Holiday rentals with lake access in Wintergreen Resort

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

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.

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!

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!

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.

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.

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.

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!

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.