Holiday rentals with lake access in Wintergreen Resort

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Top-rated rentals with lake access in Wintergreen Resort

Guests agree: these rentals with lake access are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Wintergreen Resort

4.92 out of 5 average rating, 63 reviews

Views & Brews with 2 Floors

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.

Superhost

Home in Wintergreen Resort

4.79 out of 5 average rating, 104 reviews

Mntn View Hot Tub Pool Table Pool Tennis Golf

Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. 5min drive to slopes. ★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.

Guest favourite

Home in Roseland

5 out of 5 average rating, 16 reviews

Hot Tub! Wintergreen Resort!

Check out our 5 star reviews on VRBO and "cozy cabin at wintergreen dot com". Prepare to escape and relax at our three bedroom, two bath cabin, nestled atop the Blue Ridge mountains, a short walk (5 Houses) to the Devils Knob Overlook. 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.

Guest favourite

Cabin in Nellysford

4.96 out of 5 average rating, 216 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 favourite

Yurt in Afton

5 out of 5 average rating, 913 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!

Top guest favourite

Cabin in Wintergreen Resort

4.88 out of 5 average rating, 128 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 favourite

Tiny home in Crozet

4.96 out of 5 average rating, 141 reviews

CBD Hemp House Cottage

The Cottage is a warm, cozy, intimate tiny house space ideal for 1-2 peeps. Features full bed, smart tv, Wifi, AC/ Heat, & full rustic bth rm w/ tub, toilet, farm sink, hot/ cold h2o. Offering a unique experience, local "surprise" treats for guests & canna offerings (never a must, always avail.) Outdoor kitchen space is combined w/ an eatery bar, patio, fire pit, grill, smoker & pizza oven. We are nestled in the Blue Ridge just west of C’ville, VA @ the foot of Shen Nt'l Park. *NO animals*

Top guest favourite

Home in Nellysford

4.99 out of 5 average rating, 138 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 favourite

Guest house in Massies Mill

4.99 out of 5 average rating, 82 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 favourite

Apartment in Wintergreen Resort

4.97 out of 5 average rating, 35 reviews

WonderfulViews/WalktoResort&WTGMusicFest

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 favourite

Apartment in Wintergreen Resort

5 out of 5 average rating, 236 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 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!

Top guest favourite

Home in Wintergreen Resort

5 out of 5 average rating, 11 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!