Wintergreen Virginia Private Vacation Rental Homes & Cabins

Browse below to explore our assortment of private vacation rental homes & cabins near Wintergreen Resort in Nellysford, VA

The scenic Nellysford, VA is located within Nelson County and is home to Wintergreen Resort!

This exquisite destination is the prime gathering point for all ages and conveniently located between Charlottesville and historic Staunton, VA just off Interstate 64. Experience each season of the year with fresh air and the sounds of nature when at Nellysford. 

Key attraction, Wintergreen Resort, is open year-round and offers exciting activities like mountaintop skiing and snow tubing in the winter, or golfing.  Swimming in Lake Monocan during the warmer months is also a highly desired and fun-filled experience when driving through on the Shenandoah National Park.  Lake Monocan is located just around the corner and is open to the public. 

You may have even heard of Nelson 151- The destination for award-winning Virginia craft beverages, local food and artisans, and amazing natural beauty.  Virginia Route 151 is a state designated scenic byway on the sunrise-side of the Blue Ridge that is home to the Nelson 151 community.  Such a treasurable experience you won't want to miss!  

Choose from several local favorite dining and beverage options such as Devil's Backbone Brewery (with dining), Bold Rock Distillery, Valley Road Vineyards, and Blue Mountain Brewery (with seasonal dining). 

Whether your travels include a visit to the University of Virginia (Go Hoos!) or seeking hiking the infamous Crab Tree Falls, there is bound to be excitement over every rolling hill. Join us to experience the best of the Blue Ridge Mountains of Virginia! 

*Wintergreen Loyalty Group Participant* - Enjoy discounts for various nearby attractions like breweries and wineries, restaurants, retailers, and more! Available on select TripForth rental homes.

Properties Available 3 properties available
Welcome to Alpine Adventure at Wintergreen Resort, where luxury meets convenience in the heart of Virginia's winter paradise! This spacious 5-bedroom rental, aptly named Alpine Adventure, promises an unforgettable stay for up to 10 guests. Nestled within the vibrant Wintergreen Resort, our accommodation offers the perfect blend of comfort and adv
Alpine Adventure at Wintergreen
$125.00 - $435.00 / per night
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to Midnight Rose at Wintergreen! Nestled amongst the Blue Ridge Mountains, this three-bedroom, three-bathroom rancher offers a rejuvenating and exhilarating vacation experience. The beautifully landscaped property provides a breath of fresh air and a serene place to unwind but maintains close proximity to local attractions! Whether you'??re
Midnight Rose at Wintergreen
$115.00 - $355.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Leave the hustle and bustle of everyday life behind and escape to the mountains of Virginia with Hillside Hideaway at Wintergreen! Discover a unique mountain home located in the Valley & Ridge Region of Virginia, Wintergreen is known far and wide for its breathtaking mountain scenery. Experience quality accommodations, photo-worthy scenic vistas, a
Hillside Hideaway at Wintergreen
$225.00 - $1,165.00 / per night
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 20 guests

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TripForth Reservation Terms

Click below to review TripForth's cancellation policies, check-in/check-out info, pet policies, travel/damage insurance plans, and more!

24-Hour Check-In

Keyless entry available. Access codes distributed 24 hours prior to check-in.


Available on select community accommodations. Additional agreement & fees apply.

Noise Ordinance

Quiet hours are 9pm – 7am daily.

Open Fires

Fire pits available on select community accommodations. Covers required during use.

Pet Friendly

Dog friendly options are available on select community accommodations. Additional fees apply.

Security Deposit

Refundable security deposit or damage protection insurance plan required.


All accommodations are non-smoking. Smoking is permitted outside only. Violations result in maximum fines and eviction.


Need additional cleaning services or towel sets during your stay? Contact TripForth prior to arrival to make arrangements.


Contact our team in advance to arrange an earlier check-in time or a later check-out time. Fees may apply.


Purchase firewood bundles at the time of booking. Contact TripForth at least 24 hours prior to arrival to arrange firewood.

Basic Necessities
Nellysford, VA

Basic Necessities celebrates the European mentality which places value on thoughtful food preparation, conversation and relaxation. Located at 2226 Rockfish Valley Highway Nellysford, VA. 

Wintergreen Resort
Nellysford, VA

Spanning 11,000 acres on the eastern slopes of the Blue Ridge Mountains, treat yourself to magnificent mountain views, sumptuous luxury, and thrilling recreation at Wintergreen Resort. Located at 39 Mountain Inn Loop Nellysford, VA.