
Stone Tower Winery, Leesburg
08/24 – 08/31
$266/nighttotal: $1862 (7 )
Cozy Haven Cottage - Wedding And Winery Retreat
1 4apartment , Hamilton
This Northern Virginia residence offers a peaceful family retreat in Hamilton, featuring two bedrooms and two bathrooms for up to four guests, with a King bed in the primary bedroom and two Twin XL beds in the secondary. The house includes a full kitchen, in-unit laundry, and outdoor spaces like a front porch and back patio, all providing exclusive access to the entire property.

Stone Tower Winery, Leesburg
09/04 – 09/13
$538/nighttotal: $4842 (9 )
Retreat In Downtown Leesburg
1 4apartment , Leesburg
This renovated historic house is located in downtown Leesburg, within walking distance of shops, restaurants, and attractions. The charming home offers a unique blend of modern comfort and vintage appeal.
This 3-bedroom, 2-bathroom house can comfortably accommodate up to 6 guests. The home features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, parking, and internet access.
This 3-bedroom, 2-bathroom house can comfortably accommodate up to 6 guests. The home features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, parking, and internet access.

Stone Tower Winery, Leesburg
08/24 – 08/31
$224/nighttotal: $1568 (7 )
Historic And Updated Farmhouse Built In 1808
2 4apartment , Leesburg
This family-friendly vacation home is located in a peaceful rural setting just a short drive from Leesburg, within easy reach of historic sites like Oatlands Historic House and Gardens and the Catoctin Valley. The house has consistently received excellent ratings from previous guests, indicating a high level of satisfaction with the property.
This 1400 square foot rental offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a garden with barbecue grills, perfect for relaxing evenings or outdoor dining.
This 1400 square foot rental offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a garden with barbecue grills, perfect for relaxing evenings or outdoor dining.

Stone Tower Winery, Leesburg
08/24 – 08/31
$197/nighttotal: $1379 (7 )
Cosy Studio On An Organic Farm, Pet Friendly! Just Minutes From Middleburg.
1 4studio , Middleburg
This studio apartment is located in a peaceful rural area of Middleburg, just a short drive from downtown and the Salamander Resort and Spa. It has received excellent user ratings, making it a popular choice for travelers seeking a relaxing getaway. The studio features a queen bed and a queen-sized pull-out sofa bed, comfortably accommodating up to four guests. Enjoy amenities like a kitchenette, a bathroom with a walk-in shower, a garden, and a spa, as well as farm-fresh eggs and seasonal vegetables available for purchase.

Stone Tower Winery, Leesburg
09/04 – 09/13
$838/nighttotal: $7542 (9 )
Gorgeous, Wooded 3 Acre Estate -5 Bed/4 Bath-leesburg/brambleton/aldie Area
5 4apartment , Brambleton
This family-friendly vacation home is located just 3 miles from Fleetwood Farm Winery and Evergreen Mills Equestrian and Hiking Trail, offering a peaceful escape in a rural setting near Leesburg. The home consistently receives excellent ratings for location, cleanliness, and overall user experience.
This 5-bedroom rental comfortably sleeps 10 guests. Enjoy modern amenities like a fully equipped kitchen, free WiFi, and a relaxing spa tub. The spacious home also features a patio, a garden, and a barbecue grill for outdoor enjoyment.
This 5-bedroom rental comfortably sleeps 10 guests. Enjoy modern amenities like a fully equipped kitchen, free WiFi, and a relaxing spa tub. The spacious home also features a patio, a garden, and a barbecue grill for outdoor enjoyment.

Stone Tower Winery, Leesburg
08/24 – 08/31
$622/nighttotal: $4354 (7 )
A Unique 5* Mountaintop Getaway Overlooking Winery
1 4cabin , Leesburg
This Leesburg cabin is located on Mount Gilead, just 10 minutes from downtown and within a 5-minute drive of four wineries, making it a perfect base for exploring the area. The cabin consistently receives excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom, 3-bathroom home comfortably accommodates up to 6 guests. Enjoy modern amenities like a fully equipped kitchen, high-speed internet, and a spacious covered porch with breathtaking mountain views. Relax by the fire pit, grill up meals on the BBQ, or explore the nearby wineries and local attractions.
This 3-bedroom, 3-bathroom home comfortably accommodates up to 6 guests. Enjoy modern amenities like a fully equipped kitchen, high-speed internet, and a spacious covered porch with breathtaking mountain views. Relax by the fire pit, grill up meals on the BBQ, or explore the nearby wineries and local attractions.

Stone Tower Winery, Leesburg
10/11 – 10/22
$213/nighttotal: $2343 (11 )
6 Mi To Historic Leesburg: Apt W/ On-site Dining
1 2apartment , Hamilton
This Hamilton apartment is located steps from Catoctin Valley and 1.3 miles from The Barns at Hamilton Station Vineyards.
This non-smoking rental offers complimentary self-parking, free WiFi in public areas, and an equipped kitchen with a microwave oven, air conditioning, and a television.
This non-smoking rental offers complimentary self-parking, free WiFi in public areas, and an equipped kitchen with a microwave oven, air conditioning, and a television.

Stone Tower Winery, Leesburg
08/24 – 08/31
$510/nighttotal: $3570 (7 )
Walk To Leesburg Historic District: Family Retreat
3 4apartment , Leesburg
This 3-bedroom, 2-bathroom condo in Leesburg is located a short walk from Catoctin Creek Valley and a 3-minute drive from the historic Tally Ho Theatre.
This 1190 sq ft vacation rental accommodates up to 6 guests and features a full kitchen, air conditioning, a private garden, and in-unit laundry, with proximity to Earth and Fire Gallery and Lost Rhino Brewing Company.
This 1190 sq ft vacation rental accommodates up to 6 guests and features a full kitchen, air conditioning, a private garden, and in-unit laundry, with proximity to Earth and Fire Gallery and Lost Rhino Brewing Company.

Stone Tower Winery, Leesburg
10/11 – 10/22
$575/nighttotal: $6325 (11 )
Quiet, Simple Pleasure. Between Dc And Shenandoah.
1 2apartment , Brambleton
This five-bedroom Leesburg, Virginia home, situated in Loudoun County's countryside, is 20 minutes from Dulles International Airport, 40 miles from Washington, D.C., and 15 miles from the Manassas National Battlefield Park.
This spacious house rental boasts a fully equipped kitchen, accommodates up to nine guests, and features three wooded acres with a walking path, fast WiFi, and keyless entry.
This spacious house rental boasts a fully equipped kitchen, accommodates up to nine guests, and features three wooded acres with a walking path, fast WiFi, and keyless entry.

Stone Tower Winery, Leesburg
09/04 – 09/13
$626/nighttotal: $5634 (9 )
King Bed 3 Bedroom New House
1 4apartment , Brambleton
This modern farmhouse rental in Brambleton, Virginia, offers a peaceful wooded setting minutes from Leesburg and Middleburg wineries and breweries, and under an hour from Washington, D.C.
The three-bedroom, two-bathroom home sleeps six guests and features a fully equipped kitchen, high-speed WiFi, two covered porches, an outdoor fire pit, and paved parking; enjoy nearby golf courses like Robert Trent Jones Golf Trail and Creighton Farms.
The three-bedroom, two-bathroom home sleeps six guests and features a fully equipped kitchen, high-speed WiFi, two covered porches, an outdoor fire pit, and paved parking; enjoy nearby golf courses like Robert Trent Jones Golf Trail and Creighton Farms.

Stone Tower Winery, Leesburg
10/11 – 10/22
$472/nighttotal: $5192 (11 )
A Hidden Jewel In Loudoun County, Virginia
1 2house , Hamilton
This single-family home is located just off Route 7 in Hamilton, Virginia, offering a rural setting with easy access to the historic town center and the W&OD Railroad trail. The apartment boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The home has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. Guests have access to a fully equipped kitchen, laundry facilities, living and dining areas, a sunroom, a deck, a garden, a fitness center, and parking.
The home has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. Guests have access to a fully equipped kitchen, laundry facilities, living and dining areas, a sunroom, a deck, a garden, a fitness center, and parking.

Stone Tower Winery, Leesburg
10/11 – 10/22
$188/nighttotal: $2068 (11 )
6 Mi To Historic Leesburg: Apt W/ On-site Dining
1 2apartment , Hamilton
This Hamilton, Virginia apartment rental is located in the rolling hills of the Virginia wine country, offering easy access to local vineyards and a gastropub.
The single-story unit features one bedroom, one bathroom, sleeps three guests, includes a fully equipped kitchenette, smart TV, air conditioning, and on-site parking for two vehicles.
The single-story unit features one bedroom, one bathroom, sleeps three guests, includes a fully equipped kitchenette, smart TV, air conditioning, and on-site parking for two vehicles.













