Vacation Rentals & Houses in Wintergreen

Updating...

age 0-16
135 Results

Relevance

Price: low to high

Price: high to low

Reviews

135 houses

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

Massanutten townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$154

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

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$206

Kingsgate- Family Fun in Colonial Williamsburg!

Williamsburg condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$490

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

Williamsburg condo

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$400

Spacious, Comfortable & Relaxing Condo

Williamsburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$284

GREENSPRINGS VACATION RESORT

Williamsburg townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$164

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

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$200

Gordonville Va, SHENANDOAH CROSSING

Gordonsville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 58 minutes

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$137

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$401

Williamsburg Plantation 2 bedroom suite with full kitchen

Williamsburg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 32 minutes

Match: Jacuzzi or hot tub Swing set or jungle gym

All filters match

Price per night from

$172

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

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$143

New York Place is a Whole House Vacation Rental located 0.8 mi from JMU

Harrisonburg house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$422

Heavenly Comfort, Spacious Apartment

Woodbridge house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$102

Rose River Cabin on Rose River by Shenandoah National Park

Syria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$2,290

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: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$206

The Williamsburg Retreat

Norge house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$457

Spacious House by Beach, AFB, Stores & more

Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$341

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

Cambridge house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 18

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$856

Mountain Retreat to the Fox Den at Meadow Springs

Ruckersville guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

Touchstone Manor

Dyke manor house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$1,603

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$206

Chesapeake Bay Beach House in Reedville Virginia

Reedville house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Jacuzzi or hot tub, Swing set or jungle gym

1 of 2 filters match

Price per night from

$687

Spotted Fawn Cabin - Luxury Rental Cabin

Shenandoah log cabin

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 50 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$338

Lake Getaway (paddle boards included)

Mineral house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 13 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$401

The Colonies at Williamsburg 4-Bedroom, 4 Baths, Sleeps 12, 2 Full Kitchens

Williamsburg condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

“Great accommodation with lovely outdoor pool for children” Great location. Good kitchen facilities with useful washing machine. Food Lion less than 5 minutes away made breakfast easy. Easy access to main road with restaurants etc. 15 mins to colonial Williamsburg and then less than 30 to Jamestown and Yorktown. Helpful reception and free racket hire for tennis courts. All round a great place to stay with young and older children. Everyone friendly and everything very clean. Kids loved slides and basketball hoops in the pools and that made the holiday for us.

Responds fast! avg. 2 hours 26 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$404

King's Creek Plantation: 1-Bedroom / Sleeps 4 / Full Kitchen

Williamsburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 26 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$143

Westhampton Guest House

Richmond guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$154

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: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$212

Newly Renovated Lake Access Home with Hot Tub and Boat Slip

Mineral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$172

Williamsburg, VA: 2 BR Condo w/Pool, Near Historic Williamsburg & Busch Gardens

Williamsburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$132

Family-Friendly Condos w/ Two Pools, Mini Golf, Nearby History & Full Kitchen

Williamsburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$132

Family-Friendly Condos Near Historic Attractions w/ Two Pools & Mini Golf

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$111

Responds fast! avg. 1 hour 31 minutes

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$91

Club Wyndham Governor's Green Resort

Williamsburg tower

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$200

The Legends Getaway

Bryantown house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$599

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$457

Peak Retreat - Hot tub - Foosball table - Screened in Deck

McGaheysville house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$326

The Madeline Cabin Nestled in the Shenandoah Mountains

Luray house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Swing set or jungle gym, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$217

Viewing 38 of 135
rentals in Wintergreen

×

Also consider