
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.

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.

Luxury Slope-View Condo w/ 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!

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.

Wintergreen Getaway II
Forget your worries in this cozy escape. Whether you are here for skiing, hiking, or enjoying the good life along 151, this home is the perfect space to end the day. With a gas fireplace and living room with plenty of room to stretch, a king bed, pull out sofa, 2 full bathrooms, comfortable patio, laundry, and a complete kitchen, you will be able to relax, unwind, and rejuvenate. **Newly listed! **One kitchen drawer is being repaired.

Weller’s Retreat at Stone Ridge
Weller’s Retreat at Stone Ridge is a modern yet cozy 2 bed, 2 bath condo at Wintergreen Resort. Enjoy a fully equipped kitchen, inviting dining area, and a balcony with views of the 18th fairway. Located next to the pool/spa, and close to hiking trails, golf, and restaurants, it’s the perfect base for relaxation or adventure. Thoughtfully designed for comfort, this retreat blends style with the warmth of a true mountain getaway.

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.

Wintergreen Escape | King Bed + Porch Views
Escape to our four-season Wintergreen condo! Enjoy crisp mountain air, scenic hikes, fall foliage, and nearby wineries and breweries. Walk to Discovery Ridge, the spa, and activities! Relax at the seasonal heated pool, play a round of golf, or explore the Blue Ridge Parkway and Shenandoah National Park. Perfect for couples or families, cook a cozy meal or unwind by the fire after a day outdoors!
Popular amenities for Wintergreen Resort apartment rentals
Weekly apartment rentals

Snowbody Knows!

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

Cozy Basement Apartment with Private Entrance

Wintergreen Slopeside Ski-In, Ski-Out Condo

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

The highland hideaway

Close to Activities/Shops/slopeside

Ski In/Ski Out 3 BR Mountainside Condo!

Family and dog friendly with views and pools!

Mtn Vineyards Getaway
Family-friendly apartment rentals

Sugar Hollow Outpost on the Moormans River

Luxury Guest Quarters w/Blue Ridge Mountain Views

Cozy Waynesboro Retreat w/ Patio & Washer/Dryer

Sandstone Lodge

Lookout apartment

Updated Victorian Welcomes You & Your Pets

Snow Daze Basecamp

the apARTment on Church
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.ﺇ551 | ﺩ.ﺇ529 | ﺩ.ﺇ624 |
| 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.ﺇ367 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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- Shenandoah National Park
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Homestead Ski Slopes
- Blenheim Vineyards
- Amazement Square
- Devils Backbone Brewing Co Basecamp
- Cardinal Point Winery
- Liberty Mountain Snowflex Centre
- John Paul Jones Arena
- Glass House Winery
- Monticello
- University of Virginia
- Virginia Horse Center
- James Madison University
- The Rotunda
- Grand Caverns
- White Lotus Eco Spa Retreat
- IX Art Park
- James Madison's Montpelier
- James River State Park




