
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.

⭐️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

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

Sunset Retreat a cabin off the beaten path
Relaxation and quiet are two words that come to mind at Sunset Retreat. Close enough to stores for convenience but far enough away for solitude. Large yard, fire pit and concrete area if children want to create a masterpiece in chalk, there is also a tree swing next to woods. Close to many wineries, breweries and hiking. No WIFI or satellite tv, we have antenna only. You are welcome to bring your own hotspot . We have one smart tv. There is also a private in ground pool for summer time use.

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 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. 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. Dogs allowed- $30 fee.

Pet Friendly Cottage on 21 acre farm
Enjoy the lovely, quiet setting on 21 acres. Newly renovated 2 story bank barn will be your home away from home. Soft, muted colors, zen feel. Come relax, hike, ride your bike, go wine and craft beer tasting, Copper Fox Distillery, has nice gin and bourbon if you prefer. Visit Luray Caverns and Shenandoah National Park, or shop at Sperryville gift shops, restaurants, antique markets and art galleries. Old Rag Mountain is only 20 minutes away!
Popular amenities for Madison County pet-friendly home rentals
Pet-friendly house rentals

Long Run Farm

Designer cabin in the woods at Shennadoah NP

White Rock Escape

Walnut Run Farm - Private & Quiet - Sperryville

Historic Madison Eagle Inn

Home with beautiful mountain and river views

Madison Home located near venues, wineries, & SNP

Firnew Cottage
Pet-friendly home rentals with a pool

The River House at the Swinging Bridge

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

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

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

The Madelyn

4 bedroom House at The Quiet Hills Farm

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

Mountain Retreat — 4 Bdrm Blue Ridge / Shenandoah

Cross Mountain Hideaway
Destinations to explore
- Waterfront rentals Madison County
- Rentals with a patio Madison County
- Cottage rentals Madison County
- Cabin rentals Madison County
- Rentals with breakfast Madison County
- Rentals with a firepit Madison County
- Rentals with outdoor seating Madison County
- Rentals with an EV charger Madison County
- Rentals with a kayak Madison County
- Rentals with a washer and dryer Madison County
- Rentals with a fireplace Madison County
- Rentals with a hot tub Madison County
- Fitness-friendly rentals Madison County
- Family-friendly rentals Madison County
- Rentals with lake access Madison County
- Rentals with pools Madison County
- Farmstay rentals Madison County
- Bed and breakfasts Madison County
- House rentals Madison County
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Luray Caverns
- Early Mountain Winery
- Shenandoah Valley Golf Club
- Bryce Resort
- Robert Trent Jones Golf Club
- Ash Lawn-Highland
- Massanutten Ski Resort
- Prince Michel Winery
- Lake Anna State Park
- Lee's Hill Golfers' Club
- Chisholm Vineyards at Adventure Farm
- Sly Fox Golf Club
- Frontier Culture Museum
- Spring Creek Golf Club
- Bowling Green Country Club
- Farmington Country Club
- Blenheim Vineyards
- Dinosaur Land
- Birdwood Golf Course
- Cardinal Point Winery
- Blue Ridge Shadows Golf Club
- Little Washington Winery
- Glass House Winery
- Car and Carriage Caravan Museum




