Best Vacation Homes in Leesburg
House
10.0(34 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $254/Night
7 Nights - US $1,779
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
947.22 ft²
Parking
Internet
Child Friendly
Wellness Facilities
US $232/Night
7 Nights - US $1,624
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,827/Night
7 Nights - US $12,791
House
10.0(33 Reviews)
7 Bedrooms
7 Baths
100 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,490/Night
7 Nights - US $10,428
House
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
581.25 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $203/Night
7 Nights - US $1,418
House
10.0(26 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $332/Night
7 Nights - US $2,322
Cottage
10.0(15 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
Air Conditioner- Internet
US $232/Night
7 Nights - US $1,624
House
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1080 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $434/Night
7 Nights - US $3,038
Leesburg Luxury Rentals
House
9.8(8 Reviews)
6 Bedrooms
7 Baths
20 Guests
Private Pool- Hot Tub
Spa- Fireplace/Heating
US $2,537/Night
7 Nights - US $17,757
House
7 Bedrooms
7 Baths
14 Guests
3003.13 ft²
- Spa
- Fireplace/Heating
View- Parking
US $1,480/Night
7 Nights - US $10,358
House
9.2(5 Reviews)
6 Bedrooms
4 Baths
12 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,115/Night
7 Nights - US $7,807
House
9.8(64 Reviews)
6 Bedrooms
5 Baths
11 Guests
4600 ft²
- Private Pool
- Fireplace/Heating
Pool
Ocean View
US $901/Night
7 Nights - US $6,304
House
9.8(74 Reviews)
5 Bedrooms
4 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $718/Night
7 Nights - US $5,023
House
10.0(4 Reviews)
4 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $707/Night
7 Nights - US $4,948
Villa
10.0(2 Reviews)
3 Bedrooms
2 Baths
9 Guests
2700 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $706/Night
7 Nights - US $4,944
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $679/Night
7 Nights - US $4,754
Leesburg Pet Friendly Vacation Rentals
Apartment
10.0(11 Reviews)
2 Bedrooms
1 Bath
5 Guests
1200 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $186/Night
7 Nights - US $1,302
House
9.5(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
1001.04 ft²
- Spa
- Fireplace/Heating
- Pet Friendly
- Parking
US $447/Night
7 Nights - US $3,129
US $133/Night
7 Nights - US $934
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $512/Night
7 Nights - US $3,581
Resort
8.7(325 Reviews)
3 Baths
25 Guests
364.44 ft²
- Private Pool
Oceanfront- Spa
- Fireplace/Heating
US $311/Night
7 Nights - US $2,175
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $342/Night
7 Nights - US $2,394
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
1100 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $231/Night
7 Nights - US $1,614
House
9.8(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $270/Night
7 Nights - US $1,890
Leesburg Large Vacation Homes
House
1 Bedroom
1 Bath
28 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $100/Night
7 Nights - US $703
House
7 Bedrooms
2 Baths
18 Guests
2002.09 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $145/Night
7 Nights - US $1,015
House
6 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $341/Night
7 Nights - US $2,384
House
6.7(3 Reviews)
9 Bedrooms
9 Baths
26 Guests
376.74 ft²
- Pool
- Balcony/Terrace
Breakfast- Kitchen
US $595/Night
7 Nights - US $4,165
House
10.0(1 Review)
9 Bedrooms
6 Baths
15 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $1,234/Night
7 Nights - US $8,638
House
9.4(3 Reviews)
7 Bedrooms
8 Baths
24 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $2,043/Night
7 Nights - US $14,304
House
5.0(25 Reviews)
10 Bedrooms
7 Baths
26 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,685/Night
7 Nights - US $11,795
House
5.0(12 Reviews)
5 Bedrooms
4 Baths
12 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,318/Night
7 Nights - US $9,226
Why Choose Rent By Owner for your Leesburg Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Leesburg
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can enhance your experience, as the region offers distinct seasonal charms that cater to a variety of interests and activities throughout the year.
Peak Season Highlights
Spring (March to May)
During the spring, the area experiences vibrant blooms and pleasant weather, making it an ideal time for exploring and outdoor activities. This period attracts many visitors seeking a picturesque getaway in this charming destination.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Fall (September to November)
The autumn months showcase stunning fall foliage and mild temperatures, drawing travelers who want to enjoy scenic views and outdoor excursions in the region. It’s a popular season for those seeking a cozy and colorful retreat.
Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F
Off-Season Highlights
Winter (December to February)
In winter, the region offers a quieter atmosphere with fewer tourists, providing a peaceful setting for holiday getaways or quiet retreats. The cooler weather invites visitors to enjoy indoor comforts and scenic winter landscapes.
Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
Summer (June to August)
Summer brings warmer temperatures and longer days, but also increased crowds as many seek outdoor adventures and family vacations. If you prefer a less busy experience, consider visiting early or late in the season.
Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F
Weekly Weather Forecast for Leesburg
How to Book Your Leesburg Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Leesburg
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a private patio or barbecue grill, perfect for meals in the fresh air.
- Relax by a scenic fire pit, ideal for cozy evenings during your stay in this region.
- Take advantage of well-maintained lawn areas suitable for outdoor activities or sports.
- Make use of spacious decks or verandas that offer picturesque views of the surrounding countryside.
- Access outdoor swimming pools when available, providing a refreshing escape during warmer months.
- Utilize shaded pergolas or gazebo areas to unwind comfortably outdoors.
- Explore nearby walking trails or landscaped gardens that enhance your outdoor experience here.
Top Attractions Around Leesburg
What attractions are nearby?
Within this charming area, you can enjoy a variety of outdoor activities, visit historic sites, or explore local shops and eateries that capture the essence of the region’s vibrant culture.
Family Activities
- Morven Park: Explore the expansive grounds and beautiful gardens of this historic estate, perfect for family picnics and outdoor adventures in the area.
- Leesburg Animal Park: Enjoy a day of fun interacting with farm animals and wildlife at this family-friendly park close to your Leesburg stay.
- Historic Downtown Leesburg: Wander through charming streets featuring kid-friendly shops and local eateries, offering an authentic experience in the region.
- Ball's Bluff Battlefield Regional Park: Discover Civil War history while hiking scenic trails that provide great outdoor activities for families visiting this part of Virginia.
Adult Activities
- Wine Tasting Tours: Explore the region’s renowned wineries and enjoy guided tastings that showcase the local viticulture scene.
- Historic District Visits: Discover the area's rich history by strolling through well-preserved districts filled with charming architecture and museums.
- Outdoor Recreation at Morven Park: Engage in outdoor activities such as horseback riding, golf, or relaxing walks on scenic trails within this expansive estate.
- Shopping in Downtown Leesburg: Browse boutique stores, art galleries, and specialty shops to find unique souvenirs and local crafts.
Other Places to Stay in Leesburg, VA
Loudoun County
River Creek Club
Temple Hall Farm Regional Park
C & O Canal
White's Ferry
Catoctin
Quattro Goomba's Winery
Lucketts
Leesburg's Old and Historic District
Robinson Park
Potomac Crossing Park
Lansdowne
Leesburg Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Savor the region’s flavors by visiting local restaurants and markets, making sure to try authentic Virginia dishes during your stay.
- Discover Hidden Gems: Venture beyond the main attractions to uncover charming boutiques, historic sites, and scenic spots that truly showcase this destination's unique charm.
- Plan Your Activities: Book outdoor adventures or cultural experiences in advance to maximize your time and enjoy the best this area has to offer.
- Utilize Nearby Transportation: Take advantage of local transit options or rental services to easily explore the region without hassle, ensuring a comfortable stay in your vacation rentals.
Transportation Options
- Leesburg Executive Airport: This regional airport offers convenient private and charter flight options for travelers seeking quick access to the area.
- Amtrak Train Station in nearby Purcellville: For comfortable rail travel, the station provides a scenic and reliable way to explore the surrounding region.
- Local shuttle services and taxis: These transportation options provide easy, door-to-door service within Leesburg and to nearby attractions or airports.
- Car rental agencies: Renting a vehicle here allows you the flexibility to explore the historic town and its beautiful surroundings at your own pace.
Local Customs Options
- Southern Hospitality: You may notice a warm and welcoming attitude towards visitors, reflecting the region's friendly community spirit.
- Historic Preservation: Respect for the area's rich history is evident through local customs that honor preservation and appreciation of historical sites.
- Farmers' Market Traditions: Engaging in local farmers' markets allows you to experience the region's commitment to fresh, locally-sourced produce and handmade goods.
- Community Events: Participating in seasonal festivals and gatherings offers insight into the area's strong sense of community and regional pride.
Leesburg Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Leesburg?
There are a lot of options in Leesburg. If you plan on staying in the Leesburg area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Leesburg:
- Leesburg Hideaway- King Bed + Private Backyard
- 'Thomson Farm' Classic Home < 10 Mi to Vineyards!
- Cozy home centrally located to historical old-town leesburg w/HotTub & Firepit!
- Bear Mountain Cottage
- Quaint Royal Cottage @ Historic Leesburg
- Charming 2-Bedroom Basement Apartment with AC, WiFi in enchanting Leesburg
- South Street Stay - Downtown Leesburg
- Dream Dome Getaway near Leesburg
- Charming condo in Walkable Downtown Leesburg
- Rocky Vines Wine Country Retreat w/Fire Pit
2. Which vacation homes in Leesburg are best for families?
If you are looking for a family-friendly vacation home in Leesburg, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Leesburg:
3. How many Rentbyowner vacation rentals are available in Leesburg?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 122 in the Leesburg area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Leesburg.
4. What is the cancellation policy for vacation rentals in Leesburg, Virginia?
Cancellation policies vary by listing, so you should review the specific terms provided in each property’s listing or contact the owner directly to understand the conditions and any applicable fees.
5. How do I find out if my chosen vacation rental in Leesburg has amenities like Wi-Fi or a pool?
Details about amenities are listed on each property page. You can also reach out to the host directly for confirmation of essential features such as Wi-Fi, a swimming pool, or other desired facilities.
6. Are there any specific check-in or check-out times I should be aware of when booking in this region?
Check-in and check-out times are set by individual hosts and will be detailed in the listing. It’s recommended to confirm these details with the owner before your arrival to ensure a smooth check-in process.
7. What should I know about the location of the vacation rental in relation to local attractions and transportation options?
Each listing includes information about the property’s proximity to key points of interest and transportation; however, contacting the host can provide additional insights about the convenience and accessibility in this area.
8. How can I ensure that my booking process is secure when reserving vacation accommodations here?
Use the trusted booking platform’s secure payment system and verify the listing details carefully. If you have any concerns, reaching out to the host or customer support can help ensure a safe and reliable booking experience.
Leesburg Top Rated Vacation Rentals
Hotel
9.6(258 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $187/Night
7 Nights - US $1,312
Hotel
9.2(172 Reviews)
1 Bath
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $408/Night
7 Nights - US $2,856
Hotel
9.0(1001 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $136/Night
7 Nights - US $950
Hotel
9.0(567 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $153/Night
7 Nights - US $1,069
Hotel
8.6(201 Reviews)
1 Bath
- Private Pool
- Pool
- Breakfast
- Pet Friendly
US $321/Night
7 Nights - US $2,245
Hotel
8.5(134 Reviews)
1 Bath
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $419/Night
7 Nights - US $2,931
Hotel
8.2(146 Reviews)
1 Bath
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $120/Night
7 Nights - US $842
Hotel
7.8(347 Reviews)
1 Bath
308.57 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $178/Night
7 Nights - US $1,246
