
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

The Cozy Conway Cottage
Enjoy peace and quiet along the Conway River. This relaxing getaway is about 1/4 mile off of rte 230. The cottage was an original one-room cabin with a centrally located wood stove/fireplace. It now boasts 2 bedrooms, 1 bathroom, a full kitchen, large windows and a patio/deck with river views. During the fall and winter months, you can see the sunset over the mountains of the National park. It’s a 20 min drive to the Shenandoah National Park entrance and 5 minutes from Early Mountain Vineyard.

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!

Cozy 1 room cabin in the mountains.
In the heart of the Shenandoah mountains. 1 mile from White Oak Canyon and Old Rag for amazing hikes. Perfect for the fly fisherman (lots of local streams) or a nice quiet get-away for a couple. Once you park your car you can sit back and just listen to the river flowing in the back yard & enjoy a nice beverage next to the fire pit. The property is a very special place! UPDATE: New kitchen counters and new table and chairs
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

Fall is in the Air - Come to the Mountains

Historic Madison Eagle Inn

Home with beautiful mountain and river views

Madison Home located near venues, wineries, & SNP
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

4 bedroom House at The Quiet Hills Farm

River Front Mountain Views (Old Rag, SNP)

Old Church Cottage Old Rag, Kitchen, Grill

come and stay at bird song hill

Mountain Retreat — 4 Bdrm Blue Ridge / Shenandoah

Cross Mountain Hideaway

Nonesuch Farm and guest house~Shenandoah escape

Old Rag Mountain Cabin
Destinations to explore
- Waterfront rentals Madison County
- Rentals with a hot tub Madison County
- Rentals with a firepit Madison County
- Cabin rentals Madison County
- Rentals with a patio Madison County
- Rentals with an EV charger Madison County
- Rentals with a kayak Madison County
- Rentals with a fireplace Madison County
- Rentals with outdoor seating Madison County
- Cottage rentals Madison County
- Rentals with a washing machine and dryer Madison County
- Bed and breakfasts Madison County
- Fitness-friendly rentals Madison County
- Family-friendly rentals Madison County
- Rentals with lake access Madison County
- Rentals with breakfast Madison County
- House rentals Madison County
- Farm stay rentals Madison County
- Rentals with pools 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
- Lake Anna State Park
- Lee's Hill Golfers' Club
- Massanutten Ski Resort
- Prince Michel Winery
- Chisholm Vineyards at Adventure Farm
- Sly Fox Golf Club
- Frontier Culture Museum
- Spring Creek Golf Club
- Bowling Green Country Club
- Dinosaur Land
- Blenheim Vineyards
- Farmington Country Club
- Birdwood Golf Course
- Little Washington Winery
- Blue Ridge Shadows Golf Club
- Cardinal Point Winery
- Glass House Winery
- Burnley Vineyards




