Vacation Rentals & Houses in Wintergreen

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Responds fast! avg. 3 hours 10 minutes

Match: Pool or snooker table Golf course on site or within 15 min walk

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Price per night from

$83

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

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$206

Regal Vistas at Massanutten Resort Rental

Massanutten villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$401

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

Williamsburg condo

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$401

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

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$344

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

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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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

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Price per night from

$549

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Price per night from

$260

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Price per night from

$366

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Price per night from

$418

Mountain Dreams*Luxury 4 Bedroom*HotTub*

Massanutten house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Pool or snooker table Golf course on site or within 15 min walk

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Price per night from

$320

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Price per night from

$366

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

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$86

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Luxury Living in Richmond City

Richmond apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$264

Beach Bungalow East

Norfolk bungalow

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 2 hours 29 minutes

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$259

Henrys Mountain Haven at Massanutten Resort

Massanutten house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$226

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

Massanutten villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$282

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

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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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: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$260

Traditional Bungalow 9

Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$258

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

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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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: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$83

Kingsbay Cottage/Chalet

Marion Station house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$401

Bear Cabin Mountain Retreat indoor Hot Tub, Games

McGaheysville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$287

LeFay Cottage at Little Washington

Washington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$602

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

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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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: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$461

Very Clean! Newly remodeled one bedroom with nature lake views

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$188

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$144

Mai Villa Hampton - Where Good Times Happen!

Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$457

Prime Location Downtown RVA, walkable to restaurants, mins to VCU

Richmond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 5 minutes

1 of 2 match: Golf course on site or within 15 min walk, Pool or snooker table

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Price per night from

$183

1 of 2 match: Golf course on site or within 15 min walk, Pool or snooker table

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Price per night from

$458

Blue Fox Chalet

McGaheysville house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Golf course on site or within 15 min walk

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Price per night from

$315

A Shenandoah Valley View - Luxury Home

Massanutten house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 43 minutes

1 of 2 match: Golf course on site or within 15 min walk, Pool or snooker table

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Price per night from

$355

Hoopers Island Bayside Studio, 360 Degrees WATER VIEWS near IRONMAN Cambridge

Fishing Creek apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“What a fantastic stay!” As soon as we stepped out of our car, we felt like we hit the jackpot. The views in front and in back of the house are breathtaking, with water stretching to the horizons. Inside the house, we found all that we could need and more. The décor was adorable, though both aesthetically and functionally vintage. We found a very thoughtful welcome bag and bottle of wine on the dining table as soon as we walked in. A variety of items found throughout the house make for a very comfortable and carefree stay (including a blender, coffee maker, coffee, a wide variety of DVD/VHS movies, and more). The kitchen was fully stocked with all of the essentials, as well as a great assortment of spices. It truly feels like your home away from home. Fishing Creek is a modest town, but houses some of the friendliest people. There is only one general store and one restaurant – both terrific. We arrived at the general store five minutes after closing and they still opened the doors for us. The restaurant, Old Salty’s, has fast, friendly, and accommodating service and the food is very good. Not to mention, the largest and cleanest oysters we have ever tried. We spent much of our time relaxing and enjoying the amenities that the Haven provides. The screened porch makes for a wonderful place to have an outdoor dinner. The fire pit in the back kept us warm as we took in some of the most beautiful sunsets we have ever seen. We even caught a few crabs just off the dock up front, using the crab traps that Debi provided. Unfortunately, we found no luck with catching any fish. Debi was out of town during our stay, yet she still provided wonderful service. Her responses to text messages and e-mails were always very prompt. She left the Haven very tidy for us, and included a detailed instruction manual that covered scenario we may have come across. It’s obvious she puts a lot of thought into giving her guests a pleasant stay, and it surely pays off. We really enjoyed our time at the Haven, and have already talked about a possible return trip in the future. Thanks Debi!

1 of 2 match: Golf course on site or within 15 min walk, Pool or snooker table

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Price per night from

$206

Old Wagon Lodge In Shenandoah Woods

Luray house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

“Relaxing!” We had a wonderful time!The game room was awesome. The cabin was nice and clean. Everything we needed was provided. We live in Hampton Roads, which is very busy and noisy,so to be on top of a mountain,and the only sounds were that of nature was a welcome change. We were very close to Luray Caverns, and the local Food Lion. We spent Saturday hiking in the woods around the cabin. Just loved it! The locals were the epitome of southern hospitality. I highly recommend Old Wagon Lodge. :)

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Golf course on site or within 15 min walk, Pool or snooker table

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Price per night from

$243

Recently Renovated Home Just 1 Block From Beach

Virginia Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Golf course on site or within 15 min walk, Pool or snooker table

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Price per night from

$516

Amazing Grace Getaway

Luray house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great time” We had a great time in this house. First of all, there was not a speck of dirt when we moved in. The house is perfectly situated. 10 mins from Luray, 20 from Shenandoah River Outfitters and 10 from the Thorton Gap. We did a canoeing trip, two greats hikes and a rafting trip all in 4 full days. We could've easily stayed for more. We're looking forward to staying again...

1 of 2 match: Golf course on site or within 15 min walk, Pool or snooker table

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Price per night from

$373

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