
Pet-friendly holiday rentals in Madison County
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Top-rated pet-friendly home rentals in Madison County
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⭐️Mongolian Yurt⭐️1100ft²⭐️Fire Pit⭐️Full Kitchen
Modern day interpretation of Mongolian yurt with view of Blue Ridge Mountains and the Rose River Valley • 17ft (5m) domed living room ceiling • Fire pit (wood supplied) • Fully equipped kitchen • Extremely safe neighborhood • Onsite, secured parking for 4 vehicles • 1,100ft² / 100m² • 50 inch Smart TV with satellite connection and movie channels . No cleaning fee or extra charges Note: High speed satellite WIFI is complimentary, though it can be impacted by weather. Follow us @roseriverfarm
WalkabilityPetsKitchen

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
Outdoor spacesPetsQuiet

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.
WalkabilityPetsKitchen

Log Cabin and Ragged Rock Ridge
Mountaintop log cabin nestled in a mature, tranquil forest with spectacular views, ideally located near adventures like hiking in Shenandoah National Park (including Old Rag & White Oak Canyon), many local wineries/breweries/distilleries and quaint towns of Sperryville & Madison, VA. The authentic log cabin includes a cozy stone fireplace, porch, and patio with Old Rag views. Ponds, wildlife and hiking also available on the sprawling 300-acre property. Escape to the Cabin at Ragged Rock Ridge.
Outdoor spacesPetsGetting around

New, 5BD/4BA | hot tub, arcade, pool table, views
Welcome to this new, 2,880 sf LUXE retreat in Shenandoah Woods--a spacious cabin designed for unforgettable getaways. It features 5 king beds, 4 full baths (2 en suite, 1 adjoining, 1 hall), and stunning views from the porches, hot tub, and rooms. More highlights: ★Arcade, board games, 6 ft pool table ★Fire pit ★Elect fireplace ★Elect Grill on deck ★Smart TVs up to 70" ★Fast WiFi ★Dining for 10 ★Well-equipped kitchen ★5 mins-Stanley ★13-15 mins-Luray Caverns ★25 mins-Shenandoah National Park
PetsWalkabilityValue

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.
WalkabilityPetsDecor

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!
Outdoor spacesPetsSleep quality

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.
Outdoor spacesWalkabilityCondition

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!
WalkabilityOutdoor spacesBack garden

The Cottage At Liberty Mill Upgraded WI FI Pet $50
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. Upgraded WIFI
WalkabilityPetsLocation

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.
WalkabilityOutdoor spacesBiking

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
WalkabilityPetsSolo travel
Popular amenities for Madison County pet-friendly home rentals
Pet-friendly house rentals

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries
PetsOutdoor spacesHot tub

Firnew Cottage
PetsOutdoor spacesParks

Modern Farmhouse near Shenandoah Nat'l Park + Lake
PetsWalkabilityAir conditioning

Long Run Farm
Outdoor spacesWalkabilityAccuracy

Walnut Run Farm - Private & Quiet - Sperryville
PetsWalkabilityLaundry

Serendipity Retreat
PetsWalkabilityHiking

White Rock Escape
Outdoor spacesPetsHospitality

Downtown Madison Studio near Hiking and Venues
WalkabilityDecorSleep quality
Pet-friendly home rentals with a pool

Brewery Manor Sleeps 10 Hot Tub
WalkabilityOutdoor spacesFamily

The River House with the River Deck
Outdoor spacesPoolHeating

"Country Living at It's Finest"
PetsOutdoor spacesNearby

Pete's Farm Cottage - on Graves Mountain Farm
Outdoor spacesViewKitchen

The River House at the Swinging Bridge
PetsOutdoor spacesGrill

AJ's House: Beautiful, Cozy, Renovated! 165/nt
PetsOutdoor spacesShared spaces

Historic Log Farmhouse Suite 2 - 2 Bedrm, 3 Bed
Sleep qualityHikingKitchen

Boxwood Cottage - Shenandoah National Park
Outdoor spacesPetsComfort
Private, pet-friendly home rentals

Tranquility in the Mountains - Pet friendly!
Outdoor spacesPetsNearby

Spectacular Mountain Retreat
Outdoor spacesPetsWifi

10-Acre Dog-Friendly House w Grill & Near Wineries
PetsOutdoor spacesFamily

Stay near Old Rag +White Oak Canyon—Cozy Log Cabin
PetsOutdoor spacesAccess

Madison Farmette Guest House
Outdoor spacesPetsLaundry

Cozy 1 room cabin in the mountains.
Outdoor spacesPetsSolo travel

1 Bedroom Apartment With a Kitchenette on 28 Acres
Outdoor spacesPetsDecor

River Song Chalet - Private Retreat!
WalkabilityOutdoor spacesBack garden
Destinations to explore
- Cabin rentals Madison County
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- Rentals with lake access Madison County
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- Rentals with pools Madison County
- Rentals with a hot tub Madison County
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- Jiffy Lube Live
- University of Virginia
- Early Mountain Winery
- Monticello
- James Madison University
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- Shenandoah River Outfitters
- Prince Michel Winery
- Sky Meadows State Park
- The Rotunda
- Downtown Mall
- Frontier Culture Museum
- White Oak Lavender Farm & The Purple WOLF Vineyard
- John Paul Jones Arena
- James Monroe's Highland
- Grand Caverns
- IX Art Park
- Massanutten Indoor WaterPark





