House vacation rentals in Madison County

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Top-rated house rentals in Madison County

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Superhost

A wooden cabin with dark siding is positioned amidst greenery, surrounded by trees. A deck extends from one side, providing outdoor space. Large windows invite natural light into the interior, visible through the windows. A gravel path leads to the entrance, enhancing accessibility.

Home in Madison

4.94 out of 5 average rating, 118 reviews

Designer cabin in the woods at Shennadoah NP

Come relax at our scandi inspired cabin in the woods. Five acres of pristine woods are the perfect backdrop for our renovated house, making it an ideal weekend retreat away from the busy city life. Discover the best spots in the area, including wineries and breweries, caverns and trails, antique shops and local makers, only a few miles from the house. Whether you are looking for a restful getaway, a source of inspiration, or a place to stay while you discover Virginia, this is the place for you.

Guest favorite

The exterior of a two-story brick house is depicted, featuring a well-maintained entry with a set of stairs leading to a small patio. Large windows are visible, allowing natural light inside. Lush greenery surrounds the home, contributing to a welcoming atmosphere.

Home in Madison

4.93 out of 5 average rating, 120 reviews

Robinson River Retreat - Near River, SNP & Graves

Great location near the Blue Ridge Mountains in Madison County for family or friends. 3 BR, 2 BA spacious house. Property continues across street to the peaceful Robinson River for swimming or fishing. Minutes to scenic trails at White Oak Canyon/Cedar Run and Old Rag in Shenandoah National Park. Many wineries and breweries are near by as well as seasonal festivals at Graves Mountain Lodge. Convenient to Culpeper and Charlottesville. Fiber Internet with 140 Mbps upload & download; 30 ms Latency

Top guest favorite

A scenic view of a pond surrounded by open land and trees reveals a family enjoying the outdoors. Mountains are visible in the background, creating a peaceful and spacious setting. The landscape includes a small structure near the pond, contributing to the rural charm.

Home in Hood

4.98 out of 5 average rating, 304 reviews

Firnew Cottage

A perfect family getaway from the city in the heart of Virginia Wine Country, 15 min from Shenandoah National Park, 30 min from Charlottesville. Private cottage on 265 acres with 3 mi. hiking trail, overlooks 2 ponds/playhouse offers complete farm experience. Walk to swimming hole on river, canoe/fish in lake, feed peacocks/ goats, collect fresh eggs. Great sunsets. Fire-pit. Close to wineries, breweries, Montpelier, Monticello - only 1.5 hrs to DC/Richmond. Pet friendly. Tour included.

Top guest favorite

The exterior of a renovated solid brick farmhouse is depicted, featuring a covered porch lined with seating. Adjacent is a separate building with a rustic appearance, surrounded by lush greenery and trees. A designed brick BBQ area is visible on the property.

Home in Luray

4.99 out of 5 average rating, 608 reviews

Modern Farmhouse near Shenandoah Nat'l Park + Lake

Enjoy our secluded 1850s solid brick farmhouse. Completely renovated with modern conveniences, including central AC & super fast, Starlink internet. 5 miles from Shenandoah National Park, Luray Caverns. A short walk to Lake Arrowhead. We also own the downtown cafe, Broad Porch Coffee, so are local and can help if you ever need anything. We are family friendly and love dogs, no pet fee. Our goal is to provide a clean, safe, comfortable stay! Please read our reviews for an unbiased opinion :)

Guest favorite

A charming cabin with light-colored wood siding is set against a snowy landscape. A welcoming wreath adorns the front door. The surrounding area features tall trees blanketed in white snow, with steps leading up to the porch where a rocking chair is placed.

Home in Montpelier Station

4.93 out of 5 average rating, 520 reviews

The Cottage At Liberty Mill. Pets allowed $25

Brand new charming cabin with views of the Blue Ridge Mountains. Two bedrooms, Loft with 2 twin beds, two large bathrooms and a spacious common area. Exposed chestnut beams, working gas fireplace make this cabin a perfect getaway. All the amenities you could want. Located minutes from James Madisons' Montpelier, 5 minutes from Historic Orange, 30 minutes to Charlottesville, 20 minutes to Culpeper and less than 2 hours to Washington, DC. A loft area with 2 twin beds. Great for kids. Beautiful.

Guest favorite

A charming cottage is set against a backdrop of lush trees. A welcoming front porch with white railings encircles the entrance. The property features landscaped areas with low shrubs and concrete steps leading to the front door.

Home in Stanardsville

4.9 out of 5 average rating, 210 reviews

The Conway House

Get away on the Conway, a place to recharge, relax and explore. Located just outside a back entrance to the Shenandoah national park. Walk, run, or bike these lightly traveled country roads to access the trail heads. This private cottage is the ideal location for visiting the Shenandoah national park, hiking, fishing, biking, wineries, and getting away to relax. This newly remodeled mountain retreat is updated with modern decor and all the essentials for an unforgettable mountain getaway.

Top guest favorite

A spacious living area features wooden cathedral ceilings and large windows that open to a serene outdoor view. A grand piano is positioned beside a dining table surrounded by elegant chairs, while potted plants add a touch of greenery to the space.

Home in Banco

4.99 out of 5 average rating, 140 reviews

Spacious Retreat with Outdoor Firepit & Large Deck

Enjoy this tucked-away spacious, peaceful family getaway with lots of indoor and outdoor space. Wooden cathedral ceilings with fireplace and lots of windows to enjoy nature. Dine outdoors on the large wrap around deck with grill, firepit, horseshoes, and cornhole. Enjoy fishing and the rope swing at the nearby Robinson river. Walking distance to Blue Quartz Brewery and Winery. Enjoy the best of Madison - Local Horseback Riding, Hiking Old Rag and White Oak Canyon all within minutes away.

Top guest favorite

A two-story farmhouse sits surrounded by lush greenery, with mountains visible in the background. The front porch is accented with two chairs. The white exterior contrasts with the vibrant surroundings, providing a welcoming appearance to guests approaching the entrance.

Home in Sperryville

4.98 out of 5 average rating, 101 reviews

Walk to Old Rag/Shenandoah*Hot tub* dogs welcome

Make some memories at this unique and family and dog-friendly place. Relax in the hot tub after hiking Old Rag. This rustic redone farmhouse with modern amenities is a short walk to the trailhead for the hike up Old Rag, a short walk to Hughes River fishing, and a short drive to Sperryville, historic Madison, wineries, breweries and other Shenandoah National Park hikes. The house is surrounded by acres of fenced open space, with a front porch, deck, weber gas grill, and 360 Mountain Views.

Top guest favorite

An open living area features high wooden ceilings with exposed beams, creating a spacious atmosphere. A large kitchen island with bar seating is situated near a dining table. Two spiral staircases lead to upper levels, while large windows frame views of the surrounding nature.

Home in Robertson

4.93 out of 5 average rating, 230 reviews

One Of A Kind Home in VA Wine Country on 50 acres

Welcome to Lumusa Lodge. Leave your cares behind as you turn onto the windy road that leads you to this beautiful 50-acre retreat. We are proud to share our home and hope your time here is rejuvenating. Designed/built by a Hollywood actor and situated in wine country, this home is an hour from Dulles, 45 minutes from Charlottesville & 15 minutes from Culpeper. We have an adjacent farmhouse if you need additional space. Great venue for weddings, bachelorettes, and other special events.

Guest favorite

The spacious deck extends along the length of the house, featuring several white rocking chairs positioned for scenic views of the surrounding landscape. Cloudy skies create a serene atmosphere, highlighting the natural beauty of the nearby hills and fields.

Home in Madison

4.96 out of 5 average rating, 163 reviews

Spacious Shenandoah Home on 35 Private Acres

Sitting on 35 acres of private land to be explored, this classic countryside vacation rental ticks all the boxes for a relaxing outdoors-geared getaway! You can practically picture yourself enjoying a glass of wine after a long day of exploring the natural beauty of Virginia from this perched hillside home, sporting a long private drive, and an expansive furnished deck. This 2-bed, 2.5-bath outdoors oasis is sure to have everyone unplugged, outside and enjoying living in the moment.

Guest favorite

A welcoming entrance to the duplex is highlighted by a stone pathway leading to a wooden porch. Lush greenery surrounds the porch, with shrubs and trees providing a serene atmosphere. The sky is partially cloudy, adding to the tranquil outdoor setting.

Home in Madison

4.95 out of 5 average rating, 423 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Dogs allowed-$30 fee.

Top guest favorite

The spacious property is set on a verdant expanse, framed by lush trees and rolling hills. A scenic red barn is positioned in the background, complementing the home's modern design, which features a green metal roof and a welcoming outdoor area.

Home in Madison

4.98 out of 5 average rating, 229 reviews

Enchanted-Historic Shenandoah Farm

A distinctive historic farm and modern home available for an exclusive rental experience. The house was completely restored in 2005 adding a new addition that houses a large modern kitchen, and 3 full baths (over 3,800 sq ft). A top Washington decorator designed the home specifically to create an ideal family/friends active getaway, explore its 110 private acres full of old fashioned activities. Please note that this property is not set up to accommodate weddings or events.