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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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Cabin

4.88 out of 5 average rating, 393 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

4.96 out of 5 average rating, 101 reviews

The Ranch at Wine Country - Complimentary bottle

Welcome to The Ranch at Wine Country located in the heart of charming historic Gordonsville, VA. The Ranch provides all the essential amenities (condiments, tea & coffee, blow dryer, towels & much more) and some to enjoy your time away whether it be for work or play! The Ranch is pet friendly w/ a large comfy dog bed and water & food bowls. The Ranch is just minutes from UVA, Monticello and Fork Union Military Academy. Enjoy private parking, eye catching décor and a complimentary bottle of wine!

Guest favourite

Cottage

4.99 out of 5 average rating, 130 reviews

Quaint & Cozy LakeView Cottage - Lake of the Woods

Welcome to Brent and Carla's Lake View Cottage! Our beautifully renovated, fully furnished, unique and luxurious home is stocked with everything you need to enjoy your stay in beautiful Lake of the Woods. Our cozy cottage is a perfect get-away for your next vacation, visit with family, work trip, staycation or weekend getaway. You will instantly be set at ease as you enter our home featuring wonderful décor, detailed craftsmanship and lots of amenities to make your stay relaxing and memorable.

Guest favourite

Cottage

4.9 out of 5 average rating, 165 reviews

Willie's Place Country Cottage Pets Allowed

Step out your front door and pet horses located next door. Willie's place is newly renovated and has all the amenities you need. Located close to wineries, shopping, wedding venues, Historic Montpelier, Corn Maze, Town of Orange, Woodberry Forest School, 10 minutes to Gordonsville, 30 minutes to Charlottesville. Kayak the Rapidan, take a horseback ride at Oakland Heights or see a play at Barboursville. Exposed beams throughout, a beautiful Loft and back porch for sitting. You won't go wrong.

Guest favourite

Home

4.96 out of 5 average rating, 387 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. 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

4.95 out of 5 average rating, 422 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

4.96 out of 5 average rating, 117 reviews

R&R at LAKE ANNA Waterfront 6 BR/6 Bath Dogs yes

R&R at Lake Anna...6 Bedrooms / 6 Full Bathrooms (17 total beds) It's time for some R&R! R&R at Lake Anna welcomes you to a comfortable lakefront home boasting 470 feet of water frontage on the public side of Lake Anna at the northwestern part of the lake. Nestled in over 3 acres of mature forest, R&R offers a modern cabin vibe. You will enjoy panoramic and stunning sunrise and sunset views of Lake Anna on one side and the privacy of being at home among the trees on the other.

Guest favourite

Home

4.94 out of 5 average rating, 151 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

4.96 out of 5 average rating, 129 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

4.92 out of 5 average rating, 212 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

Tiny home

4.99 out of 5 average rating, 108 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

4.95 out of 5 average rating, 398 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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Flats

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Cottages

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

5 out of 5 average rating, 21 reviews

1930's Orange Bungalow

Guest favourite

Home

4.92 out of 5 average rating, 26 reviews

Lake Life, Cuz Beaches Be Salty

Guest favourite

Home

4.96 out of 5 average rating, 24 reviews

Elmwood House

Guest favourite

Home

4.96 out of 5 average rating, 113 reviews

Designer cabin in the woods at Shennadoah NP

Home

5 out of 5 average rating, 8 reviews

Sunrise view - Open water front - Dog Friendly

Guest favourite

Home

5 out of 5 average rating, 11 reviews

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

Guest favourite

Home

4.93 out of 5 average rating, 46 reviews

Lake House | Outdoor Chimney | Gazebo & Grills

Guest favourite

Home

4.99 out of 5 average rating, 82 reviews

Clifton House- a beautifully renovated 1780 home

Pet-friendly home rentals with a pool

Guest favourite

Home

5 out of 5 average rating, 43 reviews

Lakefront at Turtle Cove

Guest favourite

Cabin

4.91 out of 5 average rating, 32 reviews

Bloomingdale Honeymoon Cabin w/Mountain/Barn Views

Guest favourite

Home

4.98 out of 5 average rating, 82 reviews

Sunset Retreat a cabin off the beaten path

Cabin

4.5 out of 5 average rating, 20 reviews

Charming & Rustic Bloomingdale Cottage w/views

Guest favourite

Farm stay

5 out of 5 average rating, 16 reviews

Historic Bloomingdale Farmhouse w/Mountain Views

Guest favourite

Cabin

4.96 out of 5 average rating, 47 reviews

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

Farm stay

4.96 out of 5 average rating, 109 reviews

Luxury Historic Manor, with Private Pool & Hottub

Home

New place to stay

New! Charming Family Retreat with Scenic Views

Private, pet-friendly home rentals

Guest favourite

Villa

4.95 out of 5 average rating, 22 reviews

MapleCrest1929: Elegant, Pet-Friendly, Flower Farm

Guest favourite

Tiny home

4.97 out of 5 average rating, 35 reviews

Tiny House at Santosha

Guest favourite

Home

4.8 out of 5 average rating, 15 reviews

Peaceful Get-away !

Guest favourite

Home

5 out of 5 average rating, 38 reviews

Modern Family Home by Lake Anna

Farm stay

5 out of 5 average rating, 3 reviews

Woodhaven: Your Serene Countryside Escape

Guest favourite

Home

5 out of 5 average rating, 54 reviews

Beautiful mountain and river views

Destinations to explore