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, 118 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, 261 reviews

Sunset Vista Villa, 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, 241 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, 957 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, 134 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, 156 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!

Guest house 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, 96 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.

Superhost

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.

5 out of 5 average rating, 13 reviews

Min 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.

4.95 out of 5 average rating, 155 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

✨ 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.

4.95 out of 5 average rating, 37 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, 103 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

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.

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, 89 reviews

Hot Tub + Game Room in Wintergreen for ski & fun

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, 87 reviews

Spacious, Ensuite BRs, Pet Friendly, Hot Tub!

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, 22 reviews

Foxwood at Stoney Creek 4Br/3Ba Ski & 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 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 SnowHouse HotTub Dogs OK Firepit Creek PacMan

A spacious living area features large windows that provide natural light and views of the surrounding trees. A stone fireplace serves as a focal point, while comfortable seating arrangements invite relaxation. The wood ceiling adds warmth to the welcoming atmosphere.

4.89 out of 5 average rating, 56 reviews

Stunning Wintergreen Resort Home: Ski & Golf!

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, 10 reviews

Spindle Hill Farm’s School House ~ Firepit, Pond

Apartment rentals with lake access

Flat in Wintergreen Resort

The living area features a leather sofa, a glass coffee table, and a wall-mounted TV. Natural light floods through two windows, enhancing the space. A dining table with four chairs is positioned nearby, and a fireplace adds a cozy touch to the room.

4.83 out of 5 average rating, 6 reviews

Walk to Ski! Spacious and Pup Friendly!

Flat in Wintergreen Resort

New place to stay

Walk to ski! Updated condo w/ balcony & fireplace.

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

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 out of 5 average rating, 11 reviews

Sandstone Lodge

Other holiday rentals with lake access

A living area features a light-colored couch and a patterned chair, creating a comfortable seating arrangement. A wooden coffee table is centered on a large area rug. Natural light is received through a window, and a mirror is hung on the wall, adding depth to the space.

4.8 out of 5 average rating, 5 reviews

Stoneridge 77 with Wintergreen Advantage

Superhost

A cozy living area is highlighted by wooden beams and rich hardwood flooring. Leather sofas and a fabric couch with decorative pillows are arranged around a wooden coffee table. A patterned area rug adds warmth, while the open layout connects to the kitchen space in the background.

Cabin in Nellysford

Rustic Cabin @Wintergreen Resort

Cabin in Wintergreen Resort

A welcoming living area features a stone fireplace and a flat-screen TV mounted on the wall. Comfortable seating includes a light-colored sectional couch and two blue accent chairs. Large windows provide natural light, and a patterned area rug adds warmth to the hardwood floor.

4.94 out of 5 average rating, 52 reviews

Wintergreen Resort Cabin: Near the Slopes!

4.95 out of 5 average rating, 22 reviews

An open living area features a stone fireplace surrounded by large windows that invite natural light. Comfortable sofas are arranged invitingly, while a wooden ceiling adds warmth to the space. A dining area is visible in the adjoining kitchen, enhancing the communal feel.

Home in Roseland

Luxe Wintergreen Resort Escape w/ Hot Tub!

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, 10 reviews

Wintergreen Resort Retreat w/ Skiing Access!

Diamond Hill Studio 09 with Wintergreen Advantage

A spacious dining area features a large wooden table set for twelve, surrounded by black chairs. A decorative light fixture hangs above, and a green accent wall complements the room. Shelving displays decorative items, adding character to the inviting space.