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Pet-friendly holiday rentals in Orange County

Find and book unique pet-friendly homes on Airbnb

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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Cabin in Madison

4.88 out of 5 average rating, 388 reviews

The Cabin at the Lake

Lake view cabin! 2 bedrooms one bathroom. Close to breweries, wineries, grocery store, and 20 minutes from Shenandoah National Park. You will have everything you need at our home provided for you. We have a canoe and row boat for you to venture out on the water and fishing poles, just bring your bait and bathing suit! We are "unplugged" at the lake, we have a TV and dvd player and plenty of movies, but do not have satellite tv or wifi. Verizon cell phone should have great coverage. No parties!

Guest favourite

Home in Orange

4.84 out of 5 average rating, 271 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

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

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

Home in Madison

4.96 out of 5 average rating, 379 reviews

Unit A-Mountain Retreat- SAUNA-Hiking-Wineries

Renovated duplex in Madison, VA. Enjoy a peaceful setting, amazing views and convenient to wineries, wedding venues & hiking. New SAUNA! On-site walking trail. Near Early Mtn Vineyards, Prince Michelle Winery, Yoder's Market, Bald Top Brewing & Plow & Hearth. A 30 min drive to Charlottesville, Shenandoah Nat. Park, Culpeper & Orange. Shopping, restaurants, breweries, antiquing, site seeing and more. *RENT ENTIRE HOME* - Inquire for our unit A & B combined rate. Pet (dogs only) $30 per night.

Guest favourite

Cottage in Orange

4.95 out of 5 average rating, 409 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

Home in Mineral

4.94 out of 5 average rating, 148 reviews

Waterfront retreat w/private dock/hot tub/kayaks

Homeport Harbor is the ultimate lake vacation home! Unwind in this spacious, cozy waterfront retreat located on the public side of Lake Anna! This 1,800 sq ft. home is located on one acre and is beautifully decorated; including completely all brand new furniture, kitchen upgrades and new mattresses throughout. Spend your days relaxing at the water’s edge on the private dock, screened in porch or large deck and your evenings roasting marshmallows gathered around the built-in fire-pit.

Guest favourite

Farm stay in Brightwood

4.96 out of 5 average rating, 121 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

Farm stay in Madison

4.96 out of 5 average rating, 107 reviews

Luxury Historic Manor, with Private Pool & Hottub

Woodbourne Estate, circa 1810, is a National and Virginia historic registered landmark Manor House and farm nestled in the foothills of the Blue Ridge Mountains in Madison, Virginia. The 53-acre Estate is also home to our award-winning Bald Top Brewing Company which sits just a comfortable stroll beyond the Manor house. This magical Manor, with its gorgeous grounds, gardens, barns, ruins, pool, stream and vistas awaits! The Manor at Bald Top: Drink in the Moment!

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

Rental unit in Orange

4.94 out of 5 average rating, 391 reviews

Cardinal Cove: Waterfront Kayaks Firepit Boatslip

Waterfront Lake Anna; vineyards/state park/walking trails/patio seating gas grill; granite counter tops/gas stove/large refrig. Baths newly tiled. Walk-in shower in master bedroom. 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

Cottage in Madison

4.95 out of 5 average rating, 383 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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Quaint homes, peaceful surroundings

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, 14 reviews

1930's Orange Bungalow

Guest favourite

Home in Orange

4.92 out of 5 average rating, 51 reviews

Good Vibes LKA. Lake View w/ Boat Slip + golf cart

Guest favourite

Home in Madison

4.95 out of 5 average rating, 107 reviews

Designer cabin in the woods at Shennadoah NP

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, 43 reviews

Lake House | Outdoor Chimney | Gazebo & Grills

Guest favourite

Home in Madison

5 out of 5 average rating, 49 reviews

Winter is beautiful. 20% Discount Feb 1-March 31.

Guest favourite

Home in Locust Grove

4.95 out of 5 average rating, 43 reviews

Life on the Lake, lakefront property

Guest favourite

Home in Gordonsville

4.99 out of 5 average rating, 77 reviews

Clifton House- a beautifully renovated 1780 home

Pet-friendly home rentals with a pool

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

Home in Locust Grove

5 out of 5 average rating, 40 reviews

Lakefront at Turtle Cove

Guest favourite

Cabin in Locust Grove

4.95 out of 5 average rating, 43 reviews

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

Guest favourite

Cabin in Somerset

4.9 out of 5 average rating, 30 reviews

Bloomingdale Honeymoon Cabin w/Mountain/Barn Views

Guest favourite

Cottage in Locust Grove

4.99 out of 5 average rating, 129 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Guest favourite

Home in Aroda

4.97 out of 5 average rating, 77 reviews

Sunset Retreat a cabin off the beaten path

Home in Locust Grove

4.73 out of 5 average rating, 44 reviews

Lakefront Getaway | Close to DC | Near Winery

Private, pet-friendly home rentals

Farm stay in Rapidan

New place to stay

squirrels jump from heaven~cottage & barn

Villa in Orange

5 out of 5 average rating, 52 reviews

Luxurious Stay for 2 at Historic Estate

Guest favourite

Home in Orange

5 out of 5 average rating, 10 reviews

The Oasis at Lake Anna

Guest favourite

Home in Orange

4.95 out of 5 average rating, 22 reviews

Elmwood House

Guest favourite

Home in Mineral

5 out of 5 average rating, 11 reviews

Hurley’s Hideaway w/Boat Launch *Slip & Fire Pit

Cabin in Locust Grove

4.84 out of 5 average rating, 74 reviews

The A-frame near the lake

Guest favourite

Farm stay in Orange

4.97 out of 5 average rating, 32 reviews

Cozy Farm getaway on Lake Anna

Destinations to explore