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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Sprawling 6 Bedroom 4.5 Bath Mountain Resort HomeAmenities:Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, TV Description:The Wintergreen Chalet is a sprawling 6-bedroom 4.5 bath home located at the top of Devil's Knob Mountain within the Wintergreen Resort in the Blue Ridge Mountains of Virginia. The home sleeps 12 comfortably and is available for rent daily or weekly throughout the year. Our home is set on a private road at one of the highest elevation points in the resort and offers beautiful seasonal views of the Shenandoah Valley. |
House |
6 Beds |
4.5 Baths |
12 People |
$350 - $700 |
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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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Log Home Vacation Rental Luray Shenandoah Hot Tub - LurayAmenities:Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Discover the beauty of the Shenandoah Valley with Absolute Perfect Escape Log Cabin 2. Built in 2008, this 5 Bedroom Log cabin sleeps 2-16 comfortably. Located near Luray and the majestic Luray Caverns, this cabin offers easy access and provides seclusion in a mountain setting, with panoramic views of the Shenandoah Valley and Blue Ridge Mountains and is just a few minutes to the Massanutten Four Seasons Ski Resort. |
House |
5 Beds |
3.5 Baths |
16 People |
$325 - $325 |
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Discover Truely Natures Comfort - LurayAmenities:Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, Pets OK, TV Description:BRAND NEW LOG CABIN!!! *Every mount and chandelier in this cabin are replicas, no animal was harmed in decorating this cabin.* 'Call of the Wild Log Cabin' Nestled in the Shenandoah Valley, in the heart of the Blue Ridge Mountains is where you and your family can discover truely natures comfort when you stay at 'Call of the Wild'. Escape to the open air in the Shenandoah Valley. |
House |
3 Beds |
2 Baths |
6 People |
$189 - $225 |
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NEWLY RENOVATED 2BD 1BATH CONDO CLOSE TO THE BEACH - Virginia BeachAmenities:Beach, Ski, Golf Course, Pool, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:Just minutes from Norfolk and the downtown area's convention centers. This Condo is great for corporate clients, or those in town for a concert at one of the area's Pavilion or Amphitheaters. Great for a romantic get away or just spending time with family and friends. What ever brings you to the area, your trip to the beach will be even more enjoyable in this beautifully Remodeled 2 bdrm 1 bath condo! Newly furnished and professional decorated. |
Condo |
2 Beds |
1 Baths |
8 People |
$143 - $189 |
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Fabulous Home in Prestigious Kingsmill WMSBG - WilliamsburgAmenities:Beach, Ski, Golf Course, Pool, Hot Tub, Kitchen, Dishwasher, Washer/Dryer, Air Conditioning, TV Description:This beautiful home has been completely remodeled. It features stainless steel appliances, granite countertops, hardwood floors on the first floor, jacuzzi tub, master suite, wood burning fireplace, extensive landscaping, and a hot tub. The home has a 2 car garage, deck with patio furniture, and a chimneya for an intimate fire on the deck. |
House |
4 Beds |
2.5 Baths |
12 People |
$194 - $400 |
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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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*Best Deals* Williamsburg, Busch Gardens - WilliamsburgAmenities:Golf Course, Pool, Kitchen, Washer/Dryer, Air Conditioning, Smoking OK, TV Description:CHOOSE 1,2,3, or 4 Bedrooms, 2 and 4BRs are in more plentiful supply. Winter/off season rates as low as $400/wk! Summer/holidays $950/wk for a 2BR. Two night minimum. email me your dates and I'll give you an exact quote immediately. |
Condo |
2 Beds |
2 Baths |
6 People |
$57 - $57 |
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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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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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