow Area Home with 5 Bedrooms

Wilmington house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 11 minutes

Price per night from

$348

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$230

Private Wooded Cabin, 8 Mi to Sundance Ski & Town!

Wilmington cottage

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

NEW! Woodsy Wilmington Condo 7 Mi to Mount Snow!

Wilmington condo

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$237

Vermont Getaway w/ Deck - 6 Miles to Mt Snow!

Wilmington house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$417

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$195

Wilmington Retreat w/ Deck, Lake Views & Game Room

Wilmington house

5 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$961

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

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$155

NEW! Cozy Vermont Condo Near Slopes, Hikes & Bites

Wilmington condo

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$112

BaseCamp Mogul: Green Mountain Retreat

Wilmington house

3 bedrooms / 1 bathroom / sleeps 10

Price per night from

$159

NEW! Spacious Wilmington Home w/ Deck & Mtn Views!

Wilmington condo

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$348

NEW! Cozy A-Frame w/ Pool Table: 8 Mi to Mt. Snow!

Wilmington cottage

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$329

Secluded & Cozy Dog-Friendly Year-Round Retreat

Wilmington house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$515

Crafts Inn in Vermont 1BR Suite, SATURDAY Check-In

Wilmington condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$111

NEW! Sleek Cabin w/Deck 8Mi to Mount Snow & Hikes!

Wilmington cottage

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$221

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

$1,968

5 STAR HOME - HOT TUB SAUNA BUS TO STRATTON LIFTS

Bondville house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$655

Whispers of the North

West Wardsboro house

6 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$289

Balsam Cottage 4BR, Hot Tub, Pool Table, Fireplace - 5 minutes to the slopes

Dover house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$640

Kassmel's Mountain Haus

West Wardsboro house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$369

Mountain Side

Dover house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 17 minutes

Price per night from

$873

Stratton 4 Bedroom Home

Stratton Mountain house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 1 hour 3 minutes

Price per night from

$404

PARADISE on EARTH! - Historic 4BR Farmhouse

West Halifax house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$328

Newly Remodeled Townhome

Jamaica townhouse

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$744

Condo at Mt. Snow available May 23,24,25 $200 per night

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. 2 hours 16 minutes

Price per night from

$401

The Bear Den

North Adams apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$339

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

Jamaica house

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$287

Beautiful Mountainside 2 Bedroom 2 Bath Condominium

Dover condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$170

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

$566

2 Bedroom/2 Bath Condo

Stratton Mountain apartment

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 29 minutes

Price per night from

$289

Unique People & Pet-Welcoming Country Haven

Charlemont apartment

1 bedroom / 1 bathroom / sleeps 4

“Cozy little spot, kid and definitely dog friendly” We brought our Cavalier with us and had a great time at the cottage. It was clean and gave us tons of room. Would definitely stay again.

Price per night from

$174

Vermont Log Cabin available for weekend and weekly

Guilford log cabin

2 bedrooms / 1 bathroom / sleeps 5

“The ideal weekend retreat” I needed a place to put up close relatives for a family party--not all of them lovers of nature or the deep woods. The cabin was reassuringly spotless, cozy, and very comfortable. My niece and nephew loved being there so much they decided to stay an extra day! And we all loved swimming in the nearby pond and walking up Belden Hill for the spectacular views.

Price per night from

$129

Two Brooks Lodge

Bennington house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 10 minutes

Price per night from

$145

Family Lodge btwn Stratton Mountain & Mt. Snow

Stratton Mountain house

5 bedrooms / 2 bathrooms / sleeps 11

Responds fast! avg. 2 hours 7 minutes

Price per night from

$457

Viewing 37 of 77
rentals in Wilmington

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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.

Top Destination reviews

Condo on Haystack/Hermitage Ski Mountain
Marvelous Ski Condo

The Condo is amazing. Great for a family vacation. Ski Mt Snow is just minutes away. The owners are very accommodating and wonderful to deal with. We will definitely visit again! … see more

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