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Wintergreen Holiday Rentals

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163 rentals in Wintergreen.
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Secluded 2BR Pet-Friendly Cabin on Mountain Stream-Screen Porch
2 bedrooms
1 bathroom
Sleeps 4
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9 other travellers have booked this property
Pet Friendly Virginia Blue Ridge Mountain Cabin Rental-Foxwood
3 bedrooms
1 bathroom
Sleeps 8
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12 other travellers have booked this property
July Available: Luxury Mountain House on Golf Course w/ Resort Membership
3 bedrooms
4 bathrooms
Sleeps 8
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15 other travellers have booked this property
The Bear Dance Cabin at Wintergreen
3 bedrooms
2 bathrooms
Sleeps 6
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67 other travellers have booked this property
WINTERGREEN MOUNTAIN HOUSE
4 bedrooms
2 bathrooms
Sleeps 8
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22 other travellers have booked this property
The Mountain House
5 bedrooms
3 bathrooms
Sleeps 14
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4 other travellers have booked this property
CRAZY AMAZING get-a-way! (Crazy, in a GOOD way)
5 bedrooms
6 bathrooms
Sleeps 13
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16 other travellers have booked this property
Fit for a KING ( king size beds!)
5 bedrooms
4 bathrooms
Sleeps 10
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27 other travellers have booked this property
Tyro Slope-Side House Ski In/Out Yr Rnd Views w/AC
3 bedrooms
2 bathrooms
Sleeps 8
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16 other travellers have booked this property
2BR Walkout Condo Private and Cozy!
2 bedrooms
2 bathrooms
Sleeps 5
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9 other travellers have booked this property
Wintergreen Home w/Private Decks - Walk to Resort!
3 bedrooms
2 bathrooms
Sleeps 8
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9 other travellers have booked this property
The Retreat at Wintergreen
4 bedrooms
4 bathrooms
Sleeps 12
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2 other travellers have booked this property
Dogwood Haven
2 bedrooms
1 bathroom
Sleeps 4
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1 other traveller has booked this property
2BR Ski-In Ski Out Condo!
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Mtn. View, Steps to Slopes, Member Guest Pass, 25% off mid-week**
2 bedrooms
2 bathrooms
Sleeps 8
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VIEWS! Private Hot Tub! Luxury Chalet w/Resort Passes/Slopeside Parking
3 bedrooms
3 bathrooms
Sleeps 7
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Winter Ski Get-Away. 2 BR/2 BA Condo. Resort Passes.
2 bedrooms
2 bathrooms
Sleeps 5
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Eagles Court Ski In/ Ski Out Condo, Free Wifi, Discounted Weekday Rates!!
2 bedrooms
2 bathrooms
Sleeps 7
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Charming Log Cabin Home with Passes!
4 bedrooms
2 bathrooms
Sleeps 10
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Wintergreen Home-Great for Families-Great Location
4 bedrooms
3 bathrooms
Sleeps 8
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Walk to Hiking Trails, Ski Slopes, Festivals, Restaurants, & Other Events
3 bedrooms
2 bathrooms
Sleeps 6
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Best views on Mountain! BOOK NOW! Guest Passes!
2 bedrooms
2 bathrooms
Sleeps 6
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1 BR condo w/ internet sleeps 4. Only 2 min walk to top of Mt.
1 bedroom
1 bathroom
Sleeps 4
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Wintergreen VA, 4 Season Resort Vacation Rental
5 bedrooms
4 bathrooms
Sleeps 14
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Available For Long Term Rentals
2 bedrooms
2 bathrooms
Sleeps 6
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NEW! Gold Rated Interior & Easy Walk to Slopes! Access Passes+WiFi
2 bedrooms
1 bathroom
Sleeps 6
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Premium House with amazing VIEWS and upgraded amenities throughout
5 bedrooms
6 bathrooms
Sleeps 12
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Ski-in/Ski-out: Beautiful Mountain & Valley Views - Walk to pool, fitness, trail
3 bedrooms
3 bathrooms
Sleeps 8
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Now Booking for Hiking Tennis, Golf and Romantic Getaways
2 bedrooms
2 bathrooms
Sleeps 4
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Now Booking for Hiking Tennis, Golf and Romantic Getaways
2 bedrooms
2 bathrooms
Sleeps 4
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Best Location & View on Mtn - Pets OK - ski in/out
2 bedrooms
2 bathrooms
Sleeps 6
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5 Star Luxury Home w/ Resort Passes/Must Read Reviews
4 bedrooms
4 bathrooms
Sleeps 12
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Great Views, Close To Ski/Golf/Hiking/family Fun
3 bedrooms
3 bathrooms
Sleeps 8
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Views On The Shenandoah Valley And Minutes To The Slopes.
3 bedrooms
3 bathrooms
Sleeps 6
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Still skiing at Wintergreen Resort
2 bedrooms
1 bathroom
Sleeps 4
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SPECIAL! $295. AMAZING SLOPE SIDE next to BlueRidge Express.Gold Rated + Passes!
2 bedrooms
2 bathrooms
Sleeps 8
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Perfect 3 BR w/ 2 Family Rms near Top of Mtn & Amenities
3 bedrooms
2 bathrooms
Sleeps 10
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Ski Chalet - Back on rental market 08/21/18
3 bedrooms
2 bathrooms
Sleeps 9
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Awesome Mountain Retreat Home! Nestled in Wintergreen With Location Location!
3 bedrooms
4 bathrooms
Sleeps 8
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Wintergreen Home w/ Hot Tub, Deck & Mountain Views
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Fall and Winter Mountain Retreat-2 Bedroom Condo
2 bedrooms
2 bathrooms
Sleeps 4
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The Nestled Inn - New for Rent - Walk to Slopes! Townhome 2bed/2bath w/Loft
3 bedrooms
2 bathrooms
Sleeps 8
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4BR Luxury Ski IN/OUT Mountain Home on Upper Tyro slope. No-Snow Guaranty. 7th
4 bedrooms
2 bathrooms
Sleeps 10
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BEAUTIFUL HOUSE IN WINTERGREEN RESORT. ACROSS FROM SUMMER POOL/PICNIC PAVILION.
4 bedrooms
3 bathrooms
Sleeps 10
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New listing- Five minute walk to slopes and village!
2 bedrooms
2 bathrooms
Sleeps 6
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Platinum Ski-Out Dobie Condo Presidents Day Weekend now available!
2 bedrooms
2 bathrooms
Sleeps 6
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BEAUTIFUL HOUSE IN WINTERGREEN RESORT, SLEEPS 18 GUESTS. CLOSE TO WALKING TRAILS
5 bedrooms
3 bathrooms
Sleeps 18
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Down On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities
2 bedrooms
2 bathrooms
Sleeps 6
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8 other travellers have booked this property
Up-On 18th! Walk to Golf Clubhouse, Spa, Pool, Membership Access to Facilities
2 bedrooms
2 bathrooms
Sleeps 6
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8 other travellers have booked this property
Slopeside Studio in Wintergreen - Ski-In/Ski-Out!
0 bedrooms
1 bathroom
Sleeps 2
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1 other traveller has booked this property
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