Pet-friendly holiday rentals in Leesburg

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Leesburg

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

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Guest favourite

Farm stay in Purcellville

4.97 out of 5 average rating, 116 reviews

50-Acre Farmhouse Getaway Oasis in VA Wine Country

Just 1 hour from Washington DC, the spacious and tranquil Farmhouse at Dogwood Pond resides on 50 acres of land, and includes a large pond equipped for fishing. Our guests enjoy the nearby Purcellville Historic District for quality restaurants and cafes, vintage shopping, and the W&OD trail entrance at the old Purcellville train station. The property is also a swift 20 minute drive to historic downtown Leesburg, Waterford, Harper's Ferry, and endless wineries, breweries, hiking and bike trails.

Guest favourite

Cabin in Bluemont

4.98 out of 5 average rating, 486 reviews

Rustic Blue Ridge Cabin

A quaint rustic cabin nested at the top of the Blue Ridge Mountains, located in the heart of Western Loudoun Wine Country. Sitting on over 1/3rd of an Acre for you to enjoy. Amenities include a 4-person hot tub, a beautiful view of Loudoun Valley, wifi access, has a loft bedroom with a loft ladder, and hiking along the Appalachian Trail. Close to the Shenandoah River, assortment of restaurants, breweries, distilleries, and wineries in the surrounding area. This is a rustic not luxurious cabin!

Guest favourite

Bungalow in Great Cacapon

4.89 out of 5 average rating, 502 reviews

Rooster Wrest in the Trees

Sweet 2 bedroom bungalow. Cozy, ideal for lovers, or a quiet beautiful somewhat rustic retreat environment. Rooster has 1 full bath. Living room with satellite TV, Netflix; wood burning stove fireplace, wood provided, fully equipped kitchen, dining table, linens and starter paper goods furnished. Large deck and screen porch looking out on Cacapon Mountain. Hot tub off master bedroom deck in trees, feels like a tree house. Many mornings mist rises up from river, half mile away as crow flies.

Guest favourite

Cabin in Lovettsville

4.96 out of 5 average rating, 197 reviews

Cabin On The Cliffside

Once you set foot inside this lovely country cabin you will be truly charmed by the aesthetic of the property, the owner newly restored it while keeping as much of the original structure while adding in newer amenities & design. Whether you plan to relax & unwind or explore nearby attractions (wineries, breweries, hiking, restaurants) this cabin will sure to impress. Highlighted features include king size bed, original walls of hand hewn logs, comfortable living space, fire pit, stone patio.

Superhost

Guest suite in Sterling

4.84 out of 5 average rating, 140 reviews

Guest Suite: Pet Friendly, Parking, Near Airport

Convenient location near Dulles Airport (IAD) and metro to DC, also close to breweries and national parks! We welcome guests into a private suite on the 1st floor of our home. We live in the 2nd floor upstairs part of the house, and you can hear us and our two kids, more on noise in the description below. Pets welcome, no fee! This above ground suite has a Queen bed, living area, full bath, fridge, Keurig, laundry, and microwave. No carpeting . Plenty of parking, groceries, and dining nearby!

Guest favourite

Farm stay in Round Hill

4.94 out of 5 average rating, 373 reviews

Come and get your goat on!

Nestled at the base of the Blue Ridge and tucked away in the woods, we offer a quiet and peaceful get away while being convenient to tons. Enjoy the peace of 13-acres of woodlands and pasture. A large private deck provides a plenty sun with pasture and woodlands views with some great star watching at night. Miles of walking, the Appalachian trail, fantastic cycling; historic towns and places; wineries, breweries, and distilleries; Potomac and Shenandoah rivers. All just minutes away.

Guest favourite

Cottage in Leesburg

4.92 out of 5 average rating, 118 reviews

Hilltop @ Shiloh

**Hilltop sits on a park-like estate. Originally a barn, Hilltop has been NEWLY REMODELED to be a two-unit dwelling. Enjoy beautiful views with rolling hills, ponds, and lush green landscaping. Come stay and refresh your soul in our peaceful Cottage or GO and have fun! Convenient to breweries, wineries, C&O Canal for biking or hiking, and antique shopping at the popular Lucketts Store. 11 miles south to historic downtown Leesburg, Virginia or 15 miles north to historic Frederick, Maryland.**

Guest favourite

Home in Bluemont

4.92 out of 5 average rating, 221 reviews

The Country French Cottage at High Meadows Estate

Come visit the alluring wine country of Bluemont Virginia, and stay in a beautifully appointed country French cottage on the 50 acre circa 1896 High Meadows Estate atop the Blueridge Mountains. Just 50 minutes west of Washington DC, this stunning country retreat is just 5 minute from the vineyards of Bluemont, the Shenandoah River, the Appalachian Trail, Hiking, Canoeing, Kayaking, Farmers Markets, the the cute villages or Berryville, Harpers Ferry, Luckettes, Middleburg and many more.

Guest favourite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 692 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Guest favourite

Home in Purcellville

4.99 out of 5 average rating, 288 reviews

Whole House -Seven Elms Farm B&B

Come and enjoy peaceful setting of our 1870 farmhouse situated close to historical Town of Purcellville, great for shopping and enjoying a good meal, W&OD trail is nearby for a walk or a jog. Or you can just sit on either one of the two covered porches with a good book and take in natural open spaces and a view of a serene pond. And of course we are located in heart of Loudoun County's wine country, great spots for picnic and tasting of great selection of wines.

Guest favourite

Farm stay in Hamilton

4.95 out of 5 average rating, 191 reviews

Historic Farmhouse in Beautiful Western Loudoun

Historic beautifully restored stone house located on beautiful farm property just outside of Leesburg VA. The house is a perfect spot to unwind, relax, and come explore Loudoun County which is filled with wineries, breweries, farm to table restaurants, hiking trails and more! Beautifully decorated space, king size bed, large comfy couch, dining room and kitchen are a few highlights of the space. This is the entire house. Looking forward to your stay!

Guest favourite

Loft in Purcellville

4.99 out of 5 average rating, 329 reviews

"When Pigs Fly" Airbnb Most Hospitable Host in VA

Located between Middleburg, VA and Purcellville, VA, our loft is just about 15 minutes away from restaurants, wineries, breweries and many local points of interest. You will have views from every window in addition to all of the amenities you will need for a pleasant stay. We welcome your dogs while you visit. The only thing we ask is that you keep them off the bed and couch, pick up their "business" and crate them if they are left alone.