Vacation rentals in Madison County
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Top-rated vacation rentals in Madison County
Guests agree: these stays are highly rated for location, cleanliness, and more.
Guesthouse in Orange
5.0 out of 5 average rating, 175 reviewsTaj Garage Guesthouse
Newly constructed (2021) above garage guesthouse with private, self check-in entrance, off-street parking, located among historic homes just 4 blocks to restaurants, shops, park and art galleries in downtown Orange. Guesthouse includes a fully equipped kitchen, queen bed, full bath, seating area, TV, wifi and balcony. Handcrafted heart pine furniture. Level 2 EV Charger. Kitchen includes refrig, stove, microwave, toaster and Keurig. Close to superb wineries, breweries and historic sites.
Aug 5 – 12
Tiny home in Reva
4.94 out of 5 average rating, 287 reviewsK-9 Heaven Dogs Run Free
K-9 Heaven ... Get away from the City. Enjoy clean open spaces. Spend time with the horses.They love peppermints. Don't leave your K-9 family at home, It's there vacation too. 100% off leash 20 min away Old Rag Mountain , White Oak Falls and downtown Culpeper. There are so many trails for a wonderful hiking experience. We are with in 10 min of nearby winerys, breweries We are off leash for dogs . Never leave the farm as we have Doordash to bring you whatever you desire, Wine, food anything.
Apr 16 – 23
Cottage in Madison
4.9 out of 5 average rating, 135 reviewsRobinson River Roost - Cottage near Shenandoah NP
Enjoy a slice of country life in our rustic 3 BR, 1.5 bath cottage nestled along the Blue Ridge in Madison County. Great for a family or small group. Minutes to scenic hikes at White Oak and Old Rag in Shenandoah National Park, plus wineries, breweries and festivals at Graves Mountain Lodge. Steps away from trout fishing and swimming holes of the peaceful Robinson River, plus Possum's Store across the street. Convenient to Charlottesville, Culpeper, Blue Ridge Pkwy, Luray Caverns, Camp Varsity.
May 7 – 14
Vacation rentals for every style
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Popular amenities for Madison County vacation rentals
Other great vacation rentals in Madison County
Guest suite in Stanley
4.98 out of 5 average rating, 158 reviewsTranquility in the Mountains
Aug 20 – 27
Guest suite in Syria
4.96 out of 5 average rating, 198 reviews❤️Old Rag Mountain Views on 70 Acres near SNP!
Jul 6 – 13
Cottage in Etlan
4.97 out of 5 average rating, 159 reviewsAmy's Place
Apr 2 – 9
Cabin in Ruckersville
4.93 out of 5 average rating, 359 reviewsMountain View’s cabin!
Jun 13 – 20
Guest suite in Ruckersville
4.98 out of 5 average rating, 134 reviewsSerenity Lakeview Cottage
Jun 18 – 25
Farm stay in Sperryville
4.98 out of 5 average rating, 120 reviewsThe Roost at Upper Nonesuch
Jun 14 – 21
Cabin in Rochelle
4.84 out of 5 average rating, 375 reviewsPop's Place on the Rapidan River.
Nov 27 – Dec 4
Cottage in Madison
4.98 out of 5 average rating, 123 reviewsFishback Cottage, Central location
Aug 28 – Sep 4
Bungalow in Orange
4.98 out of 5 average rating, 357 reviewsFarm Cottage just outside town of Orange.
Feb 1 – 8
Guest suite in Madison
4.83 out of 5 average rating, 208 reviewsFarmette in Madison - Madison, VA
Dec 6 – 13
Farm stay in Brightwood
4.97 out of 5 average rating, 87 reviewsRobinson River Cabin - Tri Creek Farm
Jan 1 – 8
Home in Madison
5.0 out of 5 average rating, 4 reviewsHaywood Haven
Oct 3 – 10
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