Vacation rentals with a firepit in Wintergreen Resort

Vacation home in Lovingston

4.97 out of 5 average rating, 259 reviews

Ultimate cabin in the mountains

This unique and secluded cabin sits on 75 acres in the Blue Ridge mountains. Enjoy the cozy wood fireplace, hot tub, charcoal grill, and fast, reliable fiberoptic internet if you need to get some work done while you're away. It has a washer and dryer, a full kitchen, and is pet-friendly (no pet fee!), so you can enjoy it with the whole family. There is a 4K 55” smart TV with apps, a Tesla LVL 2 charger, a cabinet full of board games, books, and plenty of items to entertain both kids and adults!

5 out of 5 average rating, 243 reviews

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

5 out of 5 average rating, 157 reviews

A charming cottage is nestled among lush green grass and surrounded by trees. Its metal roof and white siding are complemented by well-maintained shrubbery. Dappled sunlight filters through the tree branches, creating a serene outdoor ambiance.

Cottage in Covesville

Historic cottage with stunning mountain views

Welcome to Rose Cottage in picturesque Albemarle County, where you'll enjoy expansive 360-degree views of the mountains surrounding historic Cove Lawn Farm. Relax in the tranquil rural setting or stroll more than two miles of comfortable walking paths that wind through 25 acres of stream-lined hayfields. From Rose Cottage, you're just minutes from the best local cideries, distilleries, and wineries including Pippin Hill Farm & Vineyards. Easy 20-minute drive to UVa and 22 minutes to Monticello.

4.96 out of 5 average rating, 759 reviews

A circular fire pit area is surrounded by four Adirondack chairs set on a gravel surface. The rustic log cabin is visible in the background, framed by lush trees. An outdoor grill is placed nearby, creating an inviting space for relaxation and gatherings.

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

An open living space features large floor-to-ceiling windows that provide ample natural light. Two comfortable sofas and a patterned armchair surround a glass coffee table, while a dining area with a wooden table is visible in the background. A flat-screen TV is mounted above a modern fireplace.

4.96 out of 5 average rating, 139 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!

A spacious living area is highlighted by a large stone fireplace, with exposed wooden beams enhancing the vaulted ceiling. Comfortable seating is arranged around a unique wooden coffee table. Panoramic windows provide sweeping views of the surrounding landscape.

4.99 out of 5 average rating, 102 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

5 out of 5 average rating, 250 reviews

A welcoming outdoor space features a partially covered deck with a polished wood ceiling. Comfortable seating is arranged beside a dining table. A propane grill is positioned nearby, while a pathway of stepping stones leads to the entrance. Lush greenery surrounds the area.

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!)!

4.99 out of 5 average rating, 372 reviews

Cabin in Vesuvius

The Sanctuary

Nature lovers paradise! Named "The Sanctuary" for the place you can UNPLUG, unwind & find your peace! Perched up high on nearly 60 acres- you are sure to get fresh air & the rest you are searching for! Only 4 miles to Wintergreen, 6 miles to Sherando lake and backs up to the Blue Ridge Parkway there are plenty of things to do OR just relax and enjoy the crickets & stars! With crazy careers, growing kids & constant hustle- everyone needs a hide out like this every now and then!

A screened porch features a modern fire table surrounded by two comfortable chairs. Large glass panels provide unobstructed views of the surrounding trees, allowing natural light to fill the space while maintaining a connection to the outdoor scenery.

4.99 out of 5 average rating, 110 reviews

Cozy Mountain Retreat- Walk to trails-EV charger

Escape to a bright, spacious mountain retreat just minutes from the slopes and walkable to scenic trails. Perfect for families and groups, this open concept, light-filled home features a cozy fireplace, stocked kitchen, and screened porch for relaxing after adventure-filled days. EV charger available to guests during your stay. Sleeps comfortably with 2 king ensuites, a queen bedroom, and a fun bunk room - ideal for skiing, hiking, and wine country getaways.

Home in Wintergreen Resort

The exterior of the home is surrounded by lush trees, featuring a spacious deck that extends around the building. A gravel pathway leads to the front steps, creating a welcoming entrance. Natural light filters through the trees, enhancing the peaceful setting.

4.9 out of 5 average rating, 189 reviews

Wintergreen Resort: Weeping Rock Retreat

Welcome to Weeping Rock Retreat in Wintergreen Resort. This 4 bedroom, 3 full bath home is certain to fit your individual or family needs. Tucked away on a hill off a quiet street is sure to give you a peaceful retreat to enjoy your vacation. Our home is located walking distance from the Upper Shamokin Trail which features a great scenic waterfall and easy trail for family. Great for large or multiple families and a short drive to the ski slopes.

5 out of 5 average rating, 108 reviews

Farm stay in Roseland

116 Acre Private Retreat: Hot Tub, Pond, Goats

Come find out why we have guests return year after year! Escape city life at our charming farmhouse near Wintergreen. Our 116-acre property is home to friendly goats and ducks, and features magnificent views, a large stone fireplace, hot tub, pond for swimming and fishing, and comfortable bedrooms. Visit local breweries or wineries. Explore the outdoors or relax on the porch. Experience the joys of farm living with your family and friends.

Chalet in Wintergreen Resort

The main living area features a local stone fireplace framed by large windows that allow natural light to fill the space. A comfortable couch and wooden coffee table create a welcoming atmosphere, complemented by decorative pillows and a small potted plant on the table.

4.92 out of 5 average rating, 127 reviews

Cozy Cabin+Walk to Ski *Hot Tub* Mtn Vibe

Renovated 3BR/2.5BA mountain home is just a short walk to ski slopes, hiking trails, and resort amenities. Enjoy a private hot tub, stone fireplace, deck with views, gas fire pit, and grill. Kids will love the bunk room and loft with Buck Hunter arcade & games. Smart TVs with streaming in main living and bunk room. Fully stocked kitchen + washer/dryer. Perfect for ski trips, hiking getaways, winery weekends, or a relaxing mountain escape

Popular amenities for Wintergreen Resort fire pit accommodations

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a fire pit

4.94 out of 5 average rating, 159 reviews

A charming three-bedroom home is surrounded by lush gardens filled with colorful flowers and vibrant greenery. Towering hills rise in the background, while a variety of trees and shrubs add to the scenic landscape of the property.

Home in Lovingston

Three Springs with EV charging station

4.98 out of 5 average rating, 113 reviews

A wooden deck is adorned with hanging lights, providing a warm atmosphere. The scene captures a captivating sunrise over a range of mountains, with soft pastel colors illuminating the sky and the landscape below, showcasing the natural beauty of the surrounding area.

Home in Roseland

Fire pit with MTN views! Summer fun! Nelson 151.

A spacious living room features a prominent stone fireplace adorned with wildlife sculptures. Large windows allow natural light to fill the space, illuminating comfortable seating. An inviting sectional couch and wooden coffee table create a cozy gathering area, while art pieces enhance the room's character.

4.96 out of 5 average rating, 380 reviews

FLASH SALE: Blue Ridge Estate Wine, Beer, & Skiing

5 out of 5 average rating, 212 reviews

The front exterior of the house is shown, featuring a warm brick facade and a sloping lawn. A welcoming front porch is visible, adorned with a seasonal wreath. Large windows allow for natural light, and a pathway leads to the entrance.

Home in Lovingston

Ms Maria's Place - make yourself at home, relax!

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, 509 reviews

Scenic Barn Escape on 151,Stunning views, Sleeps 6

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, 164 reviews

Misty Mountain Cabin w/spa

A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.

4.99 out of 5 average rating, 124 reviews

Mountain Mama- Amazing Views! + Hot Tub!

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, 139 reviews

Sycamore Shade: 151 House, HOT TUB, Mountain Views

Apartment rentals with a fire pit

4.9 out of 5 average rating, 154 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

4.97 out of 5 average rating, 58 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

4.79 out of 5 average rating, 108 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 | Peaceful Blue Ridge Retreat

Apartment in Wintergreen Resort

4.92 out of 5 average rating, 13 reviews

Eagles Court Ski In/Out Condo

4.96 out of 5 average rating, 114 reviews

A cozy living room features green walls and wooden flooring. A plush, dark green sofa sits alongside a brown accent chair. A glass coffee table occupies the center, while framed artwork adorns the walls. Natural light filters through the windows, complemented by decorative plants.

Apartment in Staunton

Downtown Luxe: Luxury Vintage + Downtown

5 out of 5 average rating, 59 reviews

A private heated in-ground pool is set within a fenced area, complemented by wooden lounge chairs arranged around the poolside. Sunlight illuminates the clear blue water, while trees surround the space, providing a natural backdrop and a sense of privacy.

Apartment in Lovingston

Loft w/ Seasonal Private Covered Heated Pool

Apartment in Wintergreen Resort

An outdoor deck is adorned with string lights, creating a warm ambiance. A seating area with a wooden table and lounge chairs is set against a backdrop of lush trees and mountains visible in the distance, inviting relaxation in a natural setting.

4.83 out of 5 average rating, 23 reviews

Prime Location-Spring Blooms at Swoopside Hideaway

4.99 out of 5 average rating, 163 reviews

A vibrant sunset is captured over rolling hills, with shades of orange and pink filling the sky. A grassy field in the foreground leads to a white fence, and buildings are visible in the distance under a dramatic cloud formation.

Apartment in Staunton

Willow Ridge

Cabin rentals with a firepit

4.99 out of 5 average rating, 109 reviews

A spacious living area is highlighted by large windows, allowing natural light to fill the room. A dining table with wooden chairs is set nearby, while a cozy seating arrangement includes a sofa and an armchair. The kitchen features white cabinetry and modern appliances.

Cabin in Montebello

Scenic cabin with direct hiking to N Forest and AT

4.98 out of 5 average rating, 290 reviews

The cabin's exterior is framed by lush green trees, with a wrap-around deck that offers views of the surrounding forest. A grassy yard includes a picnic table, inviting outdoor gatherings amidst a serene natural setting.

Cabin in Vesuvius

Whimsical Creekside Cabin

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, 135 reviews

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

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, 106 reviews

Modern Cabin with Hot tub and Sauna

4.97 out of 5 average rating, 155 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

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.

4.89 out of 5 average rating, 141 reviews

The Bear Dance Cabin at Wintergreen Resort

4.95 out of 5 average rating, 170 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