House holiday rentals in Waynesboro

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Top-rated house rentals in Waynesboro

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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!

Superhost

Home in Staunton

4.88 out of 5 average rating, 199 reviews

Staunton Escape 👑King Bd, washer+dryer+Wifi+Fence

This 2 story house with vaulted ceilings is situated close to downtown Staunton in the heart of the Shenandoah Valley. Access to Shenandoah Nation Park and the Blue Ridge Parkway is just a short drive. This unique space has a King and Queen bed on the 1st floor, and a twin bed, futon, sofa bed and section on the 2nd floor. The ample parking allows for multiple large vehicles. The yard has a covered seating area and is completely fenced in. Wifi is fast, 58in smart TV, hand crafted decor, privacy

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, 116 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 Staunton

5 out of 5 average rating, 212 reviews

* Award-Winning Renovation * Ideal Location *

— Ample Parking in Driveway & Adjacent Private Parking Lot — Cleaning & Linens completely taken care of for you — Prepare a meal in the fully equipped kitchen. Relax on the porch as the sun sets behind the nearby mountains. Or sink into your own king-size bed with a good book. This downtown home was painstakingly renovated to highlight its historic character and is a proud recipient of the Historic Staunton Foundation's 2021 Residential Rehabilitation Award. Welcome to NEWTOWN RETREAT!

Top Guest favourite

Home in Greenwood

5 out of 5 average rating, 203 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, 343 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!

Top Guest favourite

Home in Verona

4.99 out of 5 average rating, 119 reviews

SerenityRidge~ HotTub,Treehouse, Gameroom&Views

Escape to Serenity Ridge, your secluded oasis in the country. This beautifully upgraded and renovated home offers a versatile and cozy retreat, with ample outdoor spaces for relaxation, reflection, and unwinding. Surrounded by nature and abundant wildlife, enjoy the treehouse and playground, or gather around the fire pit for memorable moments. Whether you're a couple seeking a private getaway or multiple families looking for a perfect meeting place, Serenity Ridge has everything you need.

Superhost

Home in Waynesboro

4.82 out of 5 average rating, 137 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, 164 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, 359 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.