Apartment holiday rentals in Wintergreen Resort

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Top-rated apartment rentals in Wintergreen Resort

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Guest favourite

Apartment in Lovingston

4.89 out of 5 average rating, 137 reviews

Lovingston Get-Away Lovingston, VA

Guesthouse for ADULTS ONLY and located in Lovingston, VA. There are wineries, breweries, and distilleries. We have the Wintergreen Ski Resort. The Lockn' Festival each August. Crabtree Falls and Humpback Rock for hiking. In Nelson Co., the Blue Ridge Parkway and Skyland Drive began. Nearby we have UVa's Rotunda, Montecillo, Appomattox, DC, Schuyler (the Waltons). Nelson hosts peach and apple festivals each year. The beautiful foliage to be seen in the fall and the snowy mountains in the winter.

Top Guest favourite

Apartment in Staunton

4.96 out of 5 average rating, 144 reviews

The Hideaway Suite: Sauna & Lux Amenities

Experience Europe in the heart of the Shenandoah Valley! The Hideaway Suite’s Italian stone floor, wood beam ceiling, and natural brick setting evoke Florence and Venice. Indulge in a Scandinavian sauna or play British darts amid a London skyline! Enjoy Turkish rugs, relax in the garden, or take the very short walk to Woodrow Wilson Presidential Library, American Shakespeare Theater and downtown Staunton’s charming shops and restaurants. A truly unique space in a picturesque, historic location.

Top Guest favourite

Apartment in Afton

4.98 out of 5 average rating, 164 reviews

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.

Top Guest favourite

Apartment in Staunton

4.97 out of 5 average rating, 147 reviews

Bee & Key—Staunton downtown

Staunton (pronounced “Stanton”) is one of the most vibrant, charming small towns you’ll find anywhere, and Bee & Key is in the center of it. This bright and stylish apartment is on the second floor of a grand 1885 home on East Beverley St. You will be half a block from the restaurants and shops of our bustling downtown, including Blackfriar’s Playhouse, the Woodrow Wilson Museum, The Shack restaurant, and Mary Baldwin University. We’re an easy walk from Staunton’s historic Amtrak station.

Guest favourite

Apartment in Wintergreen Resort

4.93 out of 5 average rating, 135 reviews

Stone Ridge at Wintergreen

Get away to our cozy condo in the treetops. All of the comforts and conveniences of home. Enjoy our complimentary coffee, tea and hot chocolate bar. Snuggle up with a blanket on the large outdoor sofa or crank up the fireplace and play a board game. Challenge someone to a game of foosball or watch a movie with the kids. Treat yourself to a day at the spa or take the kids to the outdoor pool. Our place is within walking distance to the dog park. Great breweries, wineries and hiking nearby.

Top Guest favourite

Apartment in Staunton

5 out of 5 average rating, 136 reviews

Queen City Hideaway

Imagine waking up to stunning mountain views, brewing coffee on your private deck, and planning your day exploring Staunton's vibrant downtown. Fully stocked! Need for nothing! Unwind in the heart of Staunton's historic charm! Sip coffee on your private deck overlooking Staunton's vibrant cityscape and rolling mountains. Binge your favorite show on our smart TV, and whip up a meal in the stocked kitchen. Walk to restaurants, shops, or the theater. Book your stay today and start planning!

Superhost

Apartment in Afton

4.87 out of 5 average rating, 342 reviews

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.

Top Guest favourite

Apartment in Rockfish

4.98 out of 5 average rating, 193 reviews

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 the dog park, and picnic area it’s an ideal location.

Top Guest favourite

Apartment in Crozet

5 out of 5 average rating, 489 reviews

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.

Top Guest favourite

Apartment in Staunton

4.95 out of 5 average rating, 364 reviews

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

Guest favourite

Apartment in Staunton

4.96 out of 5 average rating, 232 reviews

The Storefront: Downtown Staunton + Unique Stay

Welcome to The Storefront: A Very Small Hotel. The Storefront is located right in the heart of downtown Staunton. The Storefront was built in the early 1900's and was previously a tea shop before becoming a vacation destination. It's like having your own little townhouse in the heart of Staunton's historic district! Keep your car parked and walk everywhere you need to go.

Top Guest favourite

Apartment in Staunton

4.97 out of 5 average rating, 435 reviews

The Bohemian Suite: Walk Downtown!

Add a little free-spirited adventure to your travels with a stay in our Bohemian Suite! Whether you’re in town for business or pleasure, this lodging choice will bring a vibe of imaginative and lighthearted fun to your visit! We are ideally located just minutes from downtown’s main strip filled with local shopping, dining, and other attractions!