
House holiday rentals in Roseland
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Top-rated house rentals in Roseland
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Close to skiing! | King Beds | Fireplace | Hot Tub
Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Rooftop*Mountains*Lake/Near Monticello/DT/Wineries
Spacious modern house with a large furnished rooftop deck overlooking Monticello & Carter Mountain. Not one, but two spacious master suites (one on each floor) with attached decks, plus additional two bedrooms and a full bathroom on the 2nd floor. Located in a quiet neighborhood and backs up to a lake for beautiful views and tranquil environment. Convenient location, minutes away from Monticello (2 mi/4 min), downtown (2.5 mi/6 min), UVA (3 mi/9 min), wineries (closest: 3.5 mi/5 min) &breweries.

Book for Fall! Nelson 151, MTN views!
Dancing Bear Lodge is a cabin located in Roseland, VA. It is just over 2,000 square feet, which makes it a spacious size for hosting larger groups of up to 10 people. If you are looking for an "off the grid" experience on 38 acres with a spectacular mountain view, this place is for you! The property is a nice balance of seclusion while still having the comfort of modern amenities and prime location. Follow along with our adventures on IG @MapleCreekProperties and FB at Maple Creek Properties!

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Completely renovated, 3 BR/2BA chalet, located on Lower Tyro slope, just below Tequila. Rustic decor, fully stocked kitchen, high end appliances, granite counters. Open floor plan, walls of windows, mtn views. Beautiful stone fireplace, ample comfortable seating. 2 main floor Masters, each w/King bed, TV, luxurious bedding. Loft is a dedicated kids space: 2 sets of bunks, daybed w/trundle, TV & PS4. Gas grill, 6 person hot tub. Perfect ski home to host 2 Families, or a romantic couple's getaway.

Three Springs with EV charging station
Beautiful 3-bedroom mountain home designed for a relaxing Blue Ridge escape—perfect for couples, friends, or families. Enjoy high-speed internet, two large-screen TVs, a whirlpool tub, and a huge deck made for morning coffee, grilling, and sunset views. Tucked into a quiet cove with hiking nearby, frequent wildlife sightings, and peaceful nights under the stars. Ideally set for exploring Nelson’s Craft Beverage Trail. Larger groups can book Three Springs Plus. EV charging available for $10/day.

Gorgeous Modern Mountain Home + Blue Ridge Views
GREENWOOD VISTA - Escape to our modern mountain retreat nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park
Welcome to Creekside! Just minutes from the best wineries and breweries, it’s the perfect getaway to explore the 151 Brew Trail, Wintergreen Resort and the Blue Ridge Parkway. Enjoy mountain views and privacy in the hot tub. Roast marshmallows around the huge fire pit. Cozy up on the sectional sofa in front of the 65" 4K TV. Cooks will enjoy the spacious and fully equipped kitchen! All beds have premium memory foam mattresses. Fast Wi-Fi for remote work! Level 2 EV charger located in driveway.

Stargazing on 12 Acres: Hot Tub 55"TV Fire Pit
Relax with the family on 12 private acres at our peaceful, brand new construction farmhouse. We're just 12 miles to Wintergreen Ski Resort and Stoney Creek Golf, breweries, and wineries. Sleeps 8: K, K, Q + daybed w/ trundle. ★Amazing mountain views ★Hot tub for 6 people ★Outdoor shower ★Rockers, Adirondacks chairs for idle stargazing ★Gas grill ★Teak dining table seats 6 ★Indoor/outdoor gas fireplaces ★View 55” TV from comfy leather sofa/kitchen ★Pack 'n Play/Bassinet/High chair ★Mud room

The Inn at Blue Mountain Brewery
The Inn at Blue Mountain is a 4,000 square foot Cape Cod-style home on 2 acres of wooded countryside adjacent to the larger grounds of Blue Mountain Brewery. The brewery is easily accessible via a private walkway. In addition to comfortable, well-appointed sleeping quarters, a fully-stocked kitchen, and game room with pool table, the Inn features a welcoming wrap-around porch, large outdoor deck and patio areas, fire pit, hot tub, tiki bar, and gorgeous views of the Blue Ridge Mountains.

Cozy Creekfront Cabin | Fenced Yard & Fire Pit
Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

Ms Maria's Place - make yourself at home, relax!
Newly renovated house on a quiet cove road .2 miles off of Rte 29 between Charlottesville and Lynchburg. The property includes high speed 100 Mbps Internet, a 65" Smart TV, gas grill, and a fire pit with outdoor seating. Enjoy visiting the local restaurants, orchards, wineries, and breweries. You will be a short drive from hiking Crabtree Falls, the Blue Ridge Parkway, Humpback Rock, Wintergreen, and James River State Park. The Lovingston Winery is just minutes down the road!

Spring Mountain Views + Hot Tub near WLU & VMI
Amazing contemporary home features a stunning mountain view from the hot tub patio and a spacious open layout filled with vintage furniture. This piece of paradise located on 6 private acres is the perfect weekend mountain escape! 15 minutes to downtown Lexington, W&L, VMI. 10 minutes to the Virginia Horse Center. Minutes from Ecco Adesso Vineyard and Rockbridge Winery. Sunrise Ridge is a pet-friendly property, we warmly welcome your pets with a pet fee of $150.
Popular amenities for house rentals in Roseland
House rentals with a pool

Cozy 5-bedroom home for large gatherings.

Hot Tub! Wintergreen Resort!

Hot Tub + Game Room in Wintergreen for ski & fun

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

Farmhouse on Working Vineyard

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

Peaceful Cottage

Cozy Mountain Home Nestled in Nature!
Weekly house rentals

The Landmark: Luxury In Downtown Staunton

The Be Kind House

Sweet Country Retreat

Country retreat w. mountain views + river access

CritzerHouse - on 151- Walk to the Brewery!

Glass & Pine, close to Bold Rock & Vineyards

10 Vineyards Within 10 Mi, EV charger & Mini Goats

Huge Countryside Lux Home w Epic Views-Lexington
Private house rentals

Best Blue Ridge Views at Sunrise over Wintergreen

Cozy Country small two bedroom home.

The Vū, Afton w/ 360º Mountain Views

Farmette! On River by Wintergreen & Blue Ridge Pkw

Charlottesville home - hot tub, fire pit & pond

Mountain Homestead - Hottub, King, Dogs, Gameroom

26 Acres/Mtn Views/Hot Tub/Firepit/Privacy!

Charming Wintergreen resort home
Destinations to explore
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- Downtown Mall
- James Monroe's Highland
- Wintergreen Resort
- Frontier Culture Museum
- Homestead Ski Slopes
- Blenheim Vineyards
- Amazement Square
- Devils Backbone Brewing Co Basecamp
- Liberty Mountain Snowflex Centre
- Cardinal Point Winery
- Glass House Winery
- John Paul Jones Arena
- University of Virginia
- Monticello
- Virginia Horse Center
- National D-Day Memorial
- The Rotunda
- James Madison University
- White Lotus Eco Spa Retreat
- Grand Caverns
- IX Art Park
- James River State Park
- Natural Bridge State Park
- Massanutten Indoor WaterPark




