
House vacation rentals in Madison County
Find and book unique houses on Airbnb
Top-rated house rentals in Madison County
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

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

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.

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 :)

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.

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.

Sunset Retreat a cabin off the beaten path
Relaxation and quiet are two words that come to mind at Sunset Retreat. Close enough to stores for convenience but far enough away for solitude. Large yard, fire pit and concrete area if children want to create a masterpiece in chalk, there is also a tree swing next to woods. Close to many wineries, breweries and hiking. No WIFI or satellite tv, we have antenna only. You are welcome to bring your own hotspot . We have one smart tv. There is also a private in ground pool for summer time use.

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.

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.

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.

Unit B -Tatum’s Retreat -SAUNA- Hiking-Wineries
Beautifully renovated and cozy home in Madison, VA. Unit B is the bottom level of a duplex offering a peaceful setting, amazing views, close to wineries, wedding venues, hiking. SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Greene, Shenandoah Nat. Park, Culpeper & Orange, w/ shopping, restaurants, breweries, hiking, antiquing, site seeing & more. Dogs allowed- $30 fee.

Charming Carrie's Cottage at Fairhill Farm
Carrie's Cottage is nestled in a private corner of our Fairhill Farm. Delight in the bold views of the Blue Ridge Mountains. Hike private trails on our 150 acres. Fish in pond or river. Enjoy pool. Delight in farm animals including our miniature horses. Located 2 hours southwest of Washington, DC, 1 1/2 hours east of Richmond and 25 minutes north of Charlottesville, VA. Near wineries; Shenandoah National Park and AP; Monticello, Montpelier, Ash Lawn, and UVA
Popular amenities for Madison County house rentals
House rentals with a pool

New! Luxury Retreat – Pool, Hot Tub & Fire Pit

Pine Lake Lodge

Peacefield - Blue Ridge views near Culpeper

Luxury Retreat~Hot Tub~Sauna~Game Rm~2 King Suites

𝐓𝐎𝐏 𝐏𝐈𝐂𝐊 on Mountain! Hike & Ski Shenandoah

Clean 5BR w Heated Pool/Spa - Horse & Wine Country

The Franklin Estate - Suite F-Private Apt-King Bed

Overbank Riverfront Estate~Hot Tub~Pool~Views
Weekly house rentals

Refurbished 1880s Victorian Farm House~ Sleeps 6.

Family Friendly Cottage Game Room, Fire Pit & More

The Madelyn

The River House at the Swinging Bridge

Modern Getaway in Orange

Spacious Group Stay | Pond Retreat, Fishing & SNP

MountainViews/HotTub/Dog Friendly/Crib/EV charger

Mountain Retreat — 4 Bdrm Blue Ridge / Shenandoah
Private house rentals

Historic Gem with Modern Comforts in Orange

J&E Hideaway

Luxury Mountain Home | Shenandoah | Stargazing

Skyview Cottage

Greene Hills Vista

The Cottage

8 Person House With Private Hot Tub on Estate

Sunny 3 bedroom Old Rag Cottage w 5 star Host!
Destinations to explore
- Rentals with an EV charger Madison County
- Bed and breakfasts Madison County
- Rentals with a kayak Madison County
- Farmstay rentals Madison County
- Family-friendly rentals Madison County
- Rentals with lake access Madison County
- Cottage rentals Madison County
- Pet-friendly rentals Madison County
- Rentals with outdoor seating Madison County
- Fitness-friendly rentals Madison County
- Rentals with a washer and dryer Madison County
- Cabin rentals Madison County
- Rentals with breakfast Madison County
- Waterfront rentals Madison County
- Rentals with a fireplace Madison County
- Rentals with pools Madison County
- Rentals with a firepit Madison County
- Rentals with a patio Madison County
- Rentals with a hot tub Madison County
- House rentals Virginia
- House rentals United States
- Luray Caverns
- Early Mountain Winery
- Shenandoah Valley Golf Club
- Bryce Resort
- Robert Trent Jones Golf Club
- Ash Lawn-Highland
- Lake Anna State Park
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Lee's Hill Golfers' Club
- Massanutten Ski Resort
- Sly Fox Golf Club
- Frontier Culture Museum
- Spring Creek Golf Club
- Bowling Green Country Club
- Dinosaur Land
- Car and Carriage Caravan Museum
- Farmington Country Club
- Blenheim Vineyards
- Birdwood Golf Course
- Little Washington Winery
- Cardinal Point Winery
- Glass House Winery
- Blue Ridge Shadows Golf Club