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Wintergreen Cheap Rentals

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173 rentals in Wintergreen.
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Reconnect with family & friends at our large, private, stylish Wintergreen home
Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Wintergreen Retreat - New Luxury Post & Beam Home, Devils Knob
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Large and Luxurious Exec 5BR House
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
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Heavenly view from the top of the Mountain. Pet Friendly. Come relax!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Newly Renovated 5-BR Home with Unbeatable Views at the Top of Wintergreen
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Wintergreen Five Star Rated One Bedroom Condo at affordable prices.
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Family Time, Ski/tube, Hike, Swimming, Parking Pass, Great Restaurants & more!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Walk to slopes/Mountain Inn
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Spectacular Ski Chalet, 3 BR, 2.5 Bath, Great Location.
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Virginia Blue Ridge Mountains - Wintergreen Resort/Devils Knob
Rental Home
5 bedrooms
6 bathrooms
Sleeps 11
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Save time - get the best Wintergreen rentals sent straight to your email!
Beautiful Mtn. View, Steps to Slopes, Member Guest Pass, 25% off mid-week**
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
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Luxurious New 4BR House: Ski, Hike, Bike, Tennis and Spa - Reserve Now!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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Beautiful Mountain Home on the 1st Green of the Devils Knob Golf Course
Rental Home
5 bedrooms
7 bathrooms
Sleeps 8
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Big Deck+Fire Pit+ Hot Tub+ Comfy Beds+ Gourmet Kitchen=FUN in WINTERGREEN!!!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Cozy Condo in the Heart of Wintergreen! Pet friendly.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Fully renovated and new to the market, tons of upgrades and beautiful views!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Relaxing 3 bdrm Mountain Cabin on Wintergreen Resort
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Premium House with amazing VIEWS and upgraded amenities throughout
Rental Home
5 bedrooms
6 bathrooms
Sleeps 12
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Marley's Cabin in Wintergreen, VA
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Ski-in/Ski-out condo with mountain views
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 9
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Mountain Escape at 'Wine-tergreen' Condo
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Views On The Shenandoah Valley And Minutes To The Slopes.
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Golf Front Home with Member Access to Devil's Knob and All Resort Amenities
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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Beautiful Wintergreen Retreat
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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2 Bdrm Condo - Mountain Views, Great for Skiing & Pet Friendly
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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SKI IN SKI OUT! Next to Mountain Inn, Sleeps 4 Best location on mountain!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Ski-in/Ski-out: Beautiful Mountain & Valley Views - Walk to pool, fitness, trail
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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Condo at Wintergreen! Join us for your winter vacation!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Spectacular Four Season View Mountain Retreat
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
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Best Location & View on Mtn - Pets OK - ski in/out
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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New listing- Five minute walk to slopes and village!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Ski in/ski out LUXURY slope side condo overlooking Wintergreen slopes. Beautiful
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
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Kick back at Virginia’s premier ski and golf resort
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Beautiful 6-BR Home - Sleeps 16
Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
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Three Ridges Haven- Devils Backbone Brewing Company
Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
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Walk to Hiking Trails, Ski Slopes, Festivals, Restaurants, & Other Events
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Safe, Secure, Super Clean Rural Retreat with Top of Mountain Views
Rental Home
4 bedrooms
5 bathrooms
Sleeps 9
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Three Timbers at Wintergreen Resort - Walk to Slopes - Guest Passes!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Best views on Mountain! BOOK NOW! Guest Passes!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Ro's Retreat--Cozy Clean 3 Bed 3 full Bath condo Family Discounted
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Authentic Log Cabin- Available for Christmas due to last minute cancellation!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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You deserve it all! Awesome Views, Comfy Condo, Elevator, & Shuttle Service!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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True Ski-in/out Condo! Step off the deck onto the beginner slopes!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
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Wintergreen Resort Home w/ Deck - 5 Min to Slopes!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Eagles Court Ski In/ Ski Out Condo, Free Wifi, Discounted Weekday Rates!!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Exclusive Mountain, Private, Safety Fogging/disinfectant extras
Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
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Mountain Getaway on 151 Brew Ridge Trail.
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
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Breathtaking views! Beautifully decorated.
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
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Sep Available- Luxury House on Mountain w/ Resort Membership
Rental Home
3 bedrooms
5 bathrooms
Sleeps 8
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