Nestled amongst the Blue Ridge Mountains, the Wintergreen resort area draws year-round vacationers who appreciate endless outdoor activities in an immaculate setting. Guests of Wintergreen vacation rentals will find themselves in a nature playground offering world-class golfing and tennis, ski slopes galore, wildflower-abundant hiking trails and local restaurants catering to healthy appetites. Visitors will appreciate relaxing by the fireside of their Wintergreen rentals after tackling the many groomed snowy slopes offered by the Wintergreen ski resort. With breathtaking views carefully preserved by the area's nature foundation, visitors will no doubt return to this enduring family vacation destination.
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Wintergreen Vacation Rentals
Wintergreen Vacation Rentals - Search Over 250,000 Listings
| Featured Rentals | Type | Beds | Baths | Sleeps | Rate | |
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WINTERGREEN MOUNTAIN HOUSE - WintergreenAmenities:Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Pets OK, TV Description:Enjoy the Blue Ridge Mountains- Get away from the crowds and enjoy Golf, Tennis, Skiing, Hiking, Pools, Lake, Horses, etc. in the luxury of Wintergreen Resort. Our house has 2 great rooms/2 decks- 2 queen bed bedrooms/1 bunk bed bedroom (with 4) and full futon in loft-lots of room to enjoy! Full kitchen with microwave/all appliances- not a stark rental unit. Rent from the owner and save! Rental includes passes for free activities and discounts on golf/skiing/tennis. |
House |
3 Beds |
2 Baths |
8 People |
$154 - $200 |
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Fab Mountaintop Condo at Wintergreen ResortAmenities:Ski, Kitchen, Dishwasher, Washer/Dryer, TV Description:Three-bedroom, three-bath condo with mesmerizing eastern view and perfectly situated at classy Wintergreen Resort, Virginia's top skiing resort and a super escape from sweltering summer weather, with 45 holes of championship golf, clay tennis courts, and a lake and beach for the kids. |
Condo |
3 Beds |
3 Baths |
6 People |
$150 - $150 |
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LUXURY AT IT'S BEST - Virginia BeachAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Just to name a few of the many amenities this 4,000sf home has there are two master bedroom! One first floor master with Queen Size bed, sitting area and large full bath. Huge second floor master with king size bed and a super bath you have to see to believe. Two level foyer, hardwood floors, family room with 42-inch flat screen TV and Marble gas fire place. A huge fully equipped Gourmet kitchen with granite counter tops, hardwood floors and professional series appliances. |
House |
6 Beds |
4 Baths |
12 People |
$643 - $800 |
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'Mountain Laurel Chalet' - WintergreenAmenities:Ski, Pool, Kitchen, Washer/Dryer, Air Conditioning, Pets OK Description:Privacy and Views Abound Perched on a scenic knoll just a stones throw from the entrance to Wintergreen Ski Area and all season resort. This beautiful three bedroom, two bath chalet has Views! Views! Views! Super views from every window in the cabin. the rustic family room boasts a floor to ceiling stone Fireplace and the kitchen is fully equipped. Tongue and groove knotty pine flooring and barn wood walls throughout add to the warmth and coziness of this chalet. Play pool on the 7 foot barroom |
House |
3 Beds |
2 Baths |
8 People |
$214 - $250 |
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SINGLE FAMILY HOUSE - AlexandriaAmenities:Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Fully furnished home at your desposal. Rental is weekly rate. Bring as many of friends as you'd like. Save on eating out by cooking when you'd like in loaded kitchen. NEAREST MAJOR CITY: WASHINGTON DC ( 12 MILLES) |
House |
4 Beds |
3 Baths |
10 People |
$181 - $200 |
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Luxury 6BR Home in Wintergreen Resort - WintergreenAmenities:Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Newly built in 2004, this is a beautiful 6 bedroom, 4.5 bath home in the heart of Wintergreen Resort. Approximately 2.5 miles from the Mountain Inn, this home is convenient yet sits on a quiet street with little traffic. The yard is fenced (dogs are welcome), there are two master bedrooms on the main level, and there is a beautiful great-room with stone fireplace. Satellite internet and television, full-size laundry facilities, and much more. |
House |
6 Beds |
4.5 Baths |
12 People |
$129 - $800 |
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Williamsburg - KINGSMILL LUXURY VACATION HOMEAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:Our beautifuly Kingsmill Vacation Home is now available for immediate occupancy. A tenant that booked the property for all of May and the first 3 weeks of June has just cancelled. The LPGA Michelob Golf Tournament is coming up (May 5 - 11), and the weather is beatiful in Williamsburg this time of year! Our home is close to Busch Gardens, Water Country USA, and Colonial Williamsburg. Enjoy the hot tub while you grill a meal for the family! Live in Luxury, close to everything in Williamsburg. |
House |
5 Beds |
2.5 Baths |
12 People |
$194 - $194 |
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Williamsburg - Marvelous Home Close to Busch GardensAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK Description:This beautiful transitional style home has a light, bright, open floor plan. The living room has an inviting fireplace and queen sized sleeper sofa. The kitchen has new granite countertops with everything you need to prepare a full course meal during your vacation. The bedrooms feature a king sized bed in the master, queen sized in the guest bedroom, and a bunk bed in the third bedroom. The home comfortably sleeps 8 guests. |
House |
3 Beds |
2.5 Baths |
8 People |
$113 - $180 |
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Bear Valley River cabin on the Shenandoah River - LurayAmenities:Beach, Ski, Golf Course, Hot Tub, Kitchen, Washer/Dryer, Air Conditioning, TV Description:Our cabin at Bear River Valley has everything you want to augment your relaxation in the peaceful harmony of the Shenandoah River. Sit around the campfire with your feet in the river, listening to the calls of 100 different birds. Free canoes sit nearby for your immediate use. Make sure to grab the oars and life jackets from the shed before heading out! |
House |
2 Beds |
1 Baths |
6 People |
$164 - $225 |
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Private Oasis Close to Busch Gardens Williamsburg - WilliamsburgAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:This beautifully restored home is located off of a private driveway and provides privacy and serenity on just under an acre. The home has an excellent location just outside of Williamsburg. It is a 10-15 minute drive to Busch Gardens, Water Country USA, and Colonial Williamsburg. |
House |
5 Beds |
2 Baths |
14 People |
$110 - $350 |
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