
Apartment holiday rentals in Wintergreen Resort
Find and book unique apartments on Airbnb
Quick stats about flat rentals in Wintergreen Resort

Total holiday rentals
Explore 40 holiday rentals in Wintergreen Resort

Nightly prices starting at
Wintergreen Resort holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,850 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 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!
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!

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.

Amazing Views! Wintergreen Ground Level Condo
New Listing! Welcome to Vista Haus, a cozy 1BR / 1BA condo in the Cliffs condos at Wintergreen. The Cliffs are known for their amazing views overlooking the Blue Ridge Mountains and the ski slopes. Soak in the sunrise view from the living room, bedroom, or patio. The kitchen is fully stocked, and the unit is on the ground level, allowing for easy access in and out. Walk your dog directly out the back door! Managed by Chris at New School Hosting- click my profile for more reviews.

Ski Slope Views & Private Sauna | Dog Friendly
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!

Laurelwood Hollow: Walk to Ski & Swim
Laurelwood Hollow is a 2 bedroom, 2 bath condo located within Wintergreen Resort. It's just a short walk to the slopes, hiking trails, restaurants, and The Market. Guests have access to the heated outdoor pool (open seasonally from Memorial Day to Labor Day), as well as access to golf and other Wintergreen recreational amenities. In addition, Nelson 151's Brew Trail is just a 10 minute drive down the mountain, featuring award-winning wineries, breweries and cideries

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!

*NEW* Fully Renovated Slopeside Condo
New listing! Enjoy stunning views and easy slope access in this beautifully renovated, 2 bedroom Diamond Hill condo. Located directly on the family-friendly slopes, you'll have a front row view of all the skiing and snowboarding action. This condo is extremely comfortable & relaxing and is a short 8-10 minute walk to the Mountain Inn Village with restaurants, activities, market and shops.

Spacious 2 bedroom, 2 bath condo w/ full kitchen
2 bedrooms, 2 full bathrooms with kitchen and living room. Also features a private outside patio overlooking the golf course. Located on top of Wintergreen resort. Access to unlimited hiking trails, ski/snowboarding seasonally, and very short drive to all the winery's and breweries in Nelson county
Popular amenities for Wintergreen Resort apartment rentals
Weekly apartment rentals

Great location/WalktoResort&Hiking/PupFriendly

Crabtree Falls Mountain Hollow Guesthouse

Close to Activities/Shops/slopeside

Cozy base camp for blue ridge adventures

Ski In/Ski Out 3 BR Mountainside Condo!

Family and dog friendly with views and pools!

little mountain haven. True ski-in Ski out

Prime Location-Summer Fun at Swoopside Hideaway
Private apartment rentals

Mountain Oasis: NEW Fishersville Apartment

Wintergreen Resort Retreat Private Pool for Guests

The Rookery

Spacious 2BR Apartment w/ Pool & Fenced Yard

Earth Room Suite | Peaceful Blue Ridge Retreat

Eagles Court Ski In/Out Condo

The Mountain View Nook

Blue Ridge Apartment - Gateway to the Mountains
Family-friendly apartment rentals

Lovingston Get-Away Lovingston, VA

Piedmont Place 304 | Walkable to Dtwn Crozet

Snowbody Knows!

Slopeside condo Steps to WG Music Festival

Slope-Side with a Mountain View

Mtn Vineyards Getaway

The Barn at Haden near Wineries and C'ville

Basic City Location, Studio Space Downtown
When is the best time to visit Wintergreen Resort?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $268 SGD | $247 SGD | $224 SGD | $168 SGD | $172 SGD | $181 SGD | $181 SGD | $175 SGD | $180 SGD | $194 SGD | $186 SGD | $220 SGD |
| 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 |
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- Flat rentals Nelson County
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- Shenandoah National Park
- University of Virginia
- Early Mountain Winery
- Wintergreen Resort
- Monticello
- Devils Backbone Brewing Co Basecamp
- James Madison University
- Glass House Winery
- Cardinal Point Winery
- Natural Bridge State Park
- Blenheim Vineyards
- Virginia Horse Center
- The Rotunda
- Liberty Mountain Snowflex Centre
- Downtown Mall
- Frontier Culture Museum
- John Paul Jones Arena
- James Monroe's Highland
- Amazement Square
- Grand Caverns
- White Oak Lavender Farm & The Purple WOLF Vineyard
- IX Art Park
- James River State Park
- White Lotus Eco Spa Retreat





