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Leesburg vacation rentals

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Top-rated vacation rentals in Leesburg

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Apartment in Leesburg

4.96 out of 5 average rating, 196 reviews

Heart of Loudoun Entire basement!

Guests love it here! Tucked away at the end of the lane yet right in the heart of Loudoun County. Private keyless entrance basement. Natural light filled fully equipped kitchen with full size appliances. King bed (very comfortable per guest reviews), full bath and a very spacious living room with 70" tv or movie screen...you choose! We have super fast Verizon Fios. Not your typical basement. Country living!!! There are many vineyards less than 10 minutes away…happy to make recommendations.

Guest suite in Leesburg

4.98 out of 5 average rating, 183 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.

Guesthouse in Lovettsville

4.94 out of 5 average rating, 130 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.

Cottage in Lovettsville

4.96 out of 5 average rating, 199 reviews

Cottage Escape in Virginia Wine Country

LoeLynn Farms is the quiet escape you need. This two-story cottage nestled in the mountains in Virginia's Wine Country offers a fully equipped kitchen, outdoor living, lake access, and, most importantly - peace and relaxation. The Cottage is conveniently located to many wineries, breweries, exceptional restaurants and outdoor adventures. We are just 75 minutes outside of Washington, D.C. in the heart of Loudoun County Wine Country and many historic neighborhoods. We can't wait to see you!

Cottage in Leesburg

4.91 out of 5 average rating, 292 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.

Farm stay in Leesburg

5.0 out of 5 average rating, 127 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

Apartment in Leesburg

4.99 out of 5 average rating, 168 reviews

The Quarters at Belgrove

The Quarters at Belgrove. Welcome to a private and quiet escape on a 67 acre manor in Leesburg. A working horse property with abundant wildlife offers a peaceful getaway on an historic property. This full apartment with separate entrance is convenient to downtown Leesburg, Morven Park, and Loudoun's many wineries, breweries and festivals. Most suitable for adults seeking to relax, recharge, and rekindle. There is generally very good cell service but there is no Wifi.

Tiny home in Purcellville

4.97 out of 5 average rating, 319 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!

Guest suite in Leesburg

4.93 out of 5 average rating, 100 reviews

Stunning Views & Excellent Water Pressure

Welcome to our gorgeous apartment in Virginia's wine country! Enjoy a private entrance, kitchenette, and a beautiful master bedroom. Our location puts you just 5 mins away from restaurants, breweries, hiking trails, and downtown Leesburg. Use our 2 available bikes to explore. Stay connected with fast Wi-Fi and unwind on the patio with expansive views. Free parking and nearby Walmart make stocking up easy. Let us make your stay in Leesburg unforgettable!

Loft in Purcellville

4.99 out of 5 average rating, 299 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.

Condo in Leesburg

4.94 out of 5 average rating, 158 reviews

Stunning Remodeled 1 BR Condo Steps to Everything.

Large private hideaway, tucked one block from the bustle of King Street. This renovated 2nd floor condo with vaulted ceilings is accessed by a separate secure entrance. Full kitchen includes a 2 top table, toaster, pots & pans, dinnerware, basic cooks tools & coffee maker. Queen size bed with luxury linens & private balcony. 1 full bath. W/D in unit. High Speed Internet. 1 Reserved off street parking space.

Guesthouse in Bluemont

4.99 out of 5 average rating, 314 reviews

Skyhorse Retreat Guest House

In the middle of VA wine country and only minutes to three Appalachian Trail trailheads. Located 45 miles west of Washington D.C., on a 10-acre property on top of the Blue Ridge Mountains. Private guesthouse (built Jan 2020) with a large deck overlooking trees. The Guest House sleeps 4, has a full kitchen, and access to a Hot Tub at the main house. Breakfast items and snacks included.

Vacation rentals for every style

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Popular amenities for Leesburg vacation rentals

Laptop-friendly workspace

Stay near Leesburg's top sights

Leesburg Animal Park13 locals recommend

Morven Park18 locals recommend

Ida Lee Park Recreation Center16 locals recommend

Leesburg Premium Outlets114 locals recommend

Tally Ho Theater12 locals recommend

Melt Gourmet Cheeseburgers15 locals recommend

Other great vacation rentals in Leesburg

Cabin in Lovettsville

4.95 out of 5 average rating, 160 reviews

Cabin On The Cliffside

Farm stay in Lovettsville

5.0 out of 5 average rating, 141 reviews

'Waterfront' on 1796 Historic Farm

Home in Leesburg

4.99 out of 5 average rating, 137 reviews

Willow’s View

Guest suite in Herndon

4.94 out of 5 average rating, 179 reviews

Tranquil Sugarland Retreat Close to Airport/Metro

Cottage in Hamilton

4.94 out of 5 average rating, 313 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

Home in Leesburg

4.95 out of 5 average rating, 133 reviews

The Crown Cottage @ Historic Leesburg

Farm stay in Purcellville

4.99 out of 5 average rating, 320 reviews

Cozy Cuddle up on 1700’s Clydesdale Farm

Home in Bluemont

4.92 out of 5 average rating, 209 reviews

The Country French Cottage at High Meadows Estate

Other great vacation rentals in Leesburg

Cottage in Waterford

4.96 out of 5 average rating, 103 reviews

Wheatland Spring Farm + Brewery Cottage House

Home in Leesburg

4.89 out of 5 average rating, 306 reviews

Cottage on King | Charming Historic Leesburg Home

Apartment in The Plains

4.98 out of 5 average rating, 464 reviews

Rose End

Cabin in Bluemont

4.98 out of 5 average rating, 458 reviews

Rustic Blue Ridge Cabin

Farm stay in Bluemont

5.0 out of 5 average rating, 84 reviews

Welcome to the Hidden Hive!

Apartment in Leesburg

5.0 out of 5 average rating, 11 reviews

Leesburg Hidden Gem Condo

Guesthouse in Lovettsville

4.99 out of 5 average rating, 98 reviews

Modern dreamy mountain view oasis in wine country

Home in Leesburg

4.98 out of 5 average rating, 59 reviews

Charming Hideaway w/ King Bed + Private Backyard

Quick stats about vacation rentals in Leesburg

Total rentals
70 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.6K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Leesburg?
Yes! Work meets play with ease at over 30 vacation rentals in Leesburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Leesburg?
Four-legged friends are welcome in Leesburg. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in apartment rentals in Leesburg?
Experience the best of Leesburg with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Leesburg have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Leesburg have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Leesburg. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Leesburg?
Leesburg has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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