Vacation rentals with lake access in Wintergreen Resort

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Top-rated lake access rentals in Wintergreen Resort

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Guest favorite

An outdoor dining scene features a plate with a partially eaten slice of pizza beside a glass of beer. A chair is positioned nearby, with rolling green hills and distant mountains visible in the background under a partly cloudy sky.

Condo in Wintergreen Resort

4.93 out of 5 average rating, 69 reviews

Great happenings and awesome views!

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 for stone-fired pizza and beer at Fire and Frost.

Guest favorite

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.

Home in Wintergreen Resort

5 out of 5 average rating, 7 reviews

The Snow House Pet Friendly Creek PacMan

Escape to our peaceful 3BR/4 Bath mountain cabin nestled in the trees along a beautiful creek—just 2 minutes from the skiing and close to scenic hiking trails. Sleeps 9–10 with a spacious layout, huge covered back porch, cozy firepit, and fun Pac-Man arcade machine. Enjoy a brand-new kitchen with 2 dishwashers, full laundry, and plenty of space to unwind. Pet-friendly and perfect for families or groups seeking comfort, nature, and connection. 3 pools, 3 golf courses, tennis, pickle, archery etc

Guest favorite

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

4.96 out of 5 average rating, 228 reviews

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.

Top guest favorite

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

5 out of 5 average rating, 930 reviews

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!

Guest favorite

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.

Cabin in Wintergreen Resort

4.88 out of 5 average rating, 129 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!

Top guest favorite

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.

Home in Nellysford

4.99 out of 5 average rating, 147 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!

Top guest favorite

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.

Home in Nellysford

5 out of 5 average rating, 82 reviews

Hot Tub & Game Room mins from Wineries + Breweries

Luxury meets location at this spacious golf-course retreat—minutes to Nelson 151’s vineyards and breweries, Afton hiking and Wintergreen skiing/tubing. Unwind in the hot tub, play in the game room, or relax by the gas firepit. Great layout for groups and families. 2 King beds, 1 Queen, 2 Doubles. Feel festive with the Christmas tree in December Enjoy the screened porch, EV charger, and fully equipped kitchen. Community pool access, discounted weekly/monthly stays, and just 35 mins to UVA.

Top guest favorite

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.

Guesthouse in Massies Mill

4.99 out of 5 average rating, 88 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.

Guest favorite

The spacious living area features a stone fireplace and large windows that allow natural light. A comfortable sofa faces the cozy seating area, while a dining table accommodates several guests. An artwork piece complements the warm decor, enhancing the inviting space.

Condo in Wintergreen Resort

4.97 out of 5 average rating, 39 reviews

WonderfulViews/Ski-In/Out/WalktoResort

Welcome to Sample’s Summit! Ski In/Ski Out… slope side! It doesn’t get better! This two story, mountain condo is situated right on Eagle’s Swoop and within walking distance to some of the best hiking trails and lookouts on the mountain! Enjoy gorgeous views of the mountains, wake up early & catch an amazing sunrise! We are centrally located and just a short walk to the Mountain Inn, ski check in, the Market, restaurants, shops and entertainment. *WTG is now part of the Indy Ski Pass!

Top guest favorite

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.

Condo in Wintergreen Resort

5 out of 5 average rating, 248 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!

Guest favorite

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.

Home in Wintergreen Resort

4.88 out of 5 average rating, 75 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.

Top guest favorite

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.

Home in Wintergreen Resort

5 out of 5 average rating, 14 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!