
Apartment vacation 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!

Studio Apt. in Wine/Brewery Country/on 151
Clean & bright studio apartment with full kitchen & full bath. Less than 1 mile from Blue Mt. Brewery and Flying Fox Vineyard. Cardinal Point Vineyard, Afton Mountain Vineyard, Silverback Distillery, Valley Road Vineyard & Veritas Vineyard all between 2-5 miles away. Right on 151 also known as "alcohol alley". Tons of breweries, distilleries, ciderys & vineyards all up and down the road. The setting is peaceful. Apt. has fiber internet and Apple TV. Pets welcome for 30 dollars per pet.

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.

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.

Big Blue #1: Spacious&Modern. Close to Downtown
We welcome you to come stay with us while visiting our small town of Staunton. The Big Blue House #1 is on the 1st floor in a Up/Down Duplex with ample parking. This century home has been updated but still has it's old fashion feel. We are in a central location in Staunton. Just minutes from our lovely downtown. Whether you are visiting Staunton, visiting family or on a work trip. Come enjoy your stay at this conveniently located, spacious and modern unit.

Wow! What A View!
Experience the Beauty of Wintergreen Resort from Our Cozy Condo! Welcome to your perfect mountain getaway! Our recently renovated 2-bedroom, 2-bathroom condo offers breathtaking ridge views and all the comforts of home. With two king beds, a fully stocked kitchen, and modern amenities like WiFi, air conditioning, and an in-unit washer/dryer, this is the ideal retreat for your next adventure—whether it's skiing, hiking, or simply relaxing in nature.

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

Snowbody Knows!

Spacious 2BR Apartment w/ Pool & Fenced Yard

Cozy base camp for blue ridge adventures

Walk to ski! Updated condo w/ balcony & fireplace.

Slope-Side with a Mountain View

Valley retreat

Basic City Location, Studio Space Downtown

Valley Oasis: NEW Fishsersville Apartment
Private apartment rentals

Walk to Ski! Spacious and Pup Friendly!

Crabtree Falls Mountain Hollow Guesthouse

Laurelwood Hollow: Walk to Ski & Swim

Big Condo*Luxe Baths*Sweeping Views*Walk2Chairlift

The highland hideaway

Weller’s Retreat at Stone Ridge

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

Family and dog friendly with views and pools!
Family-friendly apartment rentals

Queen City Hideaway

The Storefront: Downtown Staunton + Unique Stay

Walker's dream. Close to downtown.

Lewis Creek Loft

Downtown Luxe: Luxury Vintage + Downtown

Updated Victorian Welcomes You & Your Pets

the apARTment on Church

Willow Ridge
When is the best time to visit Wintergreen Resort?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,613 GYD | G$33,031 GYD | G$27,596 GYD | G$27,178 GYD | G$27,805 GYD | G$29,268 GYD | G$29,268 GYD | G$28,223 GYD | G$29,059 GYD | G$31,359 GYD | G$30,104 GYD | G$35,540 GYD |
| 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 G$20,906 GYD per night before taxes and fees

Verified guest reviews
Over 1,640 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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- Apartment rentals Nelson County
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- Shenandoah National Park
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Blenheim Vineyards
- Amazement Square
- Homestead Ski Slopes
- Liberty Mountain Snowflex Centre
- Cardinal Point Winery
- Glass House Winery
- University of Virginia
- John Paul Jones Arena
- Devils Backbone Brewing Co Basecamp
- James Madison University
- White Lotus Eco Spa Retreat
- Monticello
- Virginia Horse Center
- The Rotunda
- Grand Caverns
- IX Art Park
- White Oak Lavender Farm & The Purple WOLF Vineyard
- James River State Park




