House vacation rentals in Waynesboro

A welcoming living area features two leather couches arranged around a wooden coffee table, which is complemented by a patterned rug. Large windows allow natural light to illuminate the space, offering views of the surrounding trees. Sliding glass doors provide access to an outdoor deck.

4.99 out of 5 average rating, 180 reviews

Close to hiking! | 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.

A cozy living room features a classic brick fireplace surrounded by comfortable seating. A colorful area rug adds warmth, while large windows offer views of the greenery outside. Adjacent, a vibrant game room contains a foosball table and warm lighting, ideal for entertainment.

4.88 out of 5 average rating, 124 reviews

Gameroom~Gym~Walk to River & Downtown~BR Pkwy 5mi

Centrally located historic home walkable to river, downtown shops & restaurants. Less than 15 mins to Shenandoah Natl Park, Blue Ridge Pkwy, Skyline Drive, Blue Ridge Tunnel Hike, Basic City Brewery, The Foundry, Wineries, Antique shops & Augusta Expo. Charlottesville, Staunton, Harrisonburg & Nelson Ski/Wineries 30mi The rec center across the street has playground & basketball court. Home has a main level bed & bath, game room, gym, 2 living rooms, firepit, fireplace, king bed & lots of charm!

A serene view of the Blue Ridge Mountains is presented, showcasing rolling hills blanketed in mist during sunrise. The sky is painted with soft pastel shades of orange and pink, highlighting the natural beauty of the surrounding landscape.

4.98 out of 5 average rating, 130 reviews

Mountain Mama- Amazing Views! + Hot Tub!

MOUNTAIN MAMA - The home for gorgeous Blue Ridge Mountain views : ) Situated on a graceful 26 acres minutes off Rt. 151, our mountainside home is nestled within the beautiful Rockfish Valley and offers incredible views from every window in a truly unique and newly renovated home. Enjoy sunsets over 3600’ Humpback Mountain due west and sunrises lighting up the valley ridges. If you need time to be inspired by nature’s beauty, this home offers a rare breath of fresh air! Book your stay today!

An inviting outdoor space features a hot tub surrounded by a spacious deck, with mountain views in the background. A large dining table with wooden chairs is positioned indoors, complemented by a fully-equipped kitchen visible in the adjacent area. A cozy fire pit with adirondack chairs provides a warm setting.

4.99 out of 5 average rating, 155 reviews

Hot Tub, Firepit, Mtn Views, Walk to Coffee & Park

Welcome to Creekside! Just minutes from the best wineries and breweries, it’s the perfect getaway to explore the 151 Brew Trail, Wintergreen Resort and the Blue Ridge Parkway. Enjoy mountain views and privacy in the hot tub. Roast marshmallows around the huge fire pit. Cozy up on the sectional sofa in front of the 65" 4K TV. Cooks will enjoy the spacious and fully equipped kitchen! All beds have premium memory foam mattresses. Fast Wi-Fi for remote work! Level 2 EV charger located in driveway.

The unique octagonal house is framed by lush greenery, showcasing its distinctive architecture. A spacious deck offers a vantage point for enjoying unobstructed views of the surrounding landscape. Panoramic windows reflect the natural beauty of the Blue Ridge Mountains, inviting light into the living space.

4.99 out of 5 average rating, 108 reviews

Mountain Overlook House - Blue Ridge Parkway

Unique octagonal house with stunning views of the Blue Ridge Mountains of Virginia. Located 2 miles from I-64, 15 minutes to downtown Waynesboro and an easy 25 min drive to Charlottesville and UVA. Open floor plan, perfect for gathering, and long-range 180 degree views from nearly every room. Fully equipped renovated kitchen. Quality linens and bedding. Rustic, yet modern decor. Home features large fireplace, outside fire pit, wifi, and board games galore. Stargazing and birdwatching heaven.

5 out of 5 average rating, 240 reviews

Home in Greenwood

Gorgeous Modern Mountain Home + Blue Ridge Views

GREENWOOD VISTA - Escape to our modern mountain home 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 bedroom suite, fully equipped kitchen, to coffee and wet bar, sauna, outdoor grill, billiard table, and a cozy fire pit.

4.99 out of 5 average rating, 311 reviews

Home in Tyro

Creekside Retreat | Fire Pit + Big Fenced Yard

Wake up to the sound of the creek and end your evenings around the fire-pit in your fully private, fenced yard. Bear Creek is a peaceful, private Blue Ridge retreat designed for couples, families, and pet-friendly getaways. Inside enjoy three comfortable bedrooms, an open living space, and direct access to a gently babbling creek just steps from the backyard. Minutes to Crabtree Falls, the Appalachian Trail, and Nelson County wineries--yet tucked away in a quiet, relaxing setting.

4.96 out of 5 average rating, 128 reviews

The Branch at Afton Mountain Retreat

Welcome to The Branch at Afton Mountain Retreat in the heart of Brewery Trail/Route 151, Vineyard country and the foothills of the Blue Ridge Mountains. Located 1/8th mile from Veritas Vineyard. It is within 10 minutes to every brewery, vineyard, distillery and cidery along Route 151 & Crozet, 1 mile from the newly opened Blue Ridge Tunnel and 20 minutes to Wintergreen Resort for winter fun! Completely remodeled and ready to spoil the best guests who simply want to unwind.

4.96 out of 5 average rating, 384 reviews

The Brew Ridge Trail's Most Unique Home. Sleeps 12

"Guest Favorite" Top 5% of Homes on AirBnB. Rated 4.96★ by 100's of guests. Dogs welcome! 42x SuperHost property. Your Brew Ridge Trail Adventure starts here. Afton’s top-rated Airbnb, this bright, spacious 3,300 sq ft home was extensively renovated in 2026 with brand-new amenities. Minutes from Wintergreen, the Brew Ridge Trail, breweries, wineries, hiking, golf, and the Blue Ridge Parkway. Perfect for friend getaways, reunions, and unforgettable weekends.

A serene outdoor space features four wooden chairs arranged around a small fire pit. A hammock is nestled between trees in the background, offering views of the surrounding mountains and colorful autumn foliage. The lawn is dotted with fallen leaves, creating a tranquil atmosphere.

4.88 out of 5 average rating, 100 reviews

Mountain View Cottage | Wine, Hiking & Dog

Sweet Afton is a charming two-bedroom cottage on 1.55 fenced-in acres in the heart of Afton’s wine and beer country. Enjoy beautiful mountain views, a cozy updated interior, high-speed WiFi, outdoor fire pit, hammock, and covered porches perfect for morning coffee or evening wine. Just minutes from Veritas Vineyards, the Blue Ridge Tunnel Trail, Shenandoah National Park, and the Route 151 brewery trail. Dogs welcome with approval.

A spacious deck features a hot tub and a dining area set for six. Scenic views of a vibrant sunset and surrounding landscape create a calming atmosphere, while the wooden decking enhances the connection to nature.

4.95 out of 5 average rating, 144 reviews

Sycamore Shade: 151 House, HOT TUB, Mountain Views

Newly renovated home inviting Appalachian adventure and craft exploration with ample gathering space for friends and family to create lasting memories. Sycamore Shade features 3 bedrooms, a new modern kitchen, 2 full baths, bright dining room, and gorgeous mountain views from a spacious deck with a 6 person hot tub. The house has been completely renovated with all the MCM feels and eco friendly thrifts.

4.9 out of 5 average rating, 442 reviews

A winding gravel driveway leads to a spacious home, surrounded by a lush green lawn. A large tree provides shade next to the house, which features a covered front porch. The setting includes open fields and a sky filled with soft clouds.

Home in Stuarts Draft

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.

Popular amenities for Waynesboro house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 128 reviews

Cliffs Edge -A Contemporary Mountain Home

4.92 out of 5 average rating, 239 reviews

The exterior of Pine Lake Lodge is displayed, featuring a stone chimney and a covered porch with several chairs. Lush green grass surrounds the lodge, complemented by trees and colorful foliage in the background, creating a serene outdoor setting.

Home in Charlottesville

Pine Lake Lodge

The exterior of a multi-level home is nestled among trees, with warm lighting illuminating the porch and deck. The spacious deck features a staircase leading down, surrounded by autumn leaves, creating a welcoming atmosphere.

4.89 out of 5 average rating, 161 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

5 out of 5 average rating, 111 reviews

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

Game Room+Screen Porch+Hot Tub+Fire Pit on 151

A functional kitchen with wooden cabinetry and an island is featured. The space includes a stove, modern appliances, and a ceiling fan. A brick wood stove adds a rustic element, while a small plant sits on the island, providing a touch of greenery.

4.94 out of 5 average rating, 161 reviews

Farmhouse on Working Vineyard

A wooden walkway leads to the entrance of the house, framed by vibrant pink rhododendron flowers. Tall trees provide a natural backdrop, with dappled sunlight filtering through the leaves, creating a serene outdoor setting.

4.95 out of 5 average rating, 167 reviews

Bear's Mountain Escape

A spacious bedroom features a high, wood-beamed ceiling and a large window providing natural light. The bed is dressed in navy bedding with a plaid blanket draped across it. A wooden dresser and lamp complement the rustic decor, and a mounted TV is positioned above.

4.97 out of 5 average rating, 238 reviews

Hottub Ski InOut Renovated Chalet Lower Tyro Slope

4.89 out of 5 average rating, 130 reviews

The open living area features high ceilings and large windows, allowing natural light to enhance the space. A comfortable seating arrangement includes a sofa and two armchairs, while an adjoining kitchen is visible in the background, equipped with modern appliances.

Home in Nellysford

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

Weekly house rentals

4.97 out of 5 average rating, 136 reviews

Home in Roseland

Stargaze on 12 Acres: Hot Tub 55"TV Fire Pit Grill

4.97 out of 5 average rating, 155 reviews

The exterior view showcases a modern blue house set against a backdrop of lush green hills. A wooden deck extends from the home, providing access to outdoor space. The gravel driveway is lined with a rustic split-rail fence, enhancing the natural feel of the surroundings.

Home in Nellysford

Llama Loft | Fire Pit | Fenced Yard | Brew Trail

4.94 out of 5 average rating, 400 reviews

Home in Mount Crawford

River views, HOT TUB, firepit, Near Buc-ee’s &I81!

4.9 out of 5 average rating, 191 reviews

Home in Grottoes

New modern ranch house in adorable small town

4.93 out of 5 average rating, 198 reviews

The cabin exterior features a welcoming porch with steps leading to a landscaped yard. Soft evening light casts a warm glow from the windows, highlighting the charming architecture against a backdrop of colorful twilight sky. The expansive green lawn extends towards the horizon.

Home in Staunton

Ridgeview Retreat: Mountain Views and Pet Friendly

4.99 out of 5 average rating, 914 reviews

A charming cottage with a peaked roof features a welcoming red door. Surrounding gardens with colorful flowers and lush greenery enhance the entryway, while a gravel path leads to the entrance. Trees provide a natural backdrop, contributing to the serene setting.

Home in Keswick

Charming Cottage at Golden Hill

4.94 out of 5 average rating, 114 reviews

Mountain Cottage · Fire Pit Nelson 151 Brew Trail

5 out of 5 average rating, 220 reviews

Home in Grottoes

Karen's Home Place - Come Away, Relax and Unwind

Private house rentals

An open living area showcases a spacious sectional sofa facing a round coffee table. Wooden beams are visible on the ceiling, while large sliding glass doors lead to the backyard. A dining table for several is positioned nearby, creating a seamless flow between spaces.

5 out of 5 average rating, 51 reviews

Shenandoah Gateway | Renovated 3BR Home

A charming farmhouse is set against a backdrop of rolling hills, featuring a light-colored exterior with a metal roof. A pathway leads to the front porch, flanked by lush greenery and a small shed in the distance.

4.99 out of 5 average rating, 182 reviews

Rockfish Farmhouse

A Cape Cod-style home is set on a spacious green lawn, framed by trees showing autumn colors. The wrap-around porch is visible, with steps leading to the entrance. Soft morning light illuminates the house, highlighting its architectural details.

4.98 out of 5 average rating, 178 reviews

The Inn at Blue Mountain Brewery

4.98 out of 5 average rating, 100 reviews

A cozy living area features a light-colored sofa facing a fireplace, creating a focal point. To the side, a comfortable armchair is paired with a small side table. A television is positioned across the room, with natural light illuminating the space from large, partly draped windows.

Home in Staunton

The Red Hen Historic Cottage

4.98 out of 5 average rating, 97 reviews

Willow Grove-Hot Tub+Views-3.5 acres

4.96 out of 5 average rating, 357 reviews

A spacious, two-story house with white siding and large porches is featured. Lush green grass surrounds the structure, and the landscape includes open pastures and trees. The setting is serene, with plenty of natural light illuminating the exterior.

Home in Dyke

Living Water Farm, Blue Ridge

A cozy living area is furnished with two black sofas and a coffee table centered on a patterned rug. A flat-screen TV is mounted on the wall, with a decorative piece on the table. Natural light enters through two adjoining windows adorned with blinds.

4.96 out of 5 average rating, 68 reviews

Cute Place in Waynesboro

A comfortable gray sectional sofa is positioned near large windows, allowing natural light to brighten the space. Decorative throw pillows, including one with stripes, add subtle texture. A wooden side table holds a lamp, while a patterned area rug contributes warmth to the room.