Holiday rentals with lake access in Wintergreen Resort

A modern mountain home is showcased amidst a snowy landscape, surrounded by trees. A deck extends from the front entrance, providing views of the valley below. Soft white snow covers the ground, complementing the neutral tones of the house.

4.82 out of 5 average rating, 115 reviews

5 min toSki! Mntn View HotTub Pool Table MovieRoom

5min drive to ski. Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. ★Sleep 16: K,K,K,Q,Qx2,bunkx2,sofa bed ★3,500sqft on 3 floors ★Hot tub ★Bluetooth sound system ★Vaulted ceiling, gas fireplace, 55” TV ★Movie room: 65” TV, pool table, wet bar, wine fridge ★Dining table for 10 ★Workspace ★Roku TV every bedroom ★Park 6 cars Seasonal outdoor pools/tennis access included.

A glass of white wine is positioned in the foreground, capturing the warm hues of a sunset. The sun's golden rays reflect off the wine, while silhouettes of trees and distant mountains create a tranquil backdrop in the evening sky.

4.99 out of 5 average rating, 259 reviews

Sunset VistaVilla, Mountain Views-Close to Slopes

Welcome to Sunset Vista Villa, Mountain Views & Close to Slopes (on the shuttle route) This beautiful, 2 bedroom, 2 bath, first-floor-unit with top story mountain views, is near all amenities the Wintergreen Resort has to offer. It comfortably sleeps five and with its western vistas, sunsets are a thing to behold! Whether you spend your days hiking, skiing or enjoying the wineries and breweries, SVV will enhance your stay. Book today & come enjoy the Wintergreen Resort and Blue Ridge Mountains!

4.96 out of 5 average rating, 238 reviews

The interior of the tiny house features an open kitchen layout with modern appliances and a central island. A geometric area rug extends across the floor, while light wood accents create a warm feel. Shelving holds books and decor, enhancing the cozy atmosphere.

Cabin in Nellysford

Tiny Luxury Retreat: Lake, Hikes, Brews & Vines

Welcome to our luxurious tiny house nestled in the heart of Nelson County, Virginia. This enchanting retreat, surrounded by the majestic Blue Ridge Mountains, offers an unparalleled experience in a landscape dotted with wineries, breweries, distilleries, and sprawling farmland. This luxury tiny house was built in 2022 and is available for couples, solo travelers, or a small family wanting to explore this beautiful stretch of the Blue Ridge Mountains. FREE Electric Vehicle Charger on-site.

5 out of 5 average rating, 949 reviews

A serene landscape showcases rolling hills adorned with autumn foliage. In the foreground, tall grass and scattered trees lead to a cozy house perched on a hillside, surrounded by vibrant fall colors. The distant mountains create a peaceful backdrop.

Yurt in Afton

Luxe Yurt w/Hot Tub in the Heart of the Blue Ridge

Experience glamping, Blue Ridge style. Our luxury yurt is located at the top of a small hill, in the center of a 70 acre farmstead surrounded by natural beauty. Night Archer Farm is located off a quiet country road in Afton, Nelson County. It is private, but not remote. You are close to the Brew Ridge trail, wineries, breweries, skiing at Wintergreen, Blue Mountain Brewery, Devil's Backbone, golf, hiking, or driving the Blue Ridge Parkway. Hike directly from the Yurt up into the mountains!

Cabin in Wintergreen Resort

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, 132 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!

A spacious deck is surrounded by greenery, featuring several black Adirondack chairs arranged around a firepit. The glass railing provides an unobstructed view of the outdoors, enhancing the inviting outdoor space.

4.99 out of 5 average rating, 154 reviews

151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs

Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house ideally located in Virginia Wine Country at Wintergreen Resort’s Stoney Creek valley area. This amazing home features: - 75” & 55” 4k TVs - Fully equipped, live edge wet bar & bar countertop - Professional Ping Pong table - Deck with views, firepit & grill Just minutes from skiing, golf, hiking, wineries, breweries, apple-picking and other adventures the area offers all year long!

4.87 out of 5 average rating, 78 reviews

Luxury Lodge: Stunning All-Season Views! Sleeps 14

This is a Wintergreen Oasis, with four-season views at one of Wintergreen's finest homes! Luxury, 5B/4.5B home in Wintergreen Mountain Resort Village. Built on top of the Black Rock Mountain with incredible year-round views Of Devil's Knob Mountain and the Blue Ridge Mountains. The floor plan is made for entertaining with friends, families, or well suited for your corporate getaway. Come relax at Big Black Bear Lodge and enjoy the best of what this area has to offer.

A home surrounded by lush greenery features a spacious outdoor area with bright red chairs arranged around a fire pit. The structure has large windows and a deck that extends into the natural setting, inviting relaxation and outdoor gatherings.

4.95 out of 5 average rating, 19 reviews

FamilyFriendly-Pets-HotTub Gameroom-Firepits-Grill

Bring the whole family to this warm mountain home! Welcome to Whitetail Lodge, a well designed home in the heart of Wintergreen. A perfect spot for groups or families, with tons of games, record player, kids teepee tent area, two fire pits, lots of areas to spread out, and multiple outdoor seating areas. With 5 bedrooms total, a full loft, plus a downstairs living room, bunk room, and game room, there is plenty of room for up to 14 guests and it is pet friendly!

5 out of 5 average rating, 12 reviews

Minutes to Ski Lodge/HotTub/GameRoom/FirePit

Welcome to The Moose Lodge, a rustic Wintergreen Resort ski chalet located .5 miles from Mountain Inn, where you’ll find the main ski lodge, equipment rental center/ski lift and several dining options. Amazing 2-story stone gas fireplace and a fully equipped chef’s kitchen. Relax around the propane fire pit or unwind in the hot tub on the back deck. Minimal steps down into the home from the parking area. Game room w/ pool table, games and a 50" Smart Roku TV.

4.96 out of 5 average rating, 151 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

Hot Tub@ Lakefront Cabin w Stunning Curated Decor

✨ A Marvelous Night for a Moondance Awaits ✨ Welcome to Moondance—a lakeside log cabin with serious style and mountain soul. Designer interiors, cozy fireplaces, an après-ski game room, and dreamy views set the stage. Whether you're sipping wine on the deck or roasting s’mores under string lights, this is where memories are made. Minutes to wineries, Wintergreen, and the Blue Ridge Parkway. Relax, reconnect, and maybe do nothing at all. We support that.

4.94 out of 5 average rating, 34 reviews

A warm and inviting living space features a stone fireplace with a fire glowing inside. A comfortable chair with patterned fabric sits beside a small glass coffee table. Natural light enters through large windows, creating a cozy atmosphere.

Home in Roseland

Hot Tub! Wintergreen Resort!

Prepare to escape and relax at our three bedroom, two bath cabin, nestled atop the Blue Ridge mountains. This luxury resort retreat is perfect for couples getaway, wedding, family vacation or girls weekend. Spend the day brewery hopping down the famous Route 151, where you have over twelve wineries and breweries to visit. Or enjoy hiking, skiing, spa & golfing. Swimming pool access at Chestnutt Springs and Rhodes farm between the hours of 2pm and 8pm.

5 out of 5 average rating, 102 reviews

A spacious deck area is highlighted, featuring comfortable seating arrangements and a vibrant potted plant. The surrounding landscape includes lush greenery and distant mountains under a partly cloudy sky, creating an inviting outdoor retreat.

Farm stay in Roseland

Quiet farmhouse, pond, hot tub, near Wintergreen

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.

Popular amenities for lake access rentals in Wintergreen Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Lake access house rentals

A spacious home is set among tall trees with a covered porch featuring a wooden deck and steps leading to the entrance. The exterior displays a neutral color palette, with ample windows reflecting natural light, providing a serene sense of privacy.

Home in Roseland

4.75 out of 5 average rating, 4 reviews

5 mi to slopes+ Wintergreen Mt getaway+Luxury

A hot tub bubbles invitingly on a concrete pad in a spacious yard. Surrounding the tub is a well-maintained green lawn, with majestic mountains visible in the background. White Adirondack chairs are positioned nearby for relaxing moments outdoors.

5 out of 5 average rating, 88 reviews

Hot Tub & Game Room perfect for Christmas

The spacious great room features vaulted wooden ceilings and large arched windows overlooking a wooded area. A leather sectional sofa and two club chairs are arranged around a central coffee table. A stone fireplace anchors one wall, and a large television is positioned nearby.

4.99 out of 5 average rating, 86 reviews

Spacious, Ensuite BRs, Pet Friendly, Hot Tub!

4.98 out of 5 average rating, 51 reviews

A spacious living area features warm wood accents and large windows that offer views of the mountains. Comfortable seating arrangements include several sofas and armchairs around a round coffee table. Natural light illuminates the cozy space, complemented by a stone fireplace.

Home in Afton

Mountain Views | Resort Style Amenities Retreat

4.4 out of 5 average rating, 35 reviews

A mountain retreat that sleeps 11

A spacious living area features a large sectional sofa with neutral upholstery, accompanied by a light-colored armchair. Natural light streams through large windows, illuminating the soft carpet. The open layout includes a visible dining area and kitchen in the background, creating a welcoming environment.

5 out of 5 average rating, 20 reviews

Foxwood at Stoney Creek 4Br/3Ba Near Nelson 151

A three-story house nestled among trees showcases a spacious deck on the upper level, providing access from multiple entries. Large windows allow natural light to fill the interiors, while the surrounding greenery enhances the secluded atmosphere.

4.55 out of 5 average rating, 40 reviews

Beautiful Wintergreen Retreat

The exterior of the residence is framed by tall trees, showcasing a multi-level structure with a wraparound deck. A set of stairs leads from the deck to the ground, providing access to the surrounding natural landscape and stunning mountain views.

Above The Clouds with Wintergreen Advantage

Apartment rentals with lake access

4.96 out of 5 average rating, 51 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.

Flat in Tyro

Crabtree Falls Mountain Hollow Guesthouse

A cozy sleeping area is depicted with a spacious bed featuring a decorative headboard and layered bedding. A black armchair and small side table accompany the bed, while a unique wall clock and artwork add character to the room. Soft lighting is provided by bedside lamps.

Private room in Stanardsville

4.94 out of 5 average rating, 69 reviews

Cozy Cove

Superhost

A spacious bedroom features a king-size hand-carved Balinese wood bed with soft grey bedding. Light wood walls and a pine ceiling create warmth. Two bedside lamps provide ambient lighting, while a round mirror and a small side table add a touch of elegance.

Flat in Stanardsville

4.8 out of 5 average rating, 650 reviews

Bali Suite

4.96 out of 5 average rating, 25 reviews

A bright corner of the room features a large window with multiple panes, offering a view of the pond and distant mountains. A small wooden shelf sits below the window, displaying a bowl of fruit and a few board games. Scenic greenery surrounds the outside.

Flat in Charlottesville

Stay in the country! Six minutes from downtown

4.77 out of 5 average rating, 555 reviews

The spacious room features a large bed with soft bedding, complemented by bedside lamps. A comfortable seating area is positioned nearby, and natural light enters through a window, creating a bright atmosphere. Access to a private balcony with seating is visible in the background.

Flat in Stanardsville

Balcony Suite at White Lotus Eco Spa Retreat

Superhost

An elegantly designed suite features a wooden ceiling and natural wood flooring. A queen-sized bed with floral bedding is complemented by a decorative rug. A small seating area with a TV enhances the space, while natural light filters through the windows. An entrance leads to a private deck.

Flat in Stanardsville

4.81 out of 5 average rating, 560 reviews

Suite Maharaja at White Lotus Eco Spa 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.

Flat in Stuarts Draft

4.22 out of 5 average rating, 9 reviews

Sun Outdoors Shenandoah Sandstone Lodge

Other holiday rentals with lake access

A spacious living area is presented with large windows offering natural light and views. Comfortable seating is arranged around a wooden coffee table, with a cozy armchair and leather sofa. A stone fireplace adds warmth, complementing the light wood flooring and neutral color palette.

Overlook 26 with Wintergreen Advantage

A sweeping view of rolling mountains and valleys is captured at sunrise, with clouds blanketing the lower landscapes. The sun casts warm hues across the sky, contrasting against the cool tones of the mountains in the background.

Highlands 02 with Wintergreen Advantage

A comfortable living space features two large sofas and a patterned armchair, arranged around a circular coffee table. Large windows provide scenic mountain views, while light-colored walls and a neutral rug create a refreshing atmosphere. A lamp sits beside the sofa, adding to the inviting setting.

Overlook 45 with Wintergreen Advantage

A spacious living area features a large sectional sofa arranged around a round coffee table. Panoramic windows offer scenic views of the surrounding landscape, while wood accents and a stone fireplace add warmth and comfort. Natural light floods the room through skylights.

Vistas 82 with Wintergreen Advantage

A comfortable living area is arranged with a dark brown sofa, a blue couch, and a cozy ottoman. Natural light fills the space through large glass doors that open to a balcony with scenic views. Subtle artwork and lamps complement the warm tones of the room.

Highlands 37 with Wintergreen Advantage

The living area features a vaulted ceiling with wooden beams and a stone fireplace as a focal point. Large windows provide views of the surrounding trees, while contemporary furnishings, including patterned chairs and a plush ottoman, create a comfortable setting.

4.94 out of 5 average rating, 53 reviews

Wintergreen Resort Home w/ Deck: Walk to Slopes

A living area showcases a wood-paneled wall, featuring a fireplace and a mounted television. Comfortable seating includes two armchairs and a plaid-patterned sofa. Natural light fills the space through large windows, offering views of the outdoors. A small coffee table and shelves with books are present.

5 out of 5 average rating, 8 reviews

Wintergreen Resort Retreat w/ Skiing Access!