Vacation Rentals & Houses in Wintergreen

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Sugar Mountain

Banner Elk apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$173

The Big House Apple Blossom Farm Heated In. Pool! Hot Tub add on!

Gettysburg house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$1,150

Skyline Tower Resort 1 bedroom on the boardwalk w/ indoor pool and hot tub

Atlantic City villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 8 minutes

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$145

Chetola: Cardinal 101

Blowing Rock apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$240

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$288

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$280

Berkshires at Chetola

Blowing Rock apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

“Big place, great place!” Loved this unit at Chetola... second time staying here with my wife and sons. So much to do in the condo, let alone on the Chetola grounds and around Blowing Rock. Game room is a great touch, but can also be a bedroom if need be (with a pullout couch). Bedrooms are beautiful, the entire unit is decorated sharply.

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$226

2nd Floor Sugar Top 2210, Grandfather Mtn views, rented by Sugar Mtn Lodging

Banner Elk condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$272

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$263

Sugar Top 2910-Rented by Sugar Mountain Lodging, Inc. 9th Floor

Sugar Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$242

A Crown Jewel | Oceanfront | Private Pool, Indoor Pool, Hot Tub

Virginia Beach house

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 30

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$1,522

The Penthouse at Sugar Top. Unit 2001, Rented by Sugar Mountain Lodging Inc

Banner Elk condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$306

Sugar Top 2120- Rented by Sugar Mtn Lodging Inc.

Sugar Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$282

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$282

On top of the Mountain- views of Sugars ski slopes!

Sugar Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$547

Bearfoot Lodge at Echota

Foscoe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$408

Sugar Top 2103, 1st floor convenience with all the views and amenties

Sugar Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$306

The Citadel at Sugar Top 3531

Banner Elk condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$235

Lefton 154944

Bethany Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$423

ST2505 Gorgeous ski-slope view in this updated 2 bed, 2 bath Sugar Top condo!

Sugar Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$422

RED ROOSTER: RUSTIC CABIN: HEATED INDOOR POOL!! LURAY, VA

Rileyville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$546

New to Sugar Mtn Lodging rental program 4th floor SLOPE views! SML site

Sugar Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$276

5th floor Sugar Top unit

Sugar Mountain condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$334

Luxury Getaway A Condo at Sunset Island Ocean City

Ocean City apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$219

Private INDOOR HEATED POOL + HOT Tub - Game Room - Family Friendly

Pine Forge house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$1,264

Dunn 152399

Bethany Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$137

Pier House | Oceanfront | Private Pool, Hot Tub | Nags Head

Nags Head house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$379

2 bedroom high rise on Atlantic city boardwalk access to indoor/outdoor pool/spa

Atlantic City villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 8 minutes

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$193

Sylvan Falls at Yonahlossee

Boone condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$399

Responds fast! avg. 1 hour 54 minutes

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$210

Still Lake Haven at Echota

Foscoe condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$198

Atrium Resort Virginia Beach FREE Zoo Visit & Free/Discounted Aquarium Admission

Virginia Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Private indoor pool Jacuzzi or hot tub

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Price per night from

$265

These homes match some but not all of your filters. Clear all filters

RED ROOSTER *HEATED POOL & HOT TUB*

Rileyville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Private indoor pool

1 of 2 filters match

Price per night from

$374

Havenwood at Yonahlossee

Boone house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Private indoor pool

1 of 2 filters match

Price per night from

$149

1 of 2 match: Jacuzzi or hot tub, Private indoor pool

1 of 2 filters match

Price per night from

$227

1 of 2 match: Jacuzzi or hot tub, Private indoor pool

1 of 2 filters match

Price per night from

$258

1 of 2 match: Jacuzzi or hot tub, Private indoor pool

1 of 2 filters match

Price per night from

$102

1 of 2 match: Jacuzzi or hot tub, Private indoor pool

1 of 2 filters match

Price per night from

$200

Viewing 38 of 1,709
rentals in Wintergreen

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