Vacation Rentals & Houses in Wintergreen

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

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$201

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

Williamsburg condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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

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Price per night from

$551

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

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$261

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

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

All filters match

Price per night from

$261

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

All filters match

Price per night from

$261

Traditional Bungalow 9

Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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

All filters match

Price per night from

$259

Luxury Living in Richmond City

Richmond apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

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

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Price per night from

$264

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

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Price per night from

$222

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

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Price per night from

$340

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

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Price per night from

$222

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

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

All filters match

Price per night from

$86

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

All filters match

Price per night from

$144

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Regal Vistas at Massanutten Resort Rental

Massanutten villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$402

Henrys Mountain Haven at Massanutten Resort

Massanutten house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$345

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

Massanutten villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$283

Beach Bungalow East

Norfolk bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 2 hours 29 minutes

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

1 of 2 filters match

Price per night from

$259

Responds fast! avg. 3 hours 8 minutes

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

1 of 2 filters match

Price per night from

$83

Kingsbay Cottage/Chalet

Marion Station house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

1 of 2 filters match

Price per night from

$402

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

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles 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, Saturday check-in

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

1 of 2 filters match

Price per night from

$288

LeFay Cottage at Little Washington

Washington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$603

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

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$155

Pet friendly family farmhouse on 28 private acres.

Quinton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$462

Very Clean! Newly remodeled one bedroom with nature lake views

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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

1 of 2 filters match

Price per night from

$189

Mountain Dreams*Luxury 4 Bedroom*HotTub*

Massanutten house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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

1 of 2 filters match

Price per night from

$321

Mai Villa Hampton - Where Good Times Happen!

Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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

1 of 2 filters match

Price per night from

$459

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

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$402

Blue Fox Chalet

McGaheysville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$316

Where you want to be

Onancock apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

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

1 of 2 filters match

Price per night from

$138

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, Bicycles available

1 of 2 filters match

Price per night from

$1,142

Find unspoiled natural beauty, slower pace and genuine southern hospitality...

Cape Charles house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

1 of 2 filters match

Price per night from

$222

Sloop Creek Cottage

Reedville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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

1 of 2 filters match

Price per night from

$316

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

1 of 2 filters match

Price per night from

$1,090

Beautiful Waterfront Home, Private Pool and Water Amenities- Sleeps 16

Cambridge house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 18

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

1 of 2 filters match

Price per night from

$861

Pond House on Huge Horse Farm

Charlottesville cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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

1 of 2 filters match

Price per night from

$253

Viewing 38 of 50
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