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.

Guest favorite

Farm stay in Leesburg

5.0 out of 5 average rating, 110 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.

Dec 12 – 19

ﺩ.ﺇ961 per night
Guest favorite

Farm stay in Lovettsville

5.0 out of 5 average rating, 129 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.

Jun 25 – Jul 2

ﺩ.ﺇ508 per night
Guest favorite

Guest suite in Leesburg

4.98 out of 5 average rating, 177 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.

Aug 26 – Sep 2

ﺩ.ﺇ509 per night

Popular amenities for Leesburg vacation rentals

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

Apartment in Ashburn

4.93 out of 5 average rating, 281 reviews

Cozy room

Sep 17 – 24

ﺩ.ﺇ377 per night
Guest favorite

Apartment in Leesburg

4.99 out of 5 average rating, 163 reviews

The Quarters at Belgrove

Jun 17 – 24

ﺩ.ﺇ713 per night
Guest favorite

Farm stay in Round Hill

4.94 out of 5 average rating, 340 reviews

Come and get your goat on!

Jun 22 – 29

ﺩ.ﺇ563 per night
Guest favorite

Cottage in Hamilton

4.94 out of 5 average rating, 304 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

Dec 3 – 10

ﺩ.ﺇ969 per night
Guest favorite

Cottage in Leesburg

4.92 out of 5 average rating, 182 reviews

The Cottage at Stone Tower Winery

Aug 5 – 12

ﺩ.ﺇ1,154 per night
Guest favorite

Home in Leesburg

4.89 out of 5 average rating, 294 reviews

Cottage on King | Charming Historic Leesburg Home

Mar 25 – Apr 1

ﺩ.ﺇ1,301 per night
Guest favorite

Guesthouse in Lovettsville

4.94 out of 5 average rating, 114 reviews

The Patent House

Nov 8 – 15

ﺩ.ﺇ502 per night
Guest favorite

Farm stay in Purcellville

4.99 out of 5 average rating, 307 reviews

Cozy Cuddle up on 1700’s Clydesdale Farm

May 27 – Jun 1

ﺩ.ﺇ742 per night
Superhost

Cabin in Leesburg

4.95 out of 5 average rating, 317 reviews

100 Acre Wood

Jul 23 – 30

ﺩ.ﺇ1,117 per night
Guest favorite

Cottage in Bluemont

4.95 out of 5 average rating, 166 reviews

The Cottage at Stonecroft

Feb 19 – 26

ﺩ.ﺇ509 per night
Guest favorite

Cabin in Lovettsville

4.97 out of 5 average rating, 119 reviews

Rustic cabin + modern luxury in Lovettsville

Jun 13 – 20

ﺩ.ﺇ474 per night
Guest favorite

Guest suite in Round Hill

4.94 out of 5 average rating, 112 reviews

Sweet Suite on Snickersville!

May 24 – 31

ﺩ.ﺇ413 per night

Other great vacation rentals in Leesburg

Guest favorite

Cabin in Myersville

4.97 out of 5 average rating, 247 reviews

Cabin on Middle Creek - Myersville MD - Middletown

Mar 19 – 26

ﺩ.ﺇ416 per night
Guest favorite

Apartment in Reston

4.87 out of 5 average rating, 295 reviews

Studio Apt/Reston/by IAD&metro WIFI

Apr 11 – 18

ﺩ.ﺇ315 per night
Guest favorite

Guest suite in Leesburg

4.93 out of 5 average rating, 94 reviews

Wine Country Retreat with Stunning Views & Bikes

Jul 2 – 9

ﺩ.ﺇ398 per night
Guest favorite

Cottage in Leesburg

4.91 out of 5 average rating, 93 reviews

Hilltop @ Shiloh

Jul 20 – 27

ﺩ.ﺇ506 per night
Guest favorite

Home in Ashburn

4.91 out of 5 average rating, 43 reviews

Elegant garden guest suite in Ashburn

Dec 27 – Jan 3

ﺩ.ﺇ381 per night
Guest favorite

Home in Leesburg

5.0 out of 5 average rating, 57 reviews

Downtown Leesburg Cottage. Walk to everything!

Nov 19 – 26

ﺩ.ﺇ1,104 per night
Guest favorite

Condo in Sterling

4.93 out of 5 average rating, 73 reviews

The Loft at Lakeside

Apr 28 – May 5

ﺩ.ﺇ529 per night
Guest favorite

Guest suite in Chantilly

4.99 out of 5 average rating, 85 reviews

Unique Experience in Loudoun, DC's Wine Country

Oct 9 – 16

ﺩ.ﺇ422 per night
Guest favorite

Guesthouse in Lovettsville

4.99 out of 5 average rating, 87 reviews

Modern dreamy mountain view oasis in wine country

Dec 5 – 12

ﺩ.ﺇ515 per night
Guest favorite

Apartment in Purcellville

5.0 out of 5 average rating, 24 reviews

Lovely One bedroom apartment with pool

Aug 22 – 29

ﺩ.ﺇ471 per night
Guest favorite

Vacation home in Leesburg

4.92 out of 5 average rating, 77 reviews

Luxury Private Estate Mins to Winery /Brewery

Jan 1 – 8

ﺩ.ﺇ3,142 per night
Guest favorite

Guest suite in Leesburg

4.97 out of 5 average rating, 66 reviews

Charming Studio in Downtown Leesburg

Jun 9 – 16

ﺩ.ﺇ461 per night

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.

  • 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.

  • 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.

  • 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 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.

  • Do townhouse rentals in Leesburg have air conditioning?

    Absolutely! We offer over 10 townhouse rentals with air conditioning in Leesburg. Enjoy a tailored experience with all the comforts you desire.

  • 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 30 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Virginia
  4. Loudoun County
  5. Leesburg