Vacation rentals with outdoor seating in Leesburg

Find and book unique accommodations with outdoor seating on Airbnb

Top-rated accommodations with outdoor seating in Leesburg

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Farm stay in Lovettsville

5.0 out of 5 average rating, 136 reviews

'Waterfront' on 1796 Historic Farm

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, this structure was built over a natural spring and used for refrigeration. The water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

Jan. 30 – Feb. 6

$259 CAD per night

Guest favourite

Cottage in Bluemont

4.95 out of 5 average rating, 171 reviews

The Cottage at Stonecroft

Nestled at the foot of the Blue Ridge Mountains among beautiful rolling hills, on a working horse farm outside the village of Bluemont. This circa 1902 Cottage will put you in touch with the history of the area, antique shops, wineries/breweries and nearby hiking. 2 bedrooms and bath upstairs; sitting/living room , dining table and full kitchen on main level. Wifi, fire pit and small charcoal grill. Over 21 only. Absolutely no pets/animals. For your safety property has video security system.

Jan. 13 – 20

$222 CAD per night

Guest favourite

Guest suite in Leesburg

4.98 out of 5 average rating, 181 reviews

Suite GG ~ Relax & Enjoy

Let this lovely above-garage apartment be your home away from home. Located in Lucketts, VA we are within a short distance to the small artsy town of Leesburg, local wineries, breweries, antique stores, shopping outlets, hiking, biking and canoeing/kayaking on the Potomac River. Our spacious, fully-furnished apartment with private entrance sits above a detached garage and features a private bedroom with an antique queen-size bed, full-service kitchen, living room, bathroom and laundry room.

Jan. 1 – 8

$210 CAD per night

Guest favourite

Farm stay in Round Hill

4.94 out of 5 average rating, 349 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.

Jul. 15 – 22

$256 CAD per night

Guest favourite

Cabin in Lovettsville

4.97 out of 5 average rating, 120 reviews

Rustic cabin + modern luxury in Lovettsville

Enjoy a one-of-a-kind stay in this restored 1800s cabin guest house with modern updates and beautiful decor. Off the beaten track but only about 1 hour from both DC and Baltimore. Located on a working farmstead and close to wine country, breweries, a goat cheese creamery, farm-to-table dining, and more. A favorite landing place for those out in the country enjoying Loudoun's Artists' Tour, Farm Tour, Wine Country Half Marathon, a wedding, a hiking trip, or just a weekend in the countryside.

Sep. 22 – 29

$219 CAD per night

Guest favourite

Guesthouse in Lovettsville

4.94 out of 5 average rating, 122 reviews

The Patent House

Built around 1760, our log cabin sits on our 3 acre farmette, in the countryside in view of the foothills that separate VA, WV & MD. It's fully renovated, with a master bedroom (queen), full bath & convertible sofa downstairs (full). The cabin is next door to our house & shares a fence with our pasture where our miniature donkeys live. We have yappy dogs and friendly outdoor cats. we're in the country, so bugs do make their appearance, but they tend to go straight to the window sills.

Nov. 3 – 10

$220 CAD per night

Guest favourite

Home in Bluemont

4.92 out of 5 average rating, 204 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.

Jan. 13 – 20

$242 CAD per night

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 289 reviews

The Cottage at Forest Hills Farm

Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkeys, mule, Long Horn cows, goats, chickens, and 3 cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

Nov. 26 – Dec. 3

$309 CAD per night

Guest favourite

Farm stay in Leesburg

5.0 out of 5 average rating, 115 reviews

The Loft at Sneaky Fox Farm

We are close to wineries and breweries, wedding venues, downtown Leesburg and Morven Park Equestrian center Retreat away to scenic Sneaky Fox Farm, a barn apartment which sits above our working horse farm. We are conveniently located less than 5 minutes from Historic Downtown Leesburg and within minutes to Loudoun’s best wineries and breweries. Our property offers the feeling of abundant open-space all the while being a stone’s throw away from all that Loudoun has to offer

Dec. 25 – Jan. 1

$407 CAD per night

Guest favourite

Tiny homes in Purcellville

4.96 out of 5 average rating, 313 reviews

Remote Tiny House in Purcellville

Nestled in the heart of Purcellville is a tiny home with a ton of charm. Less than 5 miles from vineyards, LOCO ale trail breweries, cideries, WO&D bike trail & 20 min to historic Leesburg, the Shenandoah river & Appalachian Trail. Our tiny house is a bit larger w/ 2 bedrooms, full kitchen & bath, family room & cozy front porch. Guests enjoy private parking & plenty of privacy. Enjoy a remote work getaway, (our broadband is about 8-10Mbps) relax & enjoy LOCO living!

Dec. 18 – 25

$239 CAD per night

Guest favourite

Loft in Purcellville

4.99 out of 5 average rating, 290 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 couch, pick up their "business" and crate them if they are left alone.

Nov. 9 – 16

$181 CAD per night

Guest favourite

Treehouse in Leesburg

4.97 out of 5 average rating, 197 reviews

Romantic Treehouse Stay in the Sky

Enjoy the sounds of nature and view from our amazing treehouse nestled in the Poplar Trees surrounded by woods. Climb steep spiral staircase to a comfortable modern living area with kitchenette and another spiral staircase to a lovely bedroom with king size bed, bathroom and shower. Enjoy your morning coffee on side deck. During winter months you can see Sugarloaf Mountain in the distance.

Apr. 11 – 18

$646 CAD per night