Vacation rentals in Leesburg

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Top-rated vacation rentals in Leesburg

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Guest favourite

Cabin in Lovettsville

4.95 out of 5 average rating, 148 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.

Mar. 5 – 12

$216 CAD per night

Guest favourite

Farm stay in Leesburg

5.0 out of 5 average rating, 114 reviews

The Loft at Sneaky Fox Farm

We are close to Morven Park, Rose Hill Manor, Downtown Leesburg, White's Ferry Manor Pool is open May-Sept Retreat away to scenic Sneaky Fox Farm, a newly-constructed 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.

Feb. 4 – 11

$411 CAD per night

Guest favourite

Farm stay in Lovettsville

5.0 out of 5 average rating, 135 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.

Sep. 2 – 9

$261 CAD per night

Guest favourite

Guest suite in Leesburg

4.98 out of 5 average rating, 179 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.

Oct. 31 – Nov. 7

$216 CAD per night

Guest favourite

Farm stay in Round Hill

4.94 out of 5 average rating, 345 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.

Aug. 11 – 18

$206 CAD per night

Guest favourite

Guesthouse in Lovettsville

4.94 out of 5 average rating, 116 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.

Jul. 9 – 16

$174 CAD per night

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 288 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.

May 27 – Jun. 3

$322 CAD per night

Guest favourite

Apartment in Leesburg

4.99 out of 5 average rating, 163 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.

Jun. 24 – Jul. 1

$306 CAD per night

Guest favourite

Apartment in Leesburg

4.96 out of 5 average rating, 188 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, 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 and we are happy to make recommendations.

Jun. 30 – Jul. 7

$236 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!

Mar. 28 – Apr. 4

$247 CAD per night

Guest favourite

Loft in Purcellville

4.99 out of 5 average rating, 286 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. 24 – Dec. 1

$190 CAD per night

Guest favourite

Condo in Leesburg

4.95 out of 5 average rating, 144 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.

Aug. 21 – 28

$304 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Leesburg vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Leesburg's top sights

Leesburg Premium Outlets114 locals recommend

Village at Leesburg6 locals recommend

Costco Wholesale6 locals recommend

Tally Ho Theater12 locals recommend

Leesburg Animal Park13 locals recommend

Wegmans78 locals recommend

Other great vacation rentals in Leesburg

Guest favourite

Home in Bluemont

4.93 out of 5 average rating, 202 reviews

The Country French Cottage at High Meadows Estate

Sep. 5 – 12

$251 CAD per night

Guest favourite

Guest suite in Leesburg

4.97 out of 5 average rating, 66 reviews

Charming Studio in Downtown Leesburg

Oct. 5 – 12

$224 CAD per night

Guest favourite

Guest suite in Leesburg

4.93 out of 5 average rating, 94 reviews

Wine Country Retreat with Stunning Views & Bikes

Oct. 18 – 25

$277 CAD per night

Guest favourite

Home in Leesburg

5.0 out of 5 average rating, 62 reviews

Downtown Leesburg Cottage. Walk to everything!

Jan. 20 – 27

$422 CAD per night

Guest favourite

Guest suite in Chantilly

4.99 out of 5 average rating, 86 reviews

Unique Experience in Loudoun, DC's Wine Country

Oct. 16 – 23

$193 CAD per night

Guest favourite

Guesthouse in Lovettsville

4.99 out of 5 average rating, 89 reviews

Modern dreamy mountain view oasis in wine country

Nov. 4 – 11

$237 CAD per night

Guest favourite

Guest suite in Chantilly

4.98 out of 5 average rating, 59 reviews

2000 sqft Entertainment Dream Suite

Oct. 4 – 11

$241 CAD per night

Guest favourite

Condo in Sterling

4.93 out of 5 average rating, 76 reviews

The Loft at Lakeside

Sep. 9 – 16

$270 CAD per night

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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

Vacation rentals in Leesburg

Top-rated vacation rentals in Leesburg

Cabin in Lovettsville

Farm stay in Leesburg

Farm stay in Lovettsville

Guest suite in Leesburg

Farm stay in Round Hill

Guesthouse in Lovettsville

Cottage in Leesburg

Apartment in Leesburg

Apartment in Leesburg

Tiny homes in Purcellville

Loft in Purcellville

Condo in Leesburg

Vacation rentals for every style

Cabins

Houses

Hotels

Popular amenities for Leesburg vacation rentals

Stay near Leesburg's top sights

Other great vacation rentals in Leesburg

Home in Bluemont

Guest suite in Leesburg

Guest suite in Leesburg

Home in Leesburg

Guest suite in Chantilly

Guesthouse in Lovettsville

Guest suite in Chantilly

Condo in Sterling

Quick stats about vacation rentals in Leesburg

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore