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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Guest favorite

Cabin in Lovettsville

4.95 out of 5 average rating, 150 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.

Jul 6 – 13

ﺩ.ﺇ521 per night

Guest favorite

Farm stay in Leesburg

5.0 out of 5 average rating, 115 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.

Nov 16 – 23

ﺩ.ﺇ961 per night

Guest favorite

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.

Jul 2 – 9

ﺩ.ﺇ571 per night

Guest favorite

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.

Dec 31 – Jan 7

ﺩ.ﺇ480 per night

Guest favorite

Farm stay in Round Hill

4.94 out of 5 average rating, 347 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 17 – 24

ﺩ.ﺇ475 per night

Guest favorite

Cabin in Lovettsville

4.97 out of 5 average rating, 119 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 8 – 15

ﺩ.ﺇ507 per night

Guest favorite

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 29 – Dec 6

ﺩ.ﺇ708 per night

Guest favorite

Apartment in Leesburg

4.99 out of 5 average rating, 164 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.

May 30 – Jun 6

ﺩ.ﺇ713 per night

Guest favorite

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.

Oct 11 – 18

ﺩ.ﺇ592 per night

Guest favorite

Tiny home 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!

Oct 4 – 11

ﺩ.ﺇ577 per night

Guest favorite

Loft in Purcellville

4.99 out of 5 average rating, 289 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.

Sep 8 – 15

ﺩ.ﺇ401 per night

Guest favorite

Condo in Leesburg

4.95 out of 5 average rating, 145 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.

Jul 5 – 12

ﺩ.ﺇ655 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Leesburg vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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 favorite

Home in Bluemont

4.93 out of 5 average rating, 203 reviews

The Country French Cottage at High Meadows Estate

Aug 22 – 29

ﺩ.ﺇ555 per night

Guest favorite

Cottage in Bluemont

4.95 out of 5 average rating, 171 reviews

The Cottage at Stonecroft

Mar 12 – 19

ﺩ.ﺇ508 per night

Guest favorite

Home in Leesburg

4.98 out of 5 average rating, 131 reviews

Willow’s View

Jun 26 – Jul 3

ﺩ.ﺇ787 per night

Guest favorite

Guest suite in Herndon

4.95 out of 5 average rating, 167 reviews

Tranquil Sugarland Retreat Close to Airport/Metro

Aug 11 – 18

ﺩ.ﺇ427 per night

Guest favorite

Tiny home in Purcellville

4.98 out of 5 average rating, 130 reviews

King Bed-Tiny Home-Fire Pit-Historic Farm Stay

Jul 27 – Aug 3

ﺩ.ﺇ691 per night

Guest favorite

Guesthouse in Lovettsville

4.94 out of 5 average rating, 119 reviews

The Patent House

Mar 27 – Apr 3

ﺩ.ﺇ497 per night

Guest favorite

Guest suite in Herndon

4.9 out of 5 average rating, 198 reviews

Guest Suite with Private Entrance

Jul 4 – 11

ﺩ.ﺇ483 per night

Guest favorite

Guesthouse in Bluemont

4.97 out of 5 average rating, 101 reviews

Blueridge Mountain Guest Cabin- Amongst the Trees

Sep 15 – 22

ﺩ.ﺇ637 per night

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Other great vacation rentals in Leesburg

Guest favorite

Cottage in Hamilton

4.94 out of 5 average rating, 308 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

Sep 13 – 20

ﺩ.ﺇ969 per night

Guest favorite

Guesthouse in Warrenton

4.98 out of 5 average rating, 251 reviews

The Alton Cottage -a luxury country retreat

May 27 – Jun 3

ﺩ.ﺇ511 per night

Guest favorite

Home in Leesburg

4.94 out of 5 average rating, 127 reviews

The Crown Cottage @ Historic Leesburg

Dec 6 – 13

ﺩ.ﺇ1,243 per night

Guest favorite

Guest suite in Leesburg

4.93 out of 5 average rating, 96 reviews

Wine Country Retreat with Stunning Views & Bikes

Aug 24 – 31

ﺩ.ﺇ522 per night

Guest favorite

Guest suite in Leesburg

4.97 out of 5 average rating, 66 reviews

Charming Studio in Downtown Leesburg

Oct 11 – 18

ﺩ.ﺇ493 per night

Guest favorite

Home in Ashburn

4.92 out of 5 average rating, 48 reviews

Elegant garden guest suite in Ashburn

Mar 26 – Apr 2

ﺩ.ﺇ376 per night

Guest favorite

Home in Leesburg

5.0 out of 5 average rating, 64 reviews

Downtown Leesburg Cottage. Walk to everything!

Sep 19 – 26

ﺩ.ﺇ1,036 per night

Guest favorite

Guesthouse in Lovettsville

4.99 out of 5 average rating, 90 reviews

Modern dreamy mountain view oasis in wine country

Apr 4 – 11

ﺩ.ﺇ515 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

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 townhouse rentals in Leesburg?
Experience the best of Leesburg with our townhouse rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Leesburg have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Leesburg. Enjoy a tailored experience with all the comforts you desire.
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.
What are the most popular amenities for House Rentals in Leesburg?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Leesburg vacation rentals

Top-rated vacation rentals 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

Cottage in Bluemont

Home in Leesburg

Guest suite in Herndon

Tiny home in Purcellville

Guesthouse in Lovettsville

Guest suite in Herndon

Guesthouse in Bluemont

Other great vacation rentals in Leesburg

Cottage in Hamilton

Guesthouse in Warrenton

Home in Leesburg

Guest suite in Leesburg

Guest suite in Leesburg

Home in Ashburn

Home in Leesburg

Guesthouse in Lovettsville

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

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Leesburg?

Are there pet-friendly vacation rentals in Leesburg?

How much does it cost to stay in townhouse rentals in Leesburg?

Do house rentals in Leesburg have self check-in?

Do apartment rentals in Leesburg have wifi?

Do house rentals in Leesburg have a bbq area?

Are there family-friendly house rentals in Leesburg?

What are the most popular amenities for House Rentals in Leesburg?

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