
House holiday rentals in Leesburg
Find and book unique houses on Airbnb
Top-rated house rentals in Leesburg
Guests agree: these houses are highly rated for location, cleanliness and more.

Spectacular View, PET FREE, Skylight and Hot Tub
Enjoy majestic views of the Shenandoah River in our tiny home centrally located just 5 mins from AppalachianTrail, 6 mins from the rivers, 12 mins from Old Town Harpers Ferry, quiet peace no train noise unlike old town. Large patio, courtyard, firepit, hammock, "Mind Blowing" 2 person soaking tub. The outdoor space provides private vistas of Shenandoah, moonlit nights, star gazing, or taking in beautiful scenery while enjoying a relaxing shower in our cedar outdoor shower under the sun or stars

Leesburg Hideaway w/ King Bed + Private Backyard
Escape to this light-filled two bedroom, one bathroom bungalow located minutes from the heart of Leesburg's historic district. Just a short drive from unique shops, restaurants, and outdoor activities. This is the perfect home base whether you're in town for a weekend getaway or an extended stay. Located near the W&OD Bike Trail, Birkby House, Morven Park, breweries, wineries,and Rust Manor. We're excited to host you in our little slice of Leesburg charm! Bikes included: 1 mtn. & 1 cruiser

The Villa on Lakeside
The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

Big Basement in Bristow, VA
Spacious private basement just minutes from Jiffy Lube Live, 30 miles from D.C., and an hour from Shenandoah. Nearby, enjoy movie theaters and great restaurants. The basement features a private entrance, cozy bed, couches, a private bathroom, a kitchenette with a microwave and fridge (no kitchen sink, stove, or oven), plus a game/exercise area. Whether you're unwinding after a concert, watching TV, playing games, or working out, this space offers comfort and convenience for a relaxing stay.

Ashburn Manor: 1920’s Farmhouse
Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.

WILD HARE COTTAGE king bed
Perfect for exploring wine country we are 10 minutes from Bluemont Station and Dirt Farm Brewing This property has two bedrooms King and Queen beautiful bathroom in the middle. The kitchen perfectly sized to gather four people. large sitting room out front. Sit on the front porch and watch the travelers pass by on the gravel road. Walk up to the historic Philomont store. Please note this cottage is attached to the front of the main house it’s completely separate utilites and all

4 bds-3bths- 12 minutes to Dulles Airport
Discover tranquility in our Sterling home, nestled in a peaceful, wooded neighborhood. Our property boasts a rare, serene view of nature across two lush acres, offering a perfect blend of relaxation and convenience. Whether you're unwinding or traveling for work, our fully furnished home ensures a comfortable stay. Enjoy proximity to local attractions while savoring the calm away from busy streets. Ideal for those seeking a peaceful getaway in the heart of Sterling, Virginia.

Whole House -Seven Elms Farm B&B
Come and enjoy peaceful setting of our 1870 farmhouse situated close to historical Town of Purcellville, great for shopping and enjoying a good meal, W&OD trail is nearby for a walk or a jog. Or you can just sit on either one of the two covered porches with a good book and take in natural open spaces and a view of a serene pond. And of course we are located in heart of Loudoun County's wine country, great spots for picnic and tasting of great selection of wines.

Restored 1820 Waterford Village Farmhouse
We restored this 1820 village farmhouse in 2016. It is situated in the heart of the historic village of Waterford. It has 2 1/2 acres behind, with two barns, a herd of very friendly goats, chickens, and vegetable, herb and flower gardens. The house backs up to The Phillips Farm, 150 acres of preserved land and public walking trails. Beautiful sunset views from the back porch. The house, a work in progress, was featured in both Country Living and Preservation Magazines.

Downtown Leesburg Cottage. Walk to everything!
Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

Historic home in the heart of downtown Leesburg!
This 1800s historic home is located in the heart of downtown Leesburg. The “Leesburg Bookstore” was renovated with updated amenities that make for the perfect getaway. A hidden gem, it is walking distance to breweries, restaurants, antiques, shopping, and more! The charms of Leesburg and surrounding areas are easily accessible, including the Northern VA Wine trail, W&OD walking/biking trail, DC, MD, and beautiful drives through scenic horse country.

Historic Home in Downtown Leesburg + Fire Pit
Welcome to the Royal Heritage Home, a beautifully appointed home nestled in one of Historic Leesburg's most desirable neighborhoods. Just a short stroll away, you'll find an array of dining options ranging from gourmet restaurants to casual eateries, along with numerous brewpubs and vibrant nightlife spots. After a night out, retreat to the serene backyard oasis and relax by the fire pit. Your delightful stay is guaranteed!
Popular amenities for house rentals in Leesburg
House rentals with a pool

The Historic Booth House at the Harpers Ferry KOA

Spacious Retreat for Groups, Well Stocked

Historic Farmhouse w/ Heated Pool, Harpers Ferry

Clean 5BR w Heated Pool, Spa - Horse, Wine Country

Nature Zen *Metro Walk *Visit DC *Relaxing Lakes

An Escape Bordering National Park land 1 mi to C&O

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

5 BEDR, Inground Pool+Billiard Table, Close To D.C
Weekly house rentals

Retreat in Downtown Leesburg

South Street Stay - Downtown Leesburg

The Nest

The Dutchmans Creek Farmhouse

Riverfront HarpersFerry! PrivateDock,HotTub,Kayaks

Gorgeous cabin on Blue Ridge

Urban Loft Hideaway near DC, Tysons, Georgetown

City Charmer minutes from Old Town
Private house rentals

Yellow House in Bluemont Village

Entire Modern & Cozy Private Basement w/Amenities

The Cabin at Blue Valley Farm

The Cottage at Oakland Green Farm

Spacious Cozy Suite

Luxury 5BR Getaway |Hot Tub, Game Room & Fire Pit

New! Blue Ridge Oasis

Hawk’s Nest – Secluded 2BR Nature Stay
When is the best time to visit Leesburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 SGD | $254 SGD | $254 SGD | $257 SGD | $255 SGD | $259 SGD | $248 SGD | $255 SGD | $264 SGD | $265 SGD | $283 SGD | $264 SGD |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 25°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about house rentals in Leesburg

Total holiday rentals
Explore 40 holiday rentals in Leesburg

Nightly prices starting at
Leesburg holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 2,170 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Leesburg holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Leesburg rentals

4.9 Average rating
Leesburg stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Jersey City Holiday rentals
- Family-friendly rentals Leesburg
- Rentals with a washing machine and dryer Leesburg
- Cabin rentals Leesburg
- Rentals with pools Leesburg
- Pet-friendly rentals Leesburg
- Rentals with outdoor seating Leesburg
- Cottage rentals Leesburg
- Flat rentals Leesburg
- Rentals with a patio Leesburg
- Apartment rentals Leesburg
- House rentals Loudoun County
- House rentals Virginia
- House rentals United States
- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Liberty Mountain Resort
- Capital One Arena
- Whitetail Resort
- National Museum of African American History and Culture
- Howard University
- Stone Tower Winery
- Arlington National Cemetery
- George Washington University
- Washington Monument
- National Harbor
- Georgetown Waterfront Park
- Marine Corps War Memorial
- Cunningham Falls State Park
- Great Falls Park
- The Pentagon
- Six Flags America
- Ballston Quarter




