Wilmington, Vermont

Vacation Rentals in Wilmington, Vermont

Discover 219 vacation rental properties in Wilmington. From 1 to 11 bedrooms. Average $447/night. 100% have pools.

219 verified listings Book securely on VRBO Prices updated March 2026

219 properties available

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

2 beds 2 baths
PoolA/CWiFiBalcony
$133/night
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Midweek Snow Special!

Midweek Snow Special!

2 beds 2 baths
PoolA/CWiFiBalcony
$102/night
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Cozy Treetop Hideaway Near Harriman Reservoir!

Cozy Treetop Hideaway Near Harriman Reservoir!

3 beds 1 bath
PoolA/CWiFiBalcony
$234/night
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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

2 beds 1 bath
PoolA/CWiFiBalcony
$165/night
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Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Vacation Rental Near Hiking and Skiing!

4 beds 2 baths
PoolA/CWiFiBalcony
$277/night
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Cozy A-Frame Cabin w/ Pool Table: 8 Mi to Mt Snow!

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

2 beds 2 baths
PoolA/CWiFiBalcony
$267/night
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4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!

4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!

4 beds 2 baths
PoolA/CWiFiBalcony
$179/night
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Lovely Chalet at Chimney Hill Resort Community w/ Pools-Hot Tub 7-night discount

Lovely Chalet at Chimney Hill Resort Community w/ Pools-Hot Tub 7-night discount

3 beds 2 baths
PoolA/CWiFiBalcony
$164/night
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Easy walk to village and lake

Easy walk to village and lake

1 bed 1 bath
PoolA/CWiFiBalcony
$109/night
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Modern Mountain Haven: 5 Mi to Mt Snow Slopes!

Modern Mountain Haven: 5 Mi to Mt Snow Slopes!

2 beds 1 bath
PoolA/CWiFiBalcony
$166/night
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Mountain Chalet - Ski - Snowboard - Mount Snow - 10 minutes

Mountain Chalet - Ski - Snowboard - Mount Snow - 10 minutes

3 beds 2 baths
PoolA/CWiFiBalcony
$326/night
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Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

3 beds 2 baths
PoolA/CWiFiBalcony
$185/night
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Crafts Inn in Vermont 1br suite, Saturday check-in

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

1 bed 1 bath
PoolA/CWiFiBalcony
$70/night
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New! remodeled Barn. min from Lake, Ski, Hot tub

New! remodeled Barn. min from Lake, Ski, Hot tub

2 beds 1 bath
PoolA/CWiFiBalcony
$174/night
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Waterfront Lake Raponda Vacation Paradise

Waterfront Lake Raponda Vacation Paradise

3 beds 2 baths
PoolA/CWiFiBalcony
$329/night
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Newly Renovated Condo on Haystack Golf Course, and 15 min. from Mt. Snow

Newly Renovated Condo on Haystack Golf Course, and 15 min. from Mt. Snow

2 beds 2 baths
PoolA/CWiFiBalcony
$269/night
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Multi-level resort home near ski resorts with balcony, streaming, W/D

Multi-level resort home near ski resorts with balcony, streaming, W/D

3 beds 2 baths
PoolA/CWiFiBalcony
$212/night
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New Lakefront Log Home

New Lakefront Log Home

3 beds 3 baths
PoolA/CWiFiBalcony
$499/night
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Peaceful Cabin Perfect for All Seasons

Peaceful Cabin Perfect for All Seasons

4 beds 2 baths
PoolA/CWiFiBalcony
$175/night
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Newly updated 4 Bed VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

Newly updated 4 Bed VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

3 beds 2 baths
PoolA/CWiFiBalcony
$284/night
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Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham

Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham

2 beds 1 bath
PoolA/CWiFiBalcony
$225/night
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Sleek Cabin w/ Deck, 8 Miles to Mount Snow & Hikes

Sleek Cabin w/ Deck, 8 Miles to Mount Snow & Hikes

3 beds 2 baths
PoolA/CWiFiBalcony
$231/night
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Spacious 5-BR A-Frame, wooded setting. Walk to Lake Raponda. Ski Mount Snow!

Spacious 5-BR A-Frame, wooded setting. Walk to Lake Raponda. Ski Mount Snow!

5 beds 3 baths
PoolA/CWiFiBalcony
$282/night
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Outerwoods | stellar community amenities (pickleball) and skiing at Mt. Snow

Outerwoods | stellar community amenities (pickleball) and skiing at Mt. Snow

3 beds 2 baths
PoolA/CWiFiBalcony
$177/night
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Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

Wilmington Home on 18 Acres ~ 9 Mi to Skiing!

3 beds 2 baths
PoolA/CWiFiBalcony
$224/night
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Beautiful- Ski/Golf home, Hot tub, mins to MTN

Beautiful- Ski/Golf home, Hot tub, mins to MTN

4 beds 2 baths
PoolA/CWiFiBalcony
$271/night
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Charming home with fireplace, game room, full kitchen, gas grill, & balcony

Charming home with fireplace, game room, full kitchen, gas grill, & balcony

3 beds 2 baths
PoolA/CWiFiBalcony
$159/night
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5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

5 beds 3 baths
PoolA/CWiFiBalcony
$773/night
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Luxury 4BR Townhome at the Hermitage, only 4 Miles to Mount Snow

Luxury 4BR Townhome at the Hermitage, only 4 Miles to Mount Snow

4 beds 4 baths
PoolA/CWiFiBalcony
$871/night
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Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

Dog Friendly Chalet in the Woods w/ Pool, Mt. Snow, VT

4 beds 2 baths
PoolA/CWiFiBalcony
$326/night
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The Mount Snow Chalet: A peaceful escape w/hot tub

The Mount Snow Chalet: A peaceful escape w/hot tub

3 beds 2 baths
PoolA/CWiFiBalcony
$439/night
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Adventure awaits! Fantastic rustic home near lakes, skiing, walk to downtown.

Adventure awaits! Fantastic rustic home near lakes, skiing, walk to downtown.

5 beds 2 baths
PoolA/CWiFiBalcony
$395/night
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Cozy Mountain Escape to Southern Vermont

Cozy Mountain Escape to Southern Vermont

3 beds 2 baths
PoolA/CWiFiBalcony
$199/night
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Chimney Hill Home w/ New Hot Tub & Amenity Center!

Chimney Hill Home w/ New Hot Tub & Amenity Center!

3 beds 3 baths
PoolA/CWiFiBalcony
$378/night
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Charming, rural house w/shared tennis, private Ping-Pong table, Foosball, & more

Charming, rural house w/shared tennis, private Ping-Pong table, Foosball, & more

4 beds 2 baths
PoolA/CWiFiBalcony
$185/night
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Secluded Wilmington Retreat ~ 4 Mi to Mount Snow

Secluded Wilmington Retreat ~ 4 Mi to Mount Snow

5 beds 4 baths
PoolA/CWiFiBalcony
$545/night
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In a Vermont State of Mind

In a Vermont State of Mind

3 beds 2 baths
PoolA/CWiFiBalcony
$259/night
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Spectacular 4 Season Home on Spruce Lake

Spectacular 4 Season Home on Spruce Lake

4 beds 4 baths
PoolA/CWiFiBalcony
$836/night
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HotTub&GameRm-5 min to Lake, across from Haystack Golf & 15 min 2 Mt Snow

HotTub&GameRm-5 min to Lake, across from Haystack Golf & 15 min 2 Mt Snow

4 beds 4 baths
PoolA/CWiFiBalcony
$323/night
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Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy & Lake Access!

Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy & Lake Access!

10 beds 7 baths
PoolA/CWiFiBalcony
$3,109/night
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The dreamiest place in Southern Vermont!

The dreamiest place in Southern Vermont!

4 beds 3 baths
PoolA/CWiFiBalcony
$302/night
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New-Lakehouse w/Hot Tub. Min from town and Skiing

New-Lakehouse w/Hot Tub. Min from town and Skiing

4 beds 4 baths
PoolA/CWiFiBalcony
$704/night
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Chimney Hill Retreat w/ Amenity Center & Fireplace

Chimney Hill Retreat w/ Amenity Center & Fireplace

3 beds 1 bath
PoolA/CWiFiBalcony
$208/night
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Wilmington Retreat w/ Deck, Lake Views & Game Room

Wilmington Retreat w/ Deck, Lake Views & Game Room

5 beds 4 baths
PoolA/CWiFiBalcony
$730/night
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Woodsy Retreat - Close to Mt. Snow w Fireplace!

Woodsy Retreat - Close to Mt. Snow w Fireplace!

3 beds 3 baths
PoolA/CWiFiBalcony
$258/night
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Comfortable Home Very Close to Wilmington VT/Mt Snow

Comfortable Home Very Close to Wilmington VT/Mt Snow

4 beds 2 baths
PoolA/CWiFiBalcony
$340/night
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Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck

4 beds 2 baths
PoolA/CWiFiBalcony
$211/night
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Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

4 beds 3 baths
PoolA/CWiFiBalcony
$358/night
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Showing 48 of 219 properties

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