House holiday rentals in Waynesboro

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Top-rated house rentals in Waynesboro

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Top guest favourite

Home in Wintergreen Resort

5 out of 5 average rating, 116 reviews

Cozy Chalet | King Beds | Fireplace | Hot Tub

Welcome to Blackrock Escape! Dog friendly, 2BR/2.5BA mountain home in prime location at Wintergreen Resort. 3-min drive to the Mountain Inn. Walk to hiking trails–the Plunge Trail/Blackrock Park is only a 2-min walk. Two BRs on first floor - both with King-size Helix mattresses, smart TVs, and en suite bathrooms. Wood burning fireplace, games, puzzles, 65” smart TV in living room. Two decks w/gas grill and hot tub. Keurig K-Duo coffee maker and dishwasher in kitchen. Full-sized washer and dryer.

Top guest favourite

Home in Mount Crawford

4.99 out of 5 average rating, 235 reviews

Pup-Friendly, kid-friendly, chalet in the woods.

Welcome to La Casa del Bosque (The House in the Woods)! Situated on 10 wooded acres and surrounded by farms on rolling hills in the heart of the Shenandoah Valley, our recently-updated 5-bedroom, 2.5 bath home is the perfect place for your getaway. We are just 15 minutes from JMU and downtown Harrisonburg, and 25 minutes from Massanutten. Take a walk on the trail, birdwatch, visit a neighboring vineyard, or chase sticks with your pup--- there are so many ways to unwind at La Casa del Bosque!

Top guest favourite

Home in Nellysford

4.97 out of 5 average rating, 150 reviews

Glass House | Mountain & Water Views @ Wintergreen

This custom home at the base of Wintergreen is located 40-minutes from Charlottesville. The waterside setting offers views from living, primary bedrooms, decks and porches, as well as upstairs bedroom and balcony. Large glass walls and sliding doors ensure connection with the landscape. A two-person master-bathroom shower with views of the pond is a key feature of the home's sleek and minimalist design. The home is off of the Rte. 151 beer/wine/distillery trail and nestled beside a golf course.

Top guest favourite

Home in Nellysford

4.99 out of 5 average rating, 115 reviews

Wooded Haven | Family Friendly | Fire Pit | Trail

Welcome to the Wooder House, a cozy haven nestled in the woods of Virginia's beautiful Nelson County! Enjoy relaxing and connecting in a private, comfortable home centered on 38 wooded acres. - Peaceful nature retreat - Outdoor patio & fire pit - Great for families & dogs - Fully stocked kitchen - Trail to river onsite & hiking nearby - 8+ min. to wineries, breweries, cideries, restaurants - 25 min. to Wintergreen Resort For more photos and fun area recs, check us out on IG: @thewooderhouse

Top guest favourite

Home in Greenwood

5 out of 5 average rating, 201 reviews

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain retreat nestled along the Blue Ridge mountains. Whether you want to explore Shenandoah National Park, visit wineries, or relax in our hot tub with stunning mountain views, this gorgeous A-Frame home is the perfect place for you. We have thoughtfully appointed our home with everything you need to be comfortable. From a luxurious master suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and plenty of games.

Top guest favourite

Home in Weyers Cave

4.99 out of 5 average rating, 150 reviews

Cozy Country Cottage

A cozy country cottage in the heart of the Shenandoah Valley with a million dollar view. To do? So much ,so close! Like antiques? Factory Antique Mall -8 miles Largest antique mall in America. Gotta golf? Lake View -11 miles Packsaddle- 18 miles To ski or not to ski! That's up to you. Massanutten Resort-20 miles. "Into" Caverns? Grand Caverns 5-miles. Oldest show cave in North America. Wine anyone? Cross Keys Vineyard and Bistro-7 miles Marceline Vineyards-5 miles. Or just chill out!

Guest favourite

Home in North Garden

4.98 out of 5 average rating, 341 reviews

Lux Country Retreat minutes from Charlottesville!

Located just off route 29 this private luxury retreat with surrounding 2 acre fenced yard is one mile from Pippin Hill Farm & Vineyard and only 15 minutes from UVA/Charlottesville. You will find this home spacious, bright and airy, perfect for entertaining groups or families. The house is completely equipped with everything you may need to host the perfect getaway! Nearby attractions: Pippin Hill, Albemarle Ciderworks, Ragged Branch Distillery, Potter's Craft Cider and Charlottesville!

Guest favourite

Home in Mount Crawford

4.94 out of 5 average rating, 283 reviews

River Views HOT TUB, WIFI, near Buc ee’s and I81!

Come relax in the hot tub and enjoy this peaceful getaway right on North River. We are tucked away in the countryside but just 5 minutes from I81 as well as 10 min to Bridgewater College, 15 min to Blue Ridge Community College, 17 min to JMU, and 25 minutes to Massanutten Resort. There are plenty of exciting adventures here in the heart of the Shenandoah Valley including, hiking, wineries, shopping, and lots of good food! We are just minutes from Buc-cee’s Rockingham location!!

Superhost

Home in Waynesboro

4.82 out of 5 average rating, 136 reviews

Hot Tub - Fire Pit - Game Room

Howdy! Nestled perfectly between the North Terminus of the Blue Ridge Parkway, the entrance to Skyline Drive, all of the Afton wineries, the Beerwerks Trail, Wintergreen Resort, and Downtown Waynesboro, this four bedroom house with a fully stocked game room, two patios, a fire pit, and hot tub is the perfect spot to relax after a long day of enjoying the Shenandoah Valley.

Guest favourite

Home in Staunton

4.93 out of 5 average rating, 163 reviews

Ridgeview Retreat: Mountain Views and Pet Friendly

Ridgeview Retreat is a cozy cabin situated beautifully on over 15 sprawling acres with gorgeous mountain views. Enjoy the peace and quiet of the country, but also proximity to Downtown Staunton and easy access to Harrisonburg. This 3 bedroom cabin sleeps 7 and boasts gorgeous outdoor spaces with a firepit, swings, and land to roam.

Top guest favourite

Home in Stuarts Draft

4.88 out of 5 average rating, 358 reviews

Blackwood Air B & B

Enjoy this spacious dwelling while viewing the Blue Ridge Mountains, Watch the freight train make its way around the curve or listen to the sheep as they graze in the pasture. Nearby outdoor activities are various hiking trails, Skyline Drive Parkway, or a local Shenandoah Acres lake. Only 10 miles from Wintergreen Resort.

Top guest favourite

Home in Waynesboro

5 out of 5 average rating, 115 reviews

Beauty in the Shenandoah Valley

Only 30 minutes from Wintergreen resort, Charlottesville/ University of Virginia, Harrisonburg/James Madison University and Lexington and 15 minutes from the Blue Ridge parkway. Several wineries/breweries are minutes away. This four bedroom home is perfect for small groups needing a little more room.