Holiday rentals with a fire pit in Wintergreen Resort

5 out of 5 average rating, 223 reviews

A cozy cottage, named the 'Sugah Shack,' is nestled amidst the rolling hills of the Blue Ridge Mountains. The white exterior contrasts with the vibrant greenery surrounding the property, while the majestic mountains form a picturesque backdrop against a bright, partly cloudy sky.

Cottage in Afton

Cozy Mountain Cottage on Brew/Wine Trail-King Bed

Welcome to the Sugah Shack, a cozy, beautifully appointed new construction cottage nestled in the foothills of the Blue Ridge Mountains! Located midway on the Brew Ridge Trail, but 500 yards off the byway, so guests have a quiet retreat. Perfect for romantic getaways, destination telework space, or families exploring this outdoor paradise community. Stunning property boasts beautiful vistas with sweeping 300-degree mountain and a year-round calendar of outdoor activities. GAS FIREPLACE/FIREPIT

4.98 out of 5 average rating, 183 reviews

An interior view of the yurt features a circular ceiling with a skylight. Light wooden beams create a warm atmosphere. A kitchenette with a granite countertop is visible on the left, while a cozy seating area with a blue couch and decorative accents is displayed on the right. Natural light fills the space.

Yurt in Roseland

Romantic Yurt~Wineries~Ski/Tube!

Come for a memorable stay at the Rockfish Valley Yurt and enjoy "glamping" at its finest! Picturesque mountain views await at this magical yurt conveniently located ON the “151 Brew Ridge Trail", on 3 acres close to popular attractions- Nat. Park & hiking 2 mi, Lake 10 mi, Devils Backbone Brewery 1 mi, Bold Rock 2 mi & Wintergreen Spa/Ski/Tube 10 mi. You’ll have 15+ wineries & breweries within a 20 min radius. It’s a one of a kind experience here! Create memories that will last a lifetime!

4.96 out of 5 average rating, 748 reviews

The gravel pathway leads to a charming log cabin, framed by tall trees and surrounded by greenery. A sign reading 'COZY MOUNTAIN CABIN' is positioned near the path, inviting visitors to explore this secluded retreat in the Blue Ridge.

Cabin in Roseland

Cozy Mountain Cabin

Snuggled in the Blue Ridge. Secluded from the crowds. Experience your visit in an authentic log cabin. Spacious sleeping loft. Perfect romantic escape, friends getaway, or personal retreat. Workout area/sitting room. Fresh eggs (in season), wine, tea, coffee. 1G Internet, SMART TV. A/C. Less than 2 miles to Devil's Backbone and Bold Rock. Minutes from App. Trail, Wintergreen Resort, breweries, wineries, cideries, restaurants, horseback riding, hiking trails, outdoor concerts, & antique shopping.

Villa in Wintergreen Resort

A spacious living area is highlighted by large floor-to-ceiling windows, offering views of the surrounding trees. A comfortable gray sofa and a round glass coffee table are present, along with a wooden dining table that seats six. An electric fireplace adds warmth to the space.

4.96 out of 5 average rating, 122 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

We had to create a new listing for this property. Previous listing had 70+ reviews with a 4.8 Star rating. Same great host and same great house, just a new listing. Screenshots of old listing in additional photos. Stay at this luxurious 4-bedroom, 3-full bath vacation rental home for 10 in Wintergreen, within minutes of top-notch golf courses, skiing / snow boarding at the Mountain Inn, and dozens of hiking trails . In addition to the unbeatable location, the property offers a private hot tub!

4.99 out of 5 average rating, 147 reviews

A three-story wooden house is nestled among lush greenery in a forested setting. The deck and patio area are accessible, surrounded by trees and natural landscaping, creating a serene environment for relaxation.

Home in Nellysford

Cabin Getaway | Family & Dog Friendly | Fire Pit

Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private home centered on 38 wooded acres, but close to NelCo fun! - Peaceful nature escape - Outdoor fire pit & patio - Great for families & dogs - Fully stocked kitchen - Private trail + hiking options nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun, check us out on IG: @thewooderhouse

4.97 out of 5 average rating, 106 reviews

Home in Roseland

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 cabin features a warm wooden exterior with a red metal roof, set against a backdrop of lush greenery. A spacious front porch is presented, supported by wooden columns and adorned by wooden railing, inviting guests to enjoy the surrounding nature.

4.88 out of 5 average rating, 139 reviews

The Bear Dance Cabin at Wintergreen Resort

Tucked back in the woods in the Wintergreen Resort, we're on the top of Wintergreen Mountain, elevation just under 4k, near all the resort's amenities. Our family built on Wintergreen Mountain after learning how unique and beautiful the seasons are here. The cabin quickly became a new member of the family and we can’t imagine not having her in our lives now. Ten years after building we decided to provide short term rental and the experience has been beyond what we had ever imagined. Enjoy!

5 out of 5 average rating, 239 reviews

A quaint cottage is framed by a white picket fence, with a welcoming blue front door and vibrant flowers lining the walkway. Scenic mountains rise in the background, while lush trees and blooming dogwood add to the charming exterior.

Cottage in Roseland

Blue Ridge Cottage - 3 Miles to Wintergreen

Our little piece of Blue Ridge Heaven is ready to share! Cozy - 2 bedrooms (one king, one queen), 1 bath, 956 square feet - well appointed in a terrific location! Beautiful mountain view from the 360 square foot, partially covered deck; fiber optic TV and wi-fi; South Fork of the Rockfish River out back. 3 miles from Wintergreen Resort, 1 mile from Devil's Backbone; Close to great hiking/biking, and many wineries, breweries, cideries, and distilleries (if you're into that kind of thing!)!

Condo in Wintergreen Resort

The living area features a spacious gray sectional couch with decorative pillows, a low wooden coffee table, and a patterned area rug. A wood-burning fireplace is situated against a white wall adorned with rustic decor. Natural light enters through large windows.

4.94 out of 5 average rating, 262 reviews

Cozy, clean, quiet mountain condo- King bed

Everything you need to make your getaway relaxing and convenient has been thought out in this tastefully decorated condo including new King Bed, Queen sofa pullout bed, plush linens, new spacious couch, 55" Smart TV, Roku, 1 Gbps internet, WiFi, DVD player & movies, fully equipped kitchen, dining area for 4, wood burning fireplace, and private patio. Non-smoking condo. Please provide all guest names and dog info if applicable upon inquiry or booking. No cats or other animals accepted.

4.9 out of 5 average rating, 153 reviews

The exterior of the farmhouse is highlighted, showcasing a charming structure with a red metal roof. Lush green bushes frame the gravel driveway, and trees provide shade in the background, enhancing the peaceful rural setting.

Guest suite in Roseland

Dogwood Suite at Open Heart Inn

Welcome to your country retreat! This unique section of the farmhouse was originally built in 1840, and features a cozy, king-sized bed. Relax on your private front porch, enjoy the views from the back patio, explore our 10 acres of farmland, take in the dogwoods and beautiful flowers, and get away from it all! Minutes from the Appalachian Trail, Devil's Backbone, and much more-- we are perfectly located to explore the trails, breweries, and wineries of scenic Nelson County.

An outdoor seating area features a sectional couch adorned with cushions, positioned around a fire table. The space is surrounded by trees, with a patterned area rug underneath. A small table holds a potted plant and a bottle, creating a relaxed ambiance.

4.92 out of 5 average rating, 100 reviews

Modern Cabin with Hot tub and Sauna

Welcome to Blue Ridge Hollow! This designer-decorated cabin in the heart of Wintergreen has one of the best outdoor spaces in the area. Relax in the hot tub or cedar barrel sauna, then enjoy a meal at the oversized outdoor table or sip wine around the firepit. The updated kitchen is fully stocked and open to the living room and sun-drenched dining room. 3 bedrooms are masters, the others share a bathroom, and the downstairs game room can be a 6th bedroom. Plus, pet friendly!

An aerial view of the living area highlights a modern design featuring a cozy seating arrangement around a coffee table. Large windows allow natural light to fill the space, while a stylish pendant light illuminates the room. A fireplace is positioned against a stone wall, enhancing the warm ambiance.

4.99 out of 5 average rating, 104 reviews

Modern Mountain Escape-2 King bed, EV Charger

Escape to this bright, spacious mountain retreat with an open-concept layout and plenty of natural light. Walkable to the trails and 5 minutes to the slopes. Enjoy a fully stocked kitchen, cozy fireplace, and screened porch for relaxing after a day of skiing, hiking, or wine tasting. With 2 King bed ensuites, a queen bedroom, and a fun bunk room, there’s space for everyone to unwind. Thoughtfully designed for comfort, it’s the perfect home base for your getaway.

Popular amenities for Wintergreen Resort Holiday Accommodation with Fire Pit

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

4.98 out of 5 average rating, 137 reviews

The exterior view showcases a modern blue house set against a backdrop of lush green hills. A wooden deck extends from the home, providing access to outdoor space. The gravel driveway is lined with a rustic split-rail fence, enhancing the natural feel of the surroundings.

Home in Nellysford

Llama Loft | Fire Pit | Fenced Yard | Nelson 151

A spacious living area features a comfortable sectional sofa adorned with various patterned cushions. Two tables with lamps flank the seating, providing warm lighting. A decorative wall accent and window treatments enhance the inviting aesthetic, with natural light illuminating the hardwood-style flooring.

4.94 out of 5 average rating, 101 reviews

Centrally located home on the brew trail

4.98 out of 5 average rating, 109 reviews

Home in Roseland

Book for Fall! Nelson 151, MTN views!

Superhost

A hot tub is positioned on a wooden deck, surrounded by lush greenery and trees. The serene view of the mountains is visible in the distance, complementing the tranquil setting. Steps lead to the hot tub, creating easy access.

Home in Wintergreen Resort

4.81 out of 5 average rating, 163 reviews

Misty Mountain Cabin w/spa

The exterior of a charming white building is shown, characterized by sleek lines and stone accents. Symmetrical windows allow natural light to enter, while greenery provides a pleasant contrast against the structure. A gravel pathway leads to the entrance, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 476 reviews

Scenic Barn Escape on 151,Stunning views, Sleeps 6

5 out of 5 average rating, 15 reviews

Home in Faber

Pet-friendly Cabin Retreat in Nelson County

The exterior of the two-story house is illuminated at dusk, showcasing a welcoming aesthetic. A circular stone fire pit is situated in the foreground, surrounded by landscaped gravel and rocks. A pair of chairs sits nearby, inviting relaxation by the fire.

4.98 out of 5 average rating, 135 reviews

Afton Home on 25 Acre Ridgetop with Amazing Views

A spacious deck features a hot tub and a dining area set for six. Scenic views of a vibrant sunset and surrounding landscape create a calming atmosphere, while the wooden decking enhances the connection to nature.

4.95 out of 5 average rating, 129 reviews

Sycamore Shade: 151 House, HOT TUB, Mountain Views

Apartment rentals with a fire pit

Superhost

The exterior of the garage apartment is visible, showcasing a rustic wooden facade and a metal roof. A gravel driveway leads to the structure, which features multiple doors and windows. Surrounding greenery includes trees, with a colorful seating area to the side.

Apartment in Crozet

Sugar Hollow Outpost on the Moormans River

4.89 out of 5 average rating, 149 reviews

A wooden deck is elevated and features a vibrant red umbrella. Surrounding the deck are leafy green plants and a small seating area with pink chairs. A lattice design is present under the deck, adding texture to the space.

Apartment in Lovingston

Lovingston Get-Away Lovingston, VA

4.96 out of 5 average rating, 52 reviews

A craftsman-built apartment is nestled among lush greenery, surrounded by mountain forests. Vibrant flowers frame the foreground, leading to the wooden structure with a metal roof. The natural landscape features rolling hills and a clear blue sky, creating an inviting outdoor setting.

Apartment in Tyro

Crabtree Falls Mountain Hollow Guesthouse

Apartment in Fishersville

5 out of 5 average rating, 3 reviews

Mountain Oasis: NEW Fishersville Apartment

The green exterior of a spacious house is surrounded by trees and gently rolling hills, showcasing a panoramic view of the Blue Ridge Mountains in the background. A well-maintained yard is visible, with landscaped gardens and a gravel driveway leading to the entrance.

Apartment in Afton

Luxury Guest Quarters w/Blue Ridge Mountain Views

4.79 out of 5 average rating, 103 reviews

A warm and cozy bedroom is visible, featuring a spacious bed with yellow pillows and a neutral quilt. A bedside table holds a ceramic cup and a small lamp with a textured shade. Soft lighting enhances the inviting atmosphere against wooden accents and a colorful area rug.

Apartment in Afton

Earth Room Suite | Quiet Blue Ridge Retreat

An open living and dining area is visible, featuring a comfortable gray sofa and a wooden dining table with multiple chairs. Light hardwood flooring extends throughout. A modern kitchen is partially seen in the background, with contemporary appliances and a small unobtrusive rug underfoot.

Apartment in Stuarts Draft

4.08 out of 5 average rating, 12 reviews

Sandstone Lodge

Apartment in Wintergreen Resort

4.91 out of 5 average rating, 11 reviews

Eagles Court Ski In/Out Condo

Cabin rentals with a fire pit

4.93 out of 5 average rating, 245 reviews

An open-concept living area features high vaulted ceilings with exposed wooden beams. A cozy seating arrangement is positioned around a fireplace, with a contemporary dining table nearby. Large windows allow natural light to fill the space, showcasing views of the surrounding outdoor landscape.

Cabin in Faber

Modern cabin, hot tub, mtn views, fireplace

4.96 out of 5 average rating, 107 reviews

An outdoor fire pit area is illuminated by string lights, providing a cozy gathering space. Several wooden chairs surround a rocky fire pit, with scenic views of the surrounding mountains visible in the background. The cabin is partially visible, set against a twilight sky.

Cabin in Afton

Log Cabin w/ Views! 8+ Acres! Pets!

A two-story home nestled among autumn-colored trees features a welcoming front entrance. A covered porch with steps leads to the door. Leaves carpet the driveway, and the building's exterior showcases a blend of warm tones and large windows that invite natural light.

4.91 out of 5 average rating, 130 reviews

Stylish 7BR/16 pp Wintergreen Resort Home Ski/Hike

4.97 out of 5 average rating, 146 reviews

A rustic log cabin is featured with a green metal roof. An outdoor fire pit surrounded by stones provides a warm glow in front of the cabin. Comfortable chairs are positioned nearby, inviting relaxation. A gas grill is seen to the side, enhancing the outdoor experience.

Cabin in Lyndhurst

Cozy Log Cabin

4.95 out of 5 average rating, 159 reviews

The exterior of a lakeside log cabin showcases a large, sloped roof with wooden beams and expansive windows. A spacious deck is visible, featuring various seating options. The structure combines natural stone and wood elements, reflecting a rustic yet modern aesthetic.

Cabin in Faber

Lakefront Cabin w Stunning Curated Decor & Hot Tub

4.96 out of 5 average rating, 227 reviews

A two-story cabin features a light-colored exterior with a steep roof and large windows. A wraparound deck includes wooden railings draped with soft outdoor lighting. A walkway leads from the deck to the landscaped area, surrounded by lush greenery.

Cabin in Afton

Inn at the Woods: Updated Cabin w/Mountain Views