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, 114 reviews

5 min toSki! Mntn View HotTub Pool Table MovieRoom

5min drive to slopes. Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. ★3,500sqft on 3 floors ★Hot tub for 8 people ★Sound system ★2-Story vaulted ceiling, gas fireplace, 55” TV ★Movie room: 65” TV, pool table, wet bar, wine fridge ★Dining table seats 10 ★Desk and FAST WiFi ★Roku TV in every bedroom ★Park 6 cars Seasonal outdoor pool/tennis. Resort access not included.

Condo in Wintergreen Resort

A panoramic view of rolling mountains, covered in vibrant autumn foliage, is captured against a dramatic sunset. Varying hues of orange and purple stretch across the sky, enhancing the natural beauty of the landscape.

4.93 out of 5 average rating, 74 reviews

2 Fireplaces + Amazing Views

Wake up to awesome views and coffee by the fire. This unit is perfectly situated at The Ledges, just a quick five-minute drive to the Mountain Inn. Mountain Dreams is a newly designed, phenomenal condo that offers stunning 180-degree views of Charlottesville, Lake Monocan, the UVA observatory, and ski slopes. Located at the highest elevation, this two-story condo provides a prime location, only 8 miles from Devils Backbone Brewery, Bold Rock or Three Notch'd. Walk conveniently across the street

4.97 out of 5 average rating, 233 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, 942 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, 151 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!

Guesthouse in Massies Mill

Lush green grass stretches across the foreground, leading to a scenic vista dominated by rolling hills and misty mountains. The trees display varying shades of green, indicating the freshness of spring, with a backdrop of soft clouds partially covering the peaks.

4.99 out of 5 average rating, 90 reviews

Solar-powered Guesthouse at Peak Time Property

This cozy guesthouse is a perfect getaway. It has SPECTACULAR views of the Priest and Three Ridges. Located in Massies Mill, it is a 20-30 minute drive to the Appalachian Trail, Wintergreen, breweries, wineries, and distilleries. It is also practically around the corner from Pharsalia Events. There are several convenience stores close by, but the closest grocery store is an 18 minute drive. Situated on 26 acres, there is more than a mile of marked trails available to walk as you wish.

Condo in Wintergreen Resort

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, 256 reviews

Sunset Vista Mountain Views “Skies for Miles”

Welcome to Sunset Vista Villa, where you enjoy, “Skies for Miles.” This beautiful, 2 bedroom, 2 bath, first-floor-unit with second 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!

A wooden deck features several Adirondack chairs arranged around a fire pit, providing a cozy setting for relaxation. Expansive views of the surrounding mountains and valleys are visible beyond the railing, with a mix of trees and rolling hills extending into the distance.

4.88 out of 5 average rating, 76 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.

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, 145 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.

4.93 out of 5 average rating, 30 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.

Popular amenities for Wintergreen Resort lake access rentals

Kitchen

Wi-Fi

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, 86 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, 85 reviews

Spacious, Ensuite BRs, Pet Friendly, Hot Tub!

5 out of 5 average rating, 16 reviews

Foxwood at Stoney Creek-4Br/3 Ba Mountain Getaway

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, 38 reviews

Beautiful Wintergreen Retreat

The living room features a stone fireplace, providing a central focal point. Large windows allow natural light to brighten the space, while a comfortable sofa invites relaxation. A wooden shelf displays decorative items, and a smart TV is mounted on the wall for entertainment.

4.84 out of 5 average rating, 25 reviews

The Hideaway at the Waterfall

The exterior of the cabin is presented, showcasing a two-story structure surrounded by trees. A welcoming porch with two chairs is visible at the entrance, and wide steps lead up to the front door. Natural light highlights the exterior's neutral tones.

5 out of 5 average rating, 9 reviews

The Snow House Pet Friendly Creek PacMan

The exterior of the historic schoolhouse features a striking red facade complemented by large windows, allowing for ample natural light. Surrounding foliage showcases vibrant autumn colors, enhancing the warm and welcoming entrance framed by lush greenery and a stone pathway.

5 out of 5 average rating, 5 reviews

Spindle Hill Farm’s School House ~ Firepit, Pond

Lake access apartment rentals

4.96 out of 5 average rating, 48 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

Private room in Stanardsville

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.

4.94 out of 5 average rating, 69 reviews

Cozy Cove

An outdoor pool is shown surrounded by sun loungers and trees, with a scenic view of the mountains in the background. A bright sky with scattered clouds enhances the tranquil atmosphere of the area.

Apartment in Massanutten

Townhome/Villa in Massanutten Resort, VA

A spacious living area is illuminated by natural light from large windows. A sectional sofa is arranged beside a wooden coffee table, while a dining table with multiple chairs is visible nearby. Warm wood accents and a soft area rug add to the inviting feel of the space.

Apartment in McGaheysville

2 Bedroom Condo - Mountain Villa

Apartment in Massanutten

Woodstone at Massanutten Villa

Apartment in Stanardsville

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.

4.77 out of 5 average rating, 554 reviews

Balcony Suite 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.

Apartment in Stuarts Draft

4.29 out of 5 average rating, 7 reviews

Sun Outdoors Shenandoah Sandstone Lodge

A vibrant indoor waterpark is depicted, featuring a variety of water attractions including slides, a lazy river, and play areas. Families and children are seen enjoying the water, while a glass ceiling allows natural light to illuminate the space.

Apartment in McGaheysville

LABOR DAY Getaway 3Bd Massanutten Condo - 40% OFF

Lake access cottage rentals

4.93 out of 5 average rating, 123 reviews

The cabin features a rustic wooden exterior, complemented by multiple large windows that allow natural light to enter. A small covered porch is accessed by a set of steps, surrounded by a forest of trees with autumn foliage.

Cottage in Crozet

#1 Mountain Cabin Near Shenandoah National Park

4.89 out of 5 average rating, 156 reviews

A small cedar cottage is nestled among tall trees, featuring a dark wooden exterior and a pitched roof. A picnic table is situated in front, alongside a charcoal grill. A low porch leads to the main entrance, inviting outdoor relaxation.

Cottage in Crozet

#7 Dogwood 2 Bd Mt Cabin, Lake, Hike & Fish

4.89 out of 5 average rating, 56 reviews

A rustic cabin is set among trees, featuring a wooden exterior with multiple windows. A covered porch extends from the front, leading to steps that descend to the gravel pathway. Surrounding foliage indicates the natural beauty of the landscape.

Cottage in Crozet

#8 Sassafras 2 BD Cabin Mnt Lake, Hike & Fish