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Holiday Homes in Wintergreen

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168 rentals in Wintergreen.
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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
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
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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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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Walk to slopes/Mountain Inn
4 bedrooms
4 bathrooms
Sleeps 10
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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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A Dog-Friendly Vacation Home in Mountains - Skiing, Golf, Hiking, Indoor Pool
4 bedrooms
3 bathrooms
Sleeps 8
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Perfect Place!! Fantastic Views, Skiing, Golf, Swim, Hiking, Wineries, etc.
3 bedrooms
3 bathrooms
Sleeps 6
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Discounted Rates/Long & Short term rentals available- Pets Stay Free!!
2 bedrooms
2 bathrooms
Sleeps 6
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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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Well-appointed 1BR condo, sleeps 4. Only 2 min walk to slopes & dining.
1 bedroom
1 bathroom
Sleeps 4
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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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Awesome Mountain Retreat Home! Nestled in Wintergreen With Location Location!
3 bedrooms
4 bathrooms
Sleeps 8
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SKI IN SKI OUT! Next to Mountain Inn, Sleeps 4 Best location on mountain!
1 bedroom
1 bathroom
Sleeps 4
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Wintergreen Home w/ Hot Tub, Deck & Mountain Views
3 bedrooms
2 bathrooms
Sleeps 8
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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 7
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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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Spectacular Four Season View Mountain Retreat
3 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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BEAUTIFUL HOUSE IN WINTERGREEN RESORT, SLEEPS 18 GUESTS. CLOSE TO WALKING TRAILS
5 bedrooms
3 bathrooms
Sleeps 18
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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
Luxury Custom Home in Wintergreen Resort Area!
3 bedrooms
4 bathrooms
Sleeps 10
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1 other traveller has booked this property
Mountaintop Lodge, Wintergreen Resort
9 bedrooms
10 bathrooms
Sleeps 24
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Wintergreen Home w/ Resort Passes, Steps to Slopes
5 bedrooms
5 bathrooms
Sleeps 12
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3 other travellers have booked this property
Cozy, Clean and Convenient Mountain Condo - King Bed & Dog Friendly
1 bedroom
1 bathroom
Sleeps 4
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4 other travellers have booked this property
Wintergreen Resort Mountain Condo w/ Pool Access!
2 bedrooms
2 bathrooms
Sleeps 6
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4 other travellers have booked this property
Updated Wintergreen Resort Home w/ Mountain Views!
3 bedrooms
3 bathrooms
Sleeps 7
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1 other traveller has booked this property
Wintergreen Condo w/ Mtn Views & Shuttle to Resort
3 bedrooms
3 bathrooms
Sleeps 8
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2 other travellers have booked this property
Updated Condo w/ Deck - 1 Mi to Wintergreen Resort
4 bedrooms
4 bathrooms
Sleeps 8
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'5 Peaks' Luxury Wintergreen Resort Home w/Hot Tub
3 bedrooms
3 bathrooms
Sleeps 8
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2 other travellers have booked this property
Wintergreen Cabin w/Private Hot Tub, Deck & Views!
3 bedrooms
3 bathrooms
Sleeps 6
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