A vineyard with rows of grapevines, a paved road, and a hilly landscape with scattered houses.

Holiday Rentals in Loudoun County

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Our top choices for Loudoun County holiday rentals

A spacious kitchen with a central island, a dining area with a staircase, and a view of the living room.

1. The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
10.0 out of 10, Exceptional, (26 reviews)
"Very relaxing stay! Clean hot tub!! "
United States
Mara H.
The price is €341
includes taxes & fees
8 Oct - 9 Oct
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
A modern living room with a sofa, yellow chairs, a dining table, and a TV mounted on the wall.

2. Leesburg Hideaway- King Bed + Private Backyard

Leesburg Hideaway- King Bed + Private Backyard
Leesburg
10.0 out of 10, Exceptional, (38 reviews)
"Clean sweet place to stay and relax. Couldn't have been nicer."
United States
Avis V.
The price is €271
includes taxes & fees
27 Sept - 28 Sept
Leesburg Hideaway- King Bed + Private Backyard
A garden with a wooden pergola, a table with chairs, and a variety of plants and flowers.

3. Cottage w/ Furnished Patio & Garden: Dtwn Leesburg

Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
3.0 star property
Leesburg's Old and Historic District
The price is €596
includes taxes & fees
22 Oct - 23 Oct
Cottage w/ Furnished Patio & Garden: Dtwn Leesburg
A large estate with multiple buildings, expansive outdoor seating areas, and surrounding vineyards.

4. Storybook cottage on Leesburg's most historic block — walk to everything

Storybook cottage on Leesburg's most historic block — walk to everything
Leesburg's Old and Historic District
9.6 out of 10, Exceptional, (76 reviews)
"Spotless and super comfortable—exactly what we needed. We loved our quick weekend getaway here. The location is fantastic, just steps from downtown Leesburg’s charming shops, restaurants, and everything else. Highly recommend!"
United States
draje7
The price is €408
includes taxes & fees
28 Sept - 29 Sept
Storybook cottage on Leesburg's most historic block — walk to everything
A kitchen with white cabinets, a central island, stainless steel appliances, and pendant lighting.

5. Renovated 3B/3B Home | Downtown | Private Fire Pit

Renovated 3B/3B Home | Downtown | Private Fire Pit
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (42 reviews)
"Great location, would stay again."
United States
Eric D S.
The price is €474
includes taxes & fees
28 Sept - 29 Sept
Renovated 3B/3B Home | Downtown | Private Fire Pit
A backyard with a fire pit surrounded by Adirondack chairs, a wooden deck, and string lights.

6. Downtown Cottage with Fire Pit

Downtown Cottage with Fire Pit
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (23 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is €479
includes taxes & fees
28 Sept - 29 Sept
Downtown Cottage with Fire Pit
A modern kitchen with a large island, bar stools, pendant lighting, and a view of the outside through a window.

7. Retreat in Historic Downtown Leesburg - Walkable to Everything!

Retreat in Historic Downtown Leesburg - Walkable to Everything!
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (28 reviews)
"Excellent location and nice little house."
United States
Ann B.
The price is €428
includes taxes & fees
28 Sept - 29 Sept
Retreat in Historic Downtown Leesburg - Walkable to Everything!
A hotel room with a bed, a dining table with chairs, a small table with a vase of flowers, and a storage unit with shelves.

8. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
Middleburg
9.6 out of 10, Exceptional, (29 reviews)
"The studio has potential but is not worth the price paid. Towels were old, mattress was soft, cobwebs were noticeable. Location is great."
United States
Kathleen
The price is €245
includes taxes & fees
27 Sept - 28 Sept
Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.
A modern kitchen with white cabinets, granite countertops, a stainless steel refrigerator, and a window providing natural light.

9. Quaint Royal Cottage @ Historic Leesburg

Quaint Royal Cottage @ Historic Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Well appointed and very walkable to nearby downtown."
United States
Sean S.
The price is €485
includes taxes & fees
29 Sept - 30 Sept
Quaint Royal Cottage @ Historic Leesburg

10. DC Wine Country Farmhouse | 5 Peaceful Acres

DC Wine Country Farmhouse | 5 Peaceful Acres
Loudoun County
10.0 out of 10, Exceptional, (11 reviews)
"We had a great stay. House is beautiful and clean and owner was highly responsive. "
United States
Michele B.
The price is €418
includes taxes & fees
28 Sept - 29 Sept
DC Wine Country Farmhouse | 5 Peaceful Acres
A bedroom with a large bed, two bedside lamps, a potted plant, and a small ottoman.

11. Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.
Sterling
9.8 out of 10, Exceptional, (120 reviews)
"We had a quick stay but it was perfect for what we needed. "
United States
Deana B.
The price is €154
includes taxes & fees
25 Oct - 26 Oct
Comfortable. Spacious. Quiet. 3 miles from Dulles Airport.

12. Charming Cottage, Walk to Downtown, Porch Swings

Charming Cottage, Walk to Downtown, Porch Swings
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (1 review)
"it was a clean house and quite area. perfect!"
United States
John S.
The price is €381
includes taxes & fees
30 Sept - 1 Oct
Charming Cottage, Walk to Downtown, Porch Swings
A narrow hallway with a wooden floor, metal shelving units, and a window with blinds.

13. Downtown Retreat with 2 Primary Suites

Downtown Retreat with 2 Primary Suites
Leesburg
10.0 out of 10, Exceptional, (1 review)
"Very clean, larger unit than expected. Very comfortable and close to many shops and restaurants. Would highly recommend! We had a wonderful stay."
United States
Tyler W.
The price is €353
includes taxes & fees
29 Sept - 30 Sept
Downtown Retreat with 2 Primary Suites
A modern house with a covered patio, outdoor seating, and a view of the surrounding landscape.

14. A Luxurious Home for Rest and Work.

A Luxurious Home for Rest and Work.
Ashburn
10.0 out of 10, Exceptional, (27 reviews)
"We had a lovely stay at this home! "
United States
Kristina P.
The price is €644
includes taxes & fees
14 Oct - 15 Oct
A Luxurious Home for Rest and Work.
A hammock, wicker chairs, and a view of trees through a geodesic dome structure.

15. Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
Leesburg
9.0 out of 10, Wonderful, (14 reviews)
"What an excellent stay! Ayda was an amazing host. The dome is very private and wonderfully outfitted. The hot tub was awesome and everything was clean and so comfy. In summer I can only imagine it is even more secluded as the trees leaf out!! Highly recommended and planning another stay. "
United States
Carter S.
The price is €269
includes taxes & fees
28 Sept - 29 Sept
Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping
A modern kitchen with white cabinets, a large island with bar stools, and pendant lighting.

16. Spacious, Luxury Property - Downtown Leesburg

Spacious, Luxury Property - Downtown Leesburg
Leesburg's Old and Historic District
10.0 out of 10, Exceptional, (8 reviews)
"This was seriously the most darling home! Beautifully decorated and in such a fun walkable area. My family loved it."
United States
Britney P.
The price is €818
includes taxes & fees
27 Sept - 28 Sept
Spacious, Luxury Property - Downtown Leesburg
A bar area with wooden beams, hanging light fixtures, and a bar counter with stools.

17. Main Street USA -- Walk to Everything

Main Street USA -- Walk to Everything
Purcellville
9.6 out of 10, Exceptional, (10 reviews)
"The property was great! Very clean and walkable to town. We had a wonderful time and Joe was great to work with! We would absolutely love to stay here again!"
United States
melissa b.
Main Street USA -- Walk to Everything
A spacious kitchen with modern appliances, a dining area with a large table and chairs, and a view through a glass door.

18. Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
United States
Denise B.
The price is €539
includes taxes & fees
5 Oct - 6 Oct
Spacious Modern Home on Middleburg Horse Farm
A cozy interior with a wooden bench, a cushioned seating area, and a large window offering a view of trees.

19. Perfect 2-bedroom Treetop Bungalow Treehouse

Perfect 2-bedroom Treetop Bungalow Treehouse
Leesburg
10.0 out of 10, Exceptional, (3 reviews)
"Fun, creative place to stay. Worked well for our family of four for the weekend."
United States
Kathy S.
The price is €361
includes taxes & fees
28 Sept - 29 Sept
Perfect 2-bedroom Treetop Bungalow Treehouse

20. Still Meadow Farm

Still Meadow Farm
Purcellville
10.0 out of 10, Exceptional, (2 reviews)
"Still Meadow is a beautiful place to stay, super clean, We would definitely recommend. Host was responsive and accommodating."
United States
Jodie J.
Still Meadow Farm
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Loudoun County Hotel Reviews

Omni Shoreham Hotel Washington DC

Omni Shoreham Hotel Washington DC

10/10 Excellent
"Took 3 hours to have my bags delivered to my room."
Deborah 3-night trip
Posted 2 hours ago
Omni Shoreham Hotel Washington DC

Find out more about Loudoun County

Everything you need to know about Loudoun County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Loudoun County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Loudoun County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Loudoun County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Loudoun County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Loudoun County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Loudoun County holiday rentals we have selected for you start as low as €96 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Loudoun County rentals

At Expedia, we put the best Loudoun County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Loudoun County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Loudoun County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Loudoun County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.