
Apartment holiday rentals in Wintergreen Resort
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Wintergreen Resort
Guests agree: these apartments are highly rated for location, cleanliness and more.

Endless Mountain Top Views from All The Way Up!
Our warm and inviting condo combines amazing proximity to hiking with to-die-for views of the Blue Ridge Mountains and the horizon 75 MILES distant! Our condo sits a mere 400-yd walk from the closest hiking trail and also has direct access to the ridge line walking area - perfect place for a morning stroll! This updated and modern mountain themed space features: ✸ Newly renovated! ✸ Stocked modern kitchen! ✸ Two full bathrooms! ✸ Helix Hospitality Mattresses!! ✸ Cozy Fireplace w/ wood provided!

Spacious lower level Airbnb! READ SUMMARY!
Hello everyone! I’m not going to try to convince you to stay at this Airbnb but instead address the issues that guests have complained about in reviews. This listing is priced accurately and cheap because there isn’t much besides 2 king beds, bathroom, washer/dryer. There is a bit of noise from upstairs when people walk around but usually no later than 11 PM. Please keep in mind when reviewing that you’re not paying very much to stay here. If you’re going to complain, please stay elsewhere.

Cozy stay with scenic views on a horse farmette
Cozy apartment with beautiful views on a horse farmette on the most scenic road in the county. Located within 15 miles from Charlottesville and only 6 miles from Shenandoah National Park and the Blue Ridge Parkway, this vacation rental is the perfect spot if you are looking for places to hike, scenic drives or visit the many wineries, breweries or cideries located in close proximity. The apartment is situated over the garage and has its own separate entrance offering guests plenty of privacy.

Wintergreen Getaway
Relax with the whole family at this peaceful place to stay. Enjoy morning coffee and evening cocktails on the deck fronting the golf course. You will love the location and features! Walking distance to spa, The Wintergreen Nature Foundation, and Fire & Frost. Convenient to slopes, Chestnut Springs pool and Upper Shamokin Falls. A great place to relax after a full day of hitting nearby slopes or hiking trails, and exploring Nelson 151's winery and brewery attractions. Stairs to access. WiFi!

Family and dog friendly with views and pools!
2 bed/2 full bath renovated condo at the Overlook! Dog friendly! This beautifully renovated condo is appointed with 1 king bed, 1 queen bed and an olympic queen sized sleeper sofa + pack-n-play - it is ideal escape for a couples getaway or a family vacation! Enjoy a great view of the fireworks from the balcony to ring in the New Year or to celebrate our Independence Day. There are legos, magnatiles, children’s books and a rotating assortment of other kids toys to keep kids entertained

Best Spot on the Wine/Brew Trail!
Charming, private, efficiency apartment located in the center of winery/brewery country! This efficiency offers fiber internet (super fast)! Less than a minute to Blue Mountain Brewery, Flying Fox Vineyard, and Valley Road Vineyard. Less than 5 minutes to Veritas Vineyard, Cardinal Point Vineyard, Silver Back Distillery, Afton Mountain Vineyards. 5-10 minutes to Bold Rock Cidery, Devils Backbone Brewery, Brewing Tree Brewery, Mountain Meadery, Hill Top Berry Farm, and so many more.

Blue Ridge Bliss - For family & friends to enjoy!
Welcome to Blue Ridge Bliss! Come enjoy the mesmerizing mountain top views of this well-appointed condo in The Ledges of Wintergreen Resort. It’s the perfect place to unwind, unplug and recharge. Whether here to ski, hike, or visit Virginia wineries, cideries, or craft breweries you’re sure to enjoy the beautiful views from the living room and deck. A short walk to The Highlands lift and across the street from Fire & Frost eatery and the Wintergreen Spa, this is an ideal location.

Luxury Condo: Stunning Slope Views, Sauna, Dogs-Ok
Welcome to the view from above the clouds! Our two-floor penthouse condo right on the ridge at Wintergreen Resort has stunning views of the mountains and ski slopes. On warm days, you can soak in the sun and dine al fresco on the enormous wraparound deck. On chilly nights, there’s a wood-burning fireplace for cozying up. And no matter the weather, you can soothe your muscles in the state-of-the-art infrared sauna. Whether you’re looking for peace or adventure, this is the place!

Mountain View Nest
From the moment you walk in, this condo offers endless opportunities to relax and retreat. The sweeping mountain views over the back deck provide the ideal setting for a romantic getaway, a girls weekend, or much needed time to recharge. This one bedroom/bathroom unit with a king sized bed, fully stocked kitchen, and artistic decor is located on the third floor of the Ledges. It is the perfect location for those who ski, hike, golf, or taste the flavors from local wineries.

The Barn at Haden near Wineries and C'ville
The Barn at Haden is a custom well appointed finished 2 bedroom, 1 full bath space elevated above a detached 3 car garage with a large outdoor private deck. It features a fully equipped gourmet kitchen with high end finishes. Whether staying for a night or for the weekend, it is an experience to enjoy the easy living Crozet has to offer. Walkable/bikeable to downtown Crozet, 2 miles to King Family Vineyard & Chiles Peach Orchard and 15 minutes from Charlottesville.

The Meadows of White Mountain
A newly finished space with all of the amenities and stylish attributes to have a peaceful and comfortable home away from home. The Meadows of White Mountain sit nestled into the hillside and is central to the areas many attractions. A quiet and private property. The Meadows is comfy and secluded, and in the winter months when the trees are bare the view opens up to the beautiful western mountain range. We look forward to sharing this wonderful space with you!

The highland hideaway
Welcome to our mountain retreat! Conveniently located near the Wintergarden Spa , the Nature foundation and numerous trails , our place is great to relax after skiing or to just be in the midst of nature or discover one of the many wineries and breweries nearby. 2 bedrooms : one with a queen bed and the second with a full bed . 2 bathrooms both with tubs . A fully equipped kitchen and a cozy living room with fireplace.
Popular amenities for Wintergreen Resort apartment rentals
Weekly apartment rentals

Laurelwood Hollow: Walk to Ski & Swim

Spacious Shenandoah Valley apartment with pool!

Cozy Waynesboro Retreat w/ Patio & Washer/Dryer

Sun Outdoors Shenandoah Sandstone Lodge

2 Bedroom Near Brewery Parkway 151 Downtown

FantasticView/Ski-In/Out/PupsOK!

Studio Apt. in Wine/Brewery Country/on 151

little mountain haven. True ski-in Ski out
Private apartment rentals

WalktoSki&Resort/Spacious/PupWelcome!

Crabtree Falls Mountain Hollow Guesthouse

Big Condo*Luxe Baths*Sweeping Views*Walk2Chairlift

Walk to Market/Slopes!

Spacious 2 bedroom, 2 bath condo w/ full kitchen

Luxury Guest Quarters w/Blue Ridge Mountain Views

Shenandoah Valley Atelier: NEW Waynesboro Loft

Mtn Vineyards Getaway
Apartment rentals with a hot tub

Bear Mountain Farm

Lovingston Get-Away Lovingston, VA

Suite Pea at White Lotus Eco Spa Retreat

Crows Nest at White Lotus Eco Spa Retreat

Balcony Suite at White Lotus Eco Spa Retreat

Royal Suite at White Lotus Eco Spa Retreat

Bali Suite

White Lotus Suite
When is the best time to visit Wintergreen Resort?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £118 | £120 | £100 | £98 | £101 | £106 | £106 | £102 | £105 | £98 | £99 | £124 |
| Avg. temp | 2°C | 4°C | 8°C | 14°C | 18°C | 22°C | 24°C | 23°C | 20°C | 14°C | 9°C | 4°C |
Quick stats about flat rentals in Wintergreen Resort

Total holiday rentals
Explore 30 holiday rentals in Wintergreen Resort

Nightly prices starting at
Wintergreen Resort holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Wifi availability
30 of Wintergreen Resort holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wintergreen Resort rentals

4.9 Average rating
Wintergreen Resort stays are highly rated by guests – averaging 4.9 out of 5!
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- Early Mountain Winery
- Boonsboro Country Club
- Amazement Square
- Ash Lawn-Highland
- Massanutten Ski Resort
- The Plunge Snow Tubing Park
- Homestead Ski Slopes
- Chisholm Vineyards at Adventure Farm
- Frontier Culture Museum
- Wintergreen Resort
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Liberty Mountain Snowflex Centre
- Birdwood Golf Course
- Cardinal Point Winery
- Glass House Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards




