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Vermont Vacation Homes and Villas with Pools

Find Luxury Places to Stay Near Vermont with a Swimming Pool

Pool

Only stays with pool access are shown on this page

68 stays

an orange house with a green roof in the snow at Ski in/out Spruce Glen Townhomes on Great Eastern Trail in Killington

From US $176

Ski in/out Spruce Glen Townhomes on Great Eastern Trail Pool available

8.9 (29 Reviews) Holiday_home

Houses • Free on-site parking • Outdoor swimming pool

Vermont Killington Resort

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an aerial view of a house with mountains in the background at Trail Creek: Walk to lifts, ski home! Closest unit to lifts, ski home trail, sports center in Killington

From US $221

Trail Creek: Walk to lifts, ski home! Closest unit to lifts, ski home trail, sports center Pool available

9.1 (18 Reviews) Apartment

The entire place is yours • 111 m² size • Free on-site parking

Vermont Killington Resort

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a living room with a blue couch and a table at Cedarbrook Queen Suite 103 in Killington

From US $182

Cedarbrook Queen Suite 103 Pool available

10.0 (9 Reviews) Apartment

The entire place is yours • 14 m² size • Outdoor swimming pool

Vermont Killington Resort

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a living room with a fireplace and a flat screen tv at Highridge B14 Enjoy the view ski back trail shuttle service sports center in Killington

From US $369

Highridge B14 Enjoy the view ski back trail shuttle service sports center Pool available

9.4 (9 Reviews) Holiday_home

The entire place is yours • 84 m² size • Kitchen

Vermont Killington Resort

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a living room with a couch and a fireplace at Amazing view, location, ski back trails, sports center, pool Highridge B4 Highridge in Killington

From US $369

Amazing view, location, ski back trails, sports center, pool Highridge B4 Highridge Pool available

8.6 (9 Reviews) Holiday_home

The entire place is yours • 139 m² size • Indoor swimming pool

Vermont Killington Resort

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a living room with a couch and a fireplace at 3-Bedroom Condo Ski-In, Shuttle, and Cozy Fireplace Whiffletree I3 in Killington

From US $444

3-Bedroom Condo Ski-In, Shuttle, and Cozy Fireplace Whiffletree I3 Pool available

8.3 (9 Reviews) Holiday_home

The entire place is yours • 88 m² size • Outdoor swimming pool

Vermont Killington Resort

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a bedroom with two beds and a lamp at Killington Center 131 in Killington

From US $155

Killington Center 131 Pool available

8.5 (10 Reviews) Holiday_home

The entire place is yours • 23 m² size • Free parking

Vermont Killington Resort

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a large white house with snow on its roof at Ski In/Out Trailside Townhome in Killington

From US $218

Ski In/Out Trailside Townhome Pool available

7.5 (12 Reviews) Holiday_home

The entire place is yours • 111 m² size • Free on-site parking

Vermont Killington Resort

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a bedroom with a bed and a desk with a television at Highridge J5A Comfortable Hotel Room Stay with Access to Pool, Hot Tub & Gym! in Killington

From US $201

Highridge J5A Comfortable Hotel Room Stay with Access to Pool, Hot Tub & Gym! Pool available

8.0 (7 Reviews) Holiday_home

The entire place is yours • 46 m² size • Free on-site parking

Vermont Killington Resort

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a living room with a couch and a fireplace at Two bedroom Townhouse within walking distance to all activities Glazebrook J4 in Killington

From US $438

Two bedroom Townhouse within walking distance to all activities Glazebrook J4 Pool available

9.0 (4 Reviews) Holiday_home

The entire place is yours • 93 m² size • Outdoor swimming pool

Vermont Killington Resort

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a pool with chairs and umbrellas next to a house at Killington Center Inn & Suites by Killington VR - 1 Bedrooms in Killington

From US $293

Killington Center Inn & Suites by Killington VR - 1 Bedrooms Pool available

10.0 (3 Reviews) Apartment

Apartments • Kitchen • Swimming pool

Vermont Killington Resort

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a living room with a couch and a fireplace at Woods V17 2-Bed & Loft with Fireplace, whirlpool tub, and sports center in Killington

From US $404

Woods V17 2-Bed & Loft with Fireplace, whirlpool tub, and sports center Pool available

8.4 (6 Reviews) Holiday_home

The entire place is yours • 111 m² size • Indoor swimming pool

Vermont Killington Resort

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a large indoor water park with a large crowd of people at Jay Peak Resort in Jay

From US $210

Jay Peak Resort Pool available

7.9 (386 Reviews) Lodge

Free on-site parking • Outdoor swimming pool • Restaurant

Vermont Jay Peak Resort

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a bedroom with a bed and two windows at Mountain Green 3C16 - Renovated 2BR-2BA With Mountain Views, Hot Tub, Pool, Shuttle, Gym in Killington

From US $312

Mountain Green 3C16 - Renovated 2BR-2BA With Mountain Views, Hot Tub, Pool, Shuttle, Gym Pool available

7.7 (3 Reviews) Holiday_home

The entire place is yours • 93 m² size • Free parking

Vermont Killington Resort

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a living room with two chairs and a fireplace at Whiffletree E8 3-Bedroom Condo with Ski Access, Shuttle, and Fireplace in Killington

From US $444

Whiffletree E8 3-Bedroom Condo with Ski Access, Shuttle, and Fireplace Pool available

7.7 (3 Reviews) Holiday_home

The entire place is yours • 111 m² size • Outdoor swimming pool

Vermont Killington Resort

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a living room with two couches and a fireplace at Walk to Lifts and Village! Killington Mountain Condo in Killington

From US $355

Walk to Lifts and Village! Killington Mountain Condo Pool available

10.0 (15 Reviews) Apartment

The entire place is yours • 74 m² size • Kitchen

Vermont Killington Resort

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a living room with a couch and a fireplace at The Woods - Village-11 in Killington

From US $226

The Woods - Village-11 Pool available

8.2 (26 Reviews) Holiday_home

Houses • Indoor swimming pool • Hot tub

Vermont Killington Resort

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a large swimming pool in front of a building at Mountain Green in Killington

From US $214

Mountain Green Pool available

6.3 (38 Reviews) Apartment

Apartments • 2 swimming pools • Private bathroom

Vermont Killington Resort

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a living room with a blue leather couch and a mirror at Jack S'Bearo- AC, Pool, Mountain Views, Hiking, Gym in Killington

From US $186

Jack S'Bearo- AC, Pool, Mountain Views, Hiking, Gym Pool available

9.2 (15 Reviews) Apartment

The entire place is yours • 55 m² size • Free on-site parking

Vermont Killington Resort

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a house with red doors in the snow at The Jay Chalet in Jay

From US $293

The Jay Chalet Pool available

8.5 (14 Reviews) Holiday_home

The entire place is yours • 98 m² size • 2 swimming pools

Vermont Jay Peak Resort

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a living room with two couches and a table at Trail Creek 20 in Killington

From US $297

Trail Creek 20 Pool available

8.8 (11 Reviews) Apartment

The entire place is yours • 125 m² size • Indoor swimming pool

Vermont Killington Resort

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a living room with a couch and a fireplace at Jay Peak Townhouse in Jay

From US $630

Jay Peak Townhouse Pool available

9.0 (10 Reviews) Holiday_home

The entire place is yours • 212 m² size • 3 swimming pools

Vermont Jay Peak Resort

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a living room with a couch and a fireplace at The Woods Village 1 in Killington

From US $428

The Woods Village 1 Pool available

9.4 (7 Reviews) Apartment

The entire place is yours • 112 m² size • Kitchen

Vermont Killington Resort

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a hotel room with a bed and a table and a desk at Charming Killington Center Studio Condo #341 on the Bus Route - Summer Pool in Killington

From US $164

Charming Killington Center Studio Condo #341 on the Bus Route - Summer Pool Pool available

8.6 (9 Reviews) Holiday_home

The entire place is yours • 23 m² size • Free parking

Vermont Killington Resort

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a living room with couches and a fireplace at Solitude Village J202 in Ludlow

From US $282

Solitude Village J202 Pool available

8.8 (8 Reviews) Apartment

The entire place is yours • 168 m² size • Kitchen

Ludlow Okemo Mountain Resort

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a living room filled with furniture and a fireplace at A1 at Castle Hill - Townhome in Cavendish

From US $308

A1 at Castle Hill - Townhome Pool available

9.4 (6 Reviews) Holiday_home

The entire place is yours • 135 m² size • Indoor swimming pool

Ludlow Okemo Mountain Resort

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a porch with chairs and a view of the mountains at Owls Unit #6 in Jeffersonville

From US $339

Owls Unit #6 Pool available

9.4 (6 Reviews) Apartment

The entire place is yours • 125 m² size • 2 swimming pools

Cambridge Smugglers' Notch Resort

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a bedroom with a large bed with a picture of a dog at Ski Condo with Garage Parking and Pool in Killington

From US $290

Ski Condo with Garage Parking and Pool Pool available

9.0 (7 Reviews) Apartment

The entire place is yours • 750 m² size • Free on-site parking

Vermont Killington Resort

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a living room with a fireplace and a brick wall at Sunrise - Timberline-L5 in Killington

From US $243

Sunrise - Timberline-L5 Pool available

9.2 (6 Reviews) Apartment

Apartments • 2 swimming pools • Hot tub

Vermont Killington Resort

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a kitchen with a dining room table with a bear painting on the wall at FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym in Killington

From US $223

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym Pool available

10.0 (4 Reviews) Holiday_home

The entire place is yours • 100 m² size • Free on-site parking

Vermont Killington Resort

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a living room with a stone fireplace and a table and chairs at Vermont's Finest - Brookhaven F4 in Ludlow

From US $266

Vermont's Finest - Brookhaven F4 Pool available

8.8 (7 Reviews) Apartment

The entire place is yours • 111 m² size • Kitchen

Ludlow Okemo Mountain Resort

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a living room with a red couch and a fireplace at Castle Hill Resort Condo 5 Mi to Slopes at Okemo! in Proctorsville

From US $343

Castle Hill Resort Condo 5 Mi to Slopes at Okemo! Pool available

9.4 (5 Reviews) Apartment

The entire place is yours • 132 m² size • Kitchen

Ludlow Okemo Mountain Resort

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a living room with a red chair and a fireplace at Mountain Green Resort-2Br, Walk to K-lington Mountain, Pool, Hot Tub in Killington

From US $225

Mountain Green Resort-2Br, Walk to K-lington Mountain, Pool, Hot Tub Pool available

9.0 (6 Reviews) Apartment

The entire place is yours • 99 m² size • Free on-site parking

Vermont Killington Resort

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a living room with a couch and a coffee table at The Woods - Village-40 in Killington

From US $266

The Woods - Village-40 Pool available

9.0 (6 Reviews) Apartment

The entire place is yours • 95 m² size • Indoor swimming pool

Vermont Killington Resort

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a living room with a gray couch and a kitchen at BearNecessities- AC, Pool, Hot Tub, Gym, Sauna in Killington

From US $150

BearNecessities- AC, Pool, Hot Tub, Gym, Sauna Pool available

9.8 (4 Reviews) Apartment

The entire place is yours • 56 m² size • Free on-site parking

Vermont Killington Resort

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a living room with a couch and a fireplace at Trail Creek 33 in Killington

From US $275

Trail Creek 33 Pool available

8.3 (8 Reviews) Apartment

The entire place is yours • 125 m² size • Indoor swimming pool

Vermont Killington Resort

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See More Vacation Rentals with Pools in Vermont

About Vermont Vacation Rentals with Pools on NearbyHoliday

Find Vermont Rentals, Hotels, and Resorts with Swimming Pools.

Discover 68 places to stay, including hotel waterparks, vacation homes, resorts, private villas, and condos in Vermont that feature indoor, outdoor, or private pools.

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Vacation Rentals with Pools: Explore Top Destinations

Stay Near Vermont's Top Attractions

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Frequently Asked Questions About Vacation Rentals With Pools in Vermont

There are a lot of vacation rentals with pools in Vermont. If you plan on staying in the Vermont area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Vermont: