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Pet-friendly holiday rentals in Orange County

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Top-rated pet-friendly home rentals in Orange County

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Home in Orange

4.83 out of 5 average rating, 274 reviews

ATLAST - THE FARMHOUSE

Don't let the exterior fool you, this brick home is decorated in Farmhouse Style, 1 mile from Historic Montpelier, 3 miles from Grelan Nursery, Orange, Willow Grove Inn and Woodberry Forest School. Across from a 30 acre farm. Gaze out the window at the horses and cattle, take a hike on a nearby trail or visit the many wineries in the area. Close to Charlottesville( 30 miles) Culpeper (20 miles) 1 and a half hours to DC. 20 minutes to HITS Horse show, Culpeper. Woodbrook Winery around the corner

Guest favourite

Home in Madison

4.95 out of 5 average rating, 109 reviews

Designer cabin in the woods at Shennadoah NP

Come relax at our scandi inspired cabin in the woods. Five acres of pristine woods are the perfect backdrop for our renovated house, making it an ideal weekend retreat away from the busy city life. Discover the best spots in the area, including wineries and breweries, caverns and trails, antique shops and local makers, only a few miles from the house. Whether you are looking for a restful getaway, a source of inspiration, or a place to stay while you discover Virginia, this is the place for you.

Farm stay in Rapidan

4.86 out of 5 average rating, 127 reviews

Iconic Virginia Farmhouse with Furnished Silo

This beautiful house is the culmination of eight friends’ vision for an ecological and architectural experience. Set on a picturesque 33-acre grassfed cattle farm, this 4 bedroom, 3 loft, 2.5 bath dwelling is ideal for family get-togethers and intimate reunions with old friends. Many Blue Ridge Mountain sunsets have been celebrated from the open air balcony. Due to the number of staircases and separated rooms, the property is not ideal for folks with toddlers or those with mobility limitations.

Guest favourite

Home in Madison

4.93 out of 5 average rating, 250 reviews

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. New 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. Pet fee $30 per night, dogs only.

Guest favourite

Tiny home in Gordonsville

4.93 out of 5 average rating, 121 reviews

Glamping Cabin, Gorgeous Views, Sunsets! 1

Sunsets, Stargazing, Fireflies, Dogwoods, Peonies, Organic Berries, Wild Flowers. Everyday the views are spectacular, day or night. Big thanks to our previous guests for so many terrific reviews! Even with no electric, everyone has been thrilled with our Glamping experience. We make getting outside easy and super comfy! With a Tempurpedic style bed, propane heater, plenty of solar lights, fire pit, wood & kindling, fresh spring water, private Loo and shower house, you won't want to leave.

Guest favourite

Cottage in Orange

4.95 out of 5 average rating, 413 reviews

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!

Guest favourite

Farm stay in Brightwood

4.96 out of 5 average rating, 122 reviews

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.

Guest favourite

Cabin in Unionville

4.94 out of 5 average rating, 198 reviews

Private Couples getaway with HOT TUB.

Welcome to the exquisite location, conveniently situated only 15 minutes away from Lake Anna. Our family has invested significant effort into creating this splendid, contemporary A-frame cabin, nestled on our 110 acre family farm. Strategically positioned to offer a breathtaking view of the creek that traverses our property, this private retreat is located just one hour from Washington, D.C. Immerse yourself in the tranquil ambiance and soothing sounds of nature.

Guest favourite

Rental unit in Orange

4.94 out of 5 average rating, 392 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

*Please note bookings after Nov 15th-Dec31st tarped construction materials on 1/3of patio as deck being installed. No construction will occur during guest visit. Looking forward to having hot tub next spring. Waterfront. Three queen size beds, 2 deluxe air mattresses. 65" 4k SU Samsung tv (240 channels/11 movie channels; plus movies on-site). Quiet hours: 11pm-8am. Kayaks for 6 available upon request must return to storage rack face down or $25 cleaning fee.

Guest favourite

Rental unit in Barboursville

4.81 out of 5 average rating, 199 reviews

Burnley Beauty Apartment

Renovated private basement apartment located in Barboursville wine country! Relax out where it’s silent and you won’t hear any traffic. We are just a short drive to town where you can enjoy points of interest such as UVA, Monticello, wineries, breweries, and shenandoah parkway! We are happy to host and help accommodate our guests! We are animal lovers so check out our guidebook or ask us if you need pet friendly recommendations.

Guest favourite

Tiny home in Gordonsville

4.99 out of 5 average rating, 106 reviews

The Little House: Screened Porch + Pasture Views

Are you looking for a relaxing getaway weekend in Virginia's countryside? Welcome to The Little House! This tiny house (~300 sq ft) is located on five acres overlooking a private pasture in the scenic countryside of Gordonsville. Located just a 3-minute drive from downtown Gordonsville, the home is the perfect launching point to some of Central Virginia's best wineries, historic sites, and area attractions.

Guest favourite

Cottage in Madison

4.95 out of 5 average rating, 387 reviews

THE PERFECT HIKING & WINERY COUNTRY RETREAT

Welcome! Our charming 2 bedroom guesthouse is located in the middle of our 23 acre farm. Currently the property is being used for livestock - cattle (and one donkey named Jasper). Please note: The pool will be open the first week in May thru Labor Day Weekend (sometimes longer if weather permits).

Holiday rentals for every style

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Popular amenities for Orange County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Orange

5 out of 5 average rating, 16 reviews

1930's Orange Bungalow

Guest favourite

Home in Gordonsville

4.97 out of 5 average rating, 100 reviews

The Ranch at Wine Country - Complimentary bottle

Guest favourite

Home in Gordonsville

5 out of 5 average rating, 41 reviews

Cute Boho Cottage w/Game Room, Sleeps 12

Guest favourite

Home in Gordonsville

4.86 out of 5 average rating, 21 reviews

Sage Cottage on Main Street

Guest favourite

Home in Spotsylvania Courthouse

4.93 out of 5 average rating, 42 reviews

Lake House | Outdoor Chimney | Gazebo & Grills

Guest favourite

Home in Locust Grove

4.95 out of 5 average rating, 44 reviews

Life on the Lake, lakefront property

Guest favourite

Home in Madison

5 out of 5 average rating, 51 reviews

Winter is beautiful.

Guest favourite

Home in Orange

4.93 out of 5 average rating, 42 reviews

One of Central Virginia's Finest

Pet-friendly home rentals with a pool

Guest favourite

Home in Locust Grove

5 out of 5 average rating, 42 reviews

Lakefront at Turtle Cove

Guest favourite

Cabin in Somerset

4.9 out of 5 average rating, 30 reviews

Bloomingdale Honeymoon Cabin w/Mountain/Barn Views

Guest favourite

Home in Aroda

4.97 out of 5 average rating, 79 reviews

Sunset Retreat a cabin off the beaten path

Guest favourite

Farm stay in Somerset

5 out of 5 average rating, 15 reviews

Historic Bloomingdale Farmhouse w/Mountain Views

Cabin in Somerset

4.5 out of 5 average rating, 20 reviews

Charming & Rustic Bloomingdale Cottage w/views

Guest favourite

Cabin in Locust Grove

4.95 out of 5 average rating, 44 reviews

Hot Tub/Arcade/Bar/Golf/Beaches: The Lucky Duck!

Guest favourite

Farm stay in Madison

4.96 out of 5 average rating, 107 reviews

Luxury Historic Manor, with Private Pool & Hottub

Guest favourite

Cottage in Locust Grove

4.99 out of 5 average rating, 129 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Private, pet-friendly home rentals

Farm stay in Rapidan

New place to stay

squirrels jump from heaven~cottage & barn

Guest favourite

Home in Orange

5 out of 5 average rating, 10 reviews

The Oasis at Lake Anna

Villa in Orange

5 out of 5 average rating, 52 reviews

Luxurious Stay for 2 at Historic Estate

Guest favourite

Home in Orange

4.96 out of 5 average rating, 23 reviews

Elmwood House

Guest favourite

Home in Mineral

4.92 out of 5 average rating, 25 reviews

Lake Life, Cuz Beaches Be Salty

Guest favourite

Farm stay in Orange

4.97 out of 5 average rating, 32 reviews

Cozy Farm getaway on Lake Anna

Guest favourite

Home in Mineral

5 out of 5 average rating, 31 reviews

Modern Family Home by Lake Anna

Destinations to explore