
Pet-friendly holiday 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.

⭐️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

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

Spectacular Mountain Retreat
Cottage is the guest house of our country home. Situated on a mountain with spectacular views of the Blue Ridge and access to many hiking trails; biking; fishing and swimming in private pond only steps from the door. Cottage is located within easy driving distance of multiple wineries, Sky Line Drive and Shenandoah National Park; Montpelier; and restaurants and shops. We can accommodate no more than one dog, with prior permission. In April 2023, we again upgraded our internet (see below).

Log Cabin at 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.

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

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.

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

Elegant Historic Home Walkable to Downtown Orange

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

White Rock Escape

Walnut Run Farm - Private & Quiet - Sperryville

Graves Mill Cottage

Downtown Madison Studio near Hiking and Venues

Home with beautiful mountain and river views

Serendipity Retreat
Pet-friendly home rentals with a pool

The River House at the Swinging Bridge

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

Boxwood Cottage - Shenandoah National Park

The River House with the River Deck

Greenwood - near Old Rag & White Oak Canyon Trails

Wild Wind Cottage - On Robinson River Trout Stream

Pete's Farm Cottage - on Graves Mountain Farm

"Country Living at It's Finest"
Private, pet-friendly home rentals

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

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

Serenity Lakeview Cottage

Madison Farmette Guest House

Comfy Cottage Near SNP, Hiking, & Wineries

1 Bedroom Apartment With a Kitchenette on 28 Acres

Tranquility in the Mountains - Pet friendly!

Cozy 1 room cabin in the mountains.
Destinations to explore
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- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Shenandoah National Park
- Luray Caverns
- Bryce Resort
- Lake Anna State Park
- Jiffy Lube Live
- Early Mountain Winery
- University of Virginia
- Monticello
- Glass House Winery
- Cardinal Point Winery
- Blenheim Vineyards
- James Madison University
- Prince Michel Winery
- Shenandoah River Outfitters
- The Rotunda
- Sky Meadows State Park
- Frontier Culture Museum
- Downtown Mall
- James Monroe's Highland
- John Paul Jones Arena
- White Oak Lavender Farm & The Purple WOLF Vineyard
- Grand Caverns
- IX Art Park
- Massanutten Indoor WaterPark





