
Pet-friendly vacation rentals in Madison County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Madison County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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

Robinson River Roost - Cottage near Shenandoah NP
Enjoy a slice of country life in our rustic 2 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.

The Log Cabin at Ridgeview - Hiking, Wine, UVA
Entire main floor of quaint log cabin in the heart of Virginia's Wine Country. Close to Charlottesville airport, UVa campus, Shenandoah National Park, wineries, breweries, local restaurants. NOTE: Prices shown are for 2 bedrooms, 1 queen and 1 double, and 2 baths. For access to 3rd bedroom, at an additional fee which includes one double and one single, set number of guests to 5 or 6. Access to laundry. Cozy front porch, tons of parking, screened in porch out back for dining or relaxing.

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.

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!

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.

Relaxing 2BR CABIN, 12 acres, dog friendly, hiking
Bring the whole fur family & enjoy precious time away from the hustle & bustle of everyday life. This updated cabin sits on 12.5 acres of mainly wooded land in the heart of the blue ridge- Madison County. Within 30 minutes of wineries, breweries, hiking, & Charlottesville! Boasting a primary loft bedroom w/ a queen bed and a bonus room w/ a full bed, this home away from home can comfortably sleep 4-5! Front porch swing & fenced yard for the pups to play. Guests can completely relax!

Robinson River Cabin - Tri Creek Farm
If you spend most of your career glued to a computer and other screens, this place is for you. TriCreek Farm is a place for you to disconnect, reboot, and fuel your soul. This riverfront cabin is situated on ~100 acres, over 1/2 mile of Robinson River frontage, with breathtaking views. There are creeks, fishing, and hiking trails to explore and enjoy. The cabin is located in Brightwood, Virginia, a small town located in Madison County between Culpeper and Charlottesville Virginia.

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.

Modern Cabin | Old Rag in Shenandoah National Park
Stay near the best mountain trails in Shenandoah National Park with a few wineries and breweries close by. You'll have access to ... -- Our private creek and swimming hole -- A hot tub under the stars -- Starlink WiFi with up to 200 Mbps download speeds, adequate for remote work and streaming services (see more below) -- A kitchen fully stocked with all the equipment you'll need to prepare your own meals -- 2 bedrooms and an inflatable mattress in the common area

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. Kayaks are available for your use on the lake. Unit approved with a Special Use Permit for Tourist Lodging by Greene County.

Amy's Place
Time for a quiet retreat to the country. Winter is here! Good time to hit the hiking trails. (Or just stay cocooned inside!) Here's a totally modern cottage for up to four people for whom camping and even our Hayloft Cottage may seem a bit too rustic. The back door opens up to a porch and a spacious 1.5 acres of fenced-in area (shared with Hayloft dog owners and our mutts), perfect for your four-footed friends (dogs only; limit 2).
Popular amenities for Madison County pet-friendly home rentals
Pet-friendly house rentals

Long Run Farm

The Roost at Upper Nonesuch - Entire house

White Rock Escape

Walnut Run Farm - Private & Quiet - Sperryville

Downtown Madison Studio near Hiking and Venues

Cozy Madison Home near Venues, Wineries, & SNP

Firnew Cottage

The Cottage At Liberty Mill Upgraded WI FI Pet $50
Pet-friendly home rentals with a pool

The River House at the Swinging Bridge

AJ's House: Beautiful, Cozy, Renovated! 135/nt

The River House with the River Deck

Boxwood Cottage - Shenandoah National Park

Peon Palace Cottage on Rose River by Blue Ridge

Greenwood - near Old Rag & White Oak Canyon Trails

Wild Wind Cottage - On Robinson River Trout Stream

Pete's Farm Cottage - on Graves Mountain Farm
Private, pet-friendly home rentals

4 bedroom House at The Quiet Hills Farm

J&E Hideaway

come and stay at bird song hill

Old Church Cottage Old Rag, Kitchen, Grill

Simple One Room Camping Cabin # 3

Fall is in the Air - Come to the Mountains

Graves Mill Cottage

Spectacular Mountain Retreat
Destinations to explore
- Cabin rentals Madison County
- Rentals with a kayak Madison County
- Rentals with a fire pit Madison County
- Rentals with a fireplace Madison County
- Rentals with outdoor seating Madison County
- Family-friendly rentals Madison County
- Rentals with lake access Madison County
- Cottage rentals Madison County
- Rentals with a hot tub Madison County
- Rentals with pools Madison County
- House rentals Madison County
- Bed and breakfasts Madison County
- Farmstay rentals Madison County
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Early Mountain Winery
- Downtown Mall
- James Monroe's Highland
- Lake Anna State Park
- Frontier Culture Museum
- Blenheim Vineyards
- Prince Michel Winery
- Cardinal Point Winery
- Glass House Winery
- University of Virginia
- John Paul Jones Arena
- Shenandoah River Outfitters
- James Madison University
- Monticello
- Jiffy Lube Live
- Sky Meadows State Park
- White Lotus Eco Spa Retreat
- The Rotunda
- Cooter's Place
- Grand Caverns
- IX Art Park




