
Apartment vacation rentals in Wintergreen Resort
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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

Lovingston Get-Away Lovingston, VA
Guesthouse for ADULTS ONLY/ NO kids/pets located in Lovingston, VA. There are wineries, breweries, and distilleries. We have the Wintergreen Ski Resort. The Music Festival in October. Crabtree Falls and Humpback Rock for hiking. In Nelson Co., the Blue Ridge Parkway and Skyland Drive began. Nearby is UVa's Rotunda, Monticello, Appomattox, DC, Schuyler (the Waltons). Nelson hosts peach and apple festivals each year. The beautiful foliage to be seen in the fall and winter snowy mountains.

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.

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 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.

Earth Room Suite | Quiet Blue Ridge Retreat
Find peace at Galleywinter Farm’s cozy farmhouse retreat in the Blue Ridge Mountains. Enjoy the entire private ground floor with its own entrance, rustic bathroom with Jacuzzi tub, and patio overlooking the woods. Guests love the calm, cozy energy—many say it’s the best sleep they’ve ever had. Relax in the sauna, forest bathing tub, or yoga studio and reconnect with nature in this healing, restorative space.
Popular amenities for Wintergreen Resort apartment rentals
Weekly apartment rentals

Mountain Oasis: NEW Fishersville Apartment

Spacious 2 bdrm Apartment with pool!

Amazing Views! Wintergreen Ground Level Condo

Ski In/Ski Out 3 BR Mountainside Condo!

Cozy Waynesboro Retreat w/ Patio & Washer/Dryer

Sun Outdoors Shenandoah Sandstone Lodge

Slope-Side with a Mountain View

Valley retreat
Private apartment rentals

Walk to Ski! Spacious and Pup Friendly!

Crabtree Falls Mountain Hollow Guesthouse

Big Condo*Luxe Baths*Sweeping Views*Walk2Chairlift

Luxury Condo: Stunning Slope Views, Sauna, Dogs-Ok

Mtn Vineyards Getaway

Eagles Court Ski In/Out Condo

Piedmont Place 402|Lux Vineyard & Brewery Getaway

Loft w/ Seasonal Private Covered Heated Pool
Family-friendly apartment rentals

Piedmont Place 304| Lux Vineyard & Brewery Getaway

Laurelwood Hollow: Walk to Ski & Swim

Piedmont Place 401| Lux Vineyard & Brewery Getaway

Country Oasis: NEW Fishersville Apartment

The Guest Wing at Kateri: Luxury Stay Waynesboro

Piedmont Place 301| Lux Vineyard & Brewery Getaway

Ski-In/Out on Dobie! Fantastic Views! PupsOK!

Studio Apt. in Wine/Brewery Country/on 151
When is the best time to visit Wintergreen Resort?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ573 | ﺩ.ﺇ580 | ﺩ.ﺇ485 | ﺩ.ﺇ477 | ﺩ.ﺇ488 | ﺩ.ﺇ514 | ﺩ.ﺇ514 | ﺩ.ﺇ496 | ﺩ.ﺇ510 | ﺩ.ﺇ474 | ﺩ.ﺇ481 | ﺩ.ﺇ602 |
| 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 apartment rentals in Wintergreen Resort

Total vacation rentals
Explore 30 vacation rentals in Wintergreen Resort

Nightly prices starting at
Wintergreen Resort vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Wi-Fi availability
30 of Wintergreen Resort vacation rentals include wi-fi 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
- The Plunge Snow Tubing Park
- Amazement Square
- Ash Lawn-Highland
- Massanutten Ski Resort
- Homestead Ski Slopes
- Chisholm Vineyards at Adventure Farm
- Frontier Culture Museum
- Liberty Mountain Snowflex Centre
- Wintergreen Resort
- Spring Creek Golf Club
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Cardinal Point Winery
- Glass House Winery
- Meriwether Springs Vineyard and Brewery
- Burnley Vineyards




