Pet-friendly vacation rentals in Madison County

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Top-rated pet-friendly home rentals in Madison County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Tiny home in Reva

4.95 out of 5 average rating, 293 reviews

K-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.

Jul 26 – Aug 2

G$26,414 GYD per night

Guest favorite

Cottage in Madison

4.91 out of 5 average rating, 141 reviews

Robinson 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.

Aug 23 – 30

G$25,312 GYD per night

Guest favorite

Farm stay in Sperryville

4.98 out of 5 average rating, 121 reviews

The Roost at Upper Nonesuch

New for fall: Pickleball Court!. Located in the foothills of the Blue Ridge Mountains, Upper Nonesuch is the perfect place to get away and relax. Enjoy the serene view of the valley and rolling hills from the large screened-in porch and bedroom, the walking trails, the spring-fed pond on the adjacent farm. Take a short drive and enjoy hiking Old Rag and White Oak Canyon Falls. Explore Sperryville and Culpeper, the many orchards, wineries, breweries, all the Shenandoah Valley has to offer.

Aug 16 – 23

G$29,123 GYD per night

Guest favorite

Home in Madison

4.94 out of 5 average rating, 220 reviews

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. New 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. Pet fee $30 per night, dogs only.

Jan 16 – 23

G$33,568 GYD per night

Guest favorite

Guesthouse in Syria

4.95 out of 5 average rating, 333 reviews

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

Apr 19 – 26

G$19,703 GYD per night

Guest favorite

Cottage in Orange

4.95 out of 5 average rating, 367 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

Feb 23 – Mar 2

G$22,983 GYD per night

Superhost

Cottage in Stanardsville

4.86 out of 5 average rating, 114 reviews

Chateau Merlot

This cute, quiet, and cozy Appalachian Cabin has been lovingly renovated to provide a relaxing retreat into the mountains of Virginia. Enjoy the expansive and private back yard (great for stargazing!), nearby hiking trails, and abundant wineries in the area. Enjoy the wildlife that stops through to feed on the mature fruit trees, the mountain breeze, and the quiet solitude offered by slowing down and visiting the mountains. There is a small creek at the back of the property as well.

Mar 25 – Apr 1

G$22,127 GYD per night

Guest favorite

Yurt in Etlan

4.95 out of 5 average rating, 193 reviews

Peaceful Secluded Old Rag Retreat

The spacious one bedroom yurt is located high on a forested hillside in the middle of 15+ acres. Come enjoy a natural and serene getaway with all the comforts of home- a full kitchen (ie, all utensils, setting for four), a bathroom with shower and laundry, a queen bedroom, and a queen foldout sofa in the living room by the wood burning stove. The windows roll up from the outside and have permanent screens inside. There is also a BBQ grill, a separate firepit, and WiFi via satellite.

Oct 25 – Nov 1

G$26,189 GYD per night

Guest favorite

Guest suite in Ruckersville

4.98 out of 5 average rating, 136 reviews

Serenity Lakeview Cottage

Renovated lakefront apartment, downstairs from the main home. It is located on beautiful Greene Mountain Lake with year-round lake and mountain views. Wildlife on the lake includes geese, herons, ducks, osprey, eagles, turtles, and beavers. The setting is serene and peaceful. You will have a private entrance and a covered porch. Pedal kayaks are available (with short training) for your use on the lake. Unit approved with a Special Use Permit for Tourist Lodging by Greene County.

Jan 2 – 9

G$24,727 GYD per night

Guest favorite

Home in Montpelier Station

4.93 out of 5 average rating, 463 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.

Jul 23 – 30

G$37,648 GYD per night

Guest favorite

Barn in Etlan

4.96 out of 5 average rating, 163 reviews

Hayloft Cottage

The Hayloft Cottage is open year-round for your country-living pleasure. Spring is coming! The flowers are starting up. This is your chance to get away from all the crowds and spend some peaceful down-time in your own, personal retreat. Enjoy the many local hiking trails, the fields, the mountains, and the fresh air. And feel free to bring the pups along (dogs only; limit 2). We have a fenced-in, 1.5 acre lot shared with our other cottage (Amy's Place) and ourselves.

Jun 26 – Jul 3

G$29,616 GYD per night

Superhost

Home in Stanardsville

4.9 out of 5 average rating, 228 reviews

Long Run Farm

Welcome to our two bedroom 1940 renovated farmhouse on over 60 acres with unsurpassed mountain views to soothe your soul. Enjoy hiking, picnicking and stargazing as you explore the rural property. Relax by the barns, creek, hayfield and wooded knolls. Visit nearby Shenandoah National Park, local wineries, Bald top brewery and local potteries. Please note pet fee details below.

Feb 26 – Mar 5

G$29,582 GYD per night