Vacation Rentals & Houses in Wintergreen

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48 houses

Kingsbay Cottage/Chalet

Marion Station house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$401

Shenandoah Crossing Resort August 31 thru Sept 7th 2019 Cabin rental

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$201

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$353

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$471

Sleeps 12 - Large 4BR Townhome, Indoor/Outdoor Pool, Golf, Close To Theme Parks!

Williamsburg condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$563

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Price per night from

$260

Match: Boat available Golf course on site or within 15 min walk

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Price per night from

$274

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Henrys Mountain Haven at Massanutten Resort

Massanutten house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$226

July 4 - 11; Regal Vista - Massanutten Resort in Virginia

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$343

Massanutten Resort Retreat - Ideal Villa For Large Group To Enjoy The Resort..

Massanutten villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$282

Traditional Bungalow 9

Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$258

Luxury Living in Richmond City

Richmond apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$263

Beach Bungalow East

Norfolk bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 2 hours 29 minutes

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$258

Family Friendly Resort Cottage - Sleep 6 - Close to Theme Parks & Attractions

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$260

Spacious 3BR Cottage - Family Friendly Resort - Close to Theme Parks

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$260

Regal Vistas at Massanutten Resort Rental

Massanutten villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$401

Responds fast! avg. 3 hours 8 minutes

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$74

Governor's Green Resort 2br suite, Saturday check-in

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$83

Governor's Green Resort 2br suite, Sunday check-in

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$83

Bear Cabin Mountain Retreat indoor Hot Tub, Games

McGaheysville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

Pet friendly family farmhouse on 28 private acres.

Quinton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$460

Very Clean! Newly remodeled one bedroom with nature lake views

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$188

1 of 2 match: Boat available, Golf course on site or within 15 min walk

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Price per night from

$143

Mai Villa Hampton - Where Good Times Happen!

Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$457

Mountain Dreams*Luxury 4 Bedroom*HotTub*

Massanutten house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$320

Summit at Massanutten Resort: 2BR/2BA/Full Kitchen.

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$155

LeFay Cottage at Little Washington

Washington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$602

Massanutten Resort & Waterpark 2-bedroom condo, sleeps 8, w/loft and fireplace

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$86

Blue Fox Chalet

McGaheysville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$315

Book New Year's 2021 at Massanutten Resort NOW! ONLY one left!

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$207

Hot fun in the summertime...bring family and friends...plenty of room

Williamsburg condo

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Boat available, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$401

Romantic River Front Cabins

Luray log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

“Perfect Getaway” We absolutely loved this cabin and use it as the standard against which to judge all other rentals we consider. The cabin was spotless and quaint. We loved stargazing, exploring the creek behind the cabin, attempting to canoe, and cooking chicken in the fire ring. There is a charcoal girll available but we stayed so busy we didn't get a chance to use it. The electric fireplace in the bedroom kept us warm all night and our cat absolutely loved the cute loft. I absolutely recommend anyone considering staying in a cabin in Luray to come here. The grounds were so quiet and it was a quick drive to the Virginia Museum of the Civil War in New Market as well as the beautifully scenic drive in the Blue Ridge Mountains. We came here for our anniversary trip and we had the best time. Even 2 years onward we can't stop raving about it. We made the best memories here and would love to come again if we were ever in Virginia. This cabin is absolute perfection.

Responds fast! avg. 3 hours 49 minutes

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$212

Fabulous Mid Century Beach Retreat on James River!

Williamsburg cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$544

Try glamping in a Yurt in the Shenandoah Valley, VA

Gordonsville yurt

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$491

Kingsbay 'Bayhouse' Vacation Rental

Marion Station house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$1,140

Private Beach Cottage on Historic James River - Private Beach and Pier

Williamsburg house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$458

A Above The River Cabin - Hot Tub - River Access - Canoe/Kayaks Provided

Luray log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 43 minutes

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$446

A Rustic River Cabin - Riverfront Log Cabin - Hot Tub - Fire Pit - Kayas/Canoes

Massanutten log cabin

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 43 minutes

1 of 2 match: Golf course on site or within 15 min walk, Boat available

1 of 2 filters match

Price per night from

$457

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rentals in Wintergreen

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