
OLIVER LAKE, Leesburg
06/25 – 07/05
$468/nighttotal: $4680 (10 )
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.

OLIVER LAKE, Leesburg
08/29 – 08/31
$309/nighttotal: $618 (2 )
The Cottage At Firefly Cellars, Cozy Getaway In Loudoun Wine Country!
1 2cottage , Hamilton
The Firefly Cellars Cottage is a Hamilton, Virginia getaway near Morven Park and the Tally Ho Theatre, offering easy access to Purcellville's attractions including the Purcellville Skating Rink and Lost Rhino Brewing Company.
This one-bedroom, one-bathroom vacation rental sleeps two guests and features a modern open-concept kitchen, a spacious great room with 18-foot ceilings, a private pool (open May-October), a hot tub, and a fire pit.
This one-bedroom, one-bathroom vacation rental sleeps two guests and features a modern open-concept kitchen, a spacious great room with 18-foot ceilings, a private pool (open May-October), a hot tub, and a fire pit.

OLIVER LAKE, Leesburg
06/23 – 07/04
$514/nighttotal: $5654 (11 )
Gate House Cottage
1 2apartment , Middleburg
The Gate House is a charming cottage located just a short distance from Middleburg's vibrant downtown, offering easy access to shops, restaurants, and wineries. This historic property, part of a larger estate dating back to 1768, boasts excellent user, location, and cleanliness ratings.
The cottage features a cozy den, breakfast area, porch, and a bedroom with a built-in queen-sized bed and a marble bathroom. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, parking, and Wi-Fi, as well as activities like walking, cycling, and exploring the surrounding countryside.
The cottage features a cozy den, breakfast area, porch, and a bedroom with a built-in queen-sized bed and a marble bathroom. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, parking, and Wi-Fi, as well as activities like walking, cycling, and exploring the surrounding countryside.

OLIVER LAKE, Leesburg
08/29 – 08/31
$253/nighttotal: $506 (2 )
Self-contained Apartment On Organic Vegetable Farm
1 2gîte , Middleburg
This charming cottage is located just five miles from the historic town of Middleburg, nestled in the peaceful countryside of Hunt Country. The property has received excellent ratings for location, cleanliness, and overall experience.
This one-bedroom, one-bathroom rental can accommodate up to four guests and provides a private kitchen and living space. Enjoy fresh, seasonal produce grown on the farm, explore nearby wineries and breweries, and relax in the tranquil setting with farm animals grazing nearby.
This one-bedroom, one-bathroom rental can accommodate up to four guests and provides a private kitchen and living space. Enjoy fresh, seasonal produce grown on the farm, explore nearby wineries and breweries, and relax in the tranquil setting with farm animals grazing nearby.

OLIVER LAKE, Leesburg
08/16 – 08/24
$248/nighttotal: $1984 (8 )
Starry Night Apt In Va Wine Country
1 4apartment , Round Hill
This Round Hill apartment is a private basement unit located near vineyards, distilleries, breweries, and the "Roller Coaster" section of the Appalachian Trail, making it perfect for exploring the area. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features a queen bedroom, a leather sofa with a queen pull-out bed, and a private patio, accommodating up to 4 guests. Amenities include a full kitchen, a renovated bathroom with an extra-large shower, a washer and dryer, a smart TV with Alexa search, and access to a large front lawn for outdoor recreation.
The apartment features a queen bedroom, a leather sofa with a queen pull-out bed, and a private patio, accommodating up to 4 guests. Amenities include a full kitchen, a renovated bathroom with an extra-large shower, a washer and dryer, a smart TV with Alexa search, and access to a large front lawn for outdoor recreation.

OLIVER LAKE, Leesburg
08/29 – 08/31
$347/nighttotal: $694 (2 )
Willow’s View
1 2apartment , Hamilton
Willow's View is located in Loudoun County, Virginia, just outside of Hamilton, offering a peaceful countryside setting with easy access to the county's scenic roads. This apartment has received excellent ratings for its cleanliness, location, and overall user experience.
The apartment offers a comfortable and spacious living space with an open floor plan perfect for families or groups of up to four guests. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, and a fire pit for evenings spent outdoors.
The apartment offers a comfortable and spacious living space with an open floor plan perfect for families or groups of up to four guests. Guests can enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, and a fire pit for evenings spent outdoors.

OLIVER LAKE, Leesburg
06/23 – 07/04
$212/nighttotal: $2332 (11 )
Gastropub On-site: Loudoun Wine Country Apartment
1 2apartment , Hamilton
This Hamilton apartment is situated near Catoctin Valley and is 1.3 miles from The Barns at Hamilton Station Vineyards.
This smoke-free rental offers complimentary WiFi in public areas, free self-parking, and a kitchen equipped with a microwave oven, with air conditioning for your comfort.
This smoke-free rental offers complimentary WiFi in public areas, free self-parking, and a kitchen equipped with a microwave oven, with air conditioning for your comfort.

OLIVER LAKE, Leesburg
08/16 – 08/24
$481/nighttotal: $3848 (8 )
Vinegar Hill Cottage In Historic Downtown Leesburg
3 4apartment , Leesburg
The Vinegar Hill Cottage is located in the historic district of Leesburg, within walking distance of restaurants, shops, and grocery stores. The cottage enjoys excellent ratings for location, cleanliness, and overall guest experience.
This charming 3-bedroom, 2-bathroom home can comfortably accommodate up to 6 guests. Guests can enjoy modern amenities, a well-equipped kitchen, and a relaxing garden, all while being close to local wineries and breweries.
This charming 3-bedroom, 2-bathroom home can comfortably accommodate up to 6 guests. Guests can enjoy modern amenities, a well-equipped kitchen, and a relaxing garden, all while being close to local wineries and breweries.

OLIVER LAKE, Leesburg
08/29 – 08/31
$285/nighttotal: $570 (2 )
Charming Home With Yard Near Shenandoah River!
3 2apartment , Shannondale
This 3-bedroom vacation rental is located near Harpers Ferry, just a short drive from Harpers Ferry National Historic Park and other popular attractions. It has received excellent user ratings, making it a popular choice for travelers.
This spacious apartment offers 1110 square feet of living space and comfortably accommodates 7 guests. It features a fully equipped kitchen, a private yard with a fire pit, and access to a lake community with a bar & grill, beach, fishing, and boat rentals.
This spacious apartment offers 1110 square feet of living space and comfortably accommodates 7 guests. It features a fully equipped kitchen, a private yard with a fire pit, and access to a lake community with a bar & grill, beach, fishing, and boat rentals.

OLIVER LAKE, Leesburg
08/16 – 08/24
$212/nighttotal: $1696 (8 )
The Blue Jay | New House In The Woods
2 4apartment , Shannondale
This 2-bedroom, 2-bathroom apartment offers a secluded woodland escape near Shannondale, just 2 miles from the Appalachian Trail and a 20-minute drive to historic Harpers Ferry.
This modern home, managed by Mountain Mama Vacation Homes, features 1190 square feet of living space, sleeps up to 6 guests with a queen bed in each bedroom and a daybed with a trundle in the basement bonus room, and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a spacious deck with a fire pit for outdoor enjoyment.
This modern home, managed by Mountain Mama Vacation Homes, features 1190 square feet of living space, sleeps up to 6 guests with a queen bed in each bedroom and a daybed with a trundle in the basement bonus room, and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a spacious deck with a fire pit for outdoor enjoyment.

OLIVER LAKE, Leesburg
06/23 – 07/04
$338/nighttotal: $3718 (11 )
Lovely Guest Room
1 2cabin , Purcellville
This Purcellville log cabin guesthouse offers a peaceful countryside escape near hiking trails, with proximity to Purcellville's town center (distance unspecified).
The one-bedroom, one-bathroom cabin sleeps two guests and includes a queen-sized bed, full kitchen with fridge, microwave, and dishwasher, air conditioning, and access to a garden and parking.
The one-bedroom, one-bathroom cabin sleeps two guests and includes a queen-sized bed, full kitchen with fridge, microwave, and dishwasher, air conditioning, and access to a garden and parking.

OLIVER LAKE, Leesburg
06/23 – 07/04
$481/nighttotal: $5291 (11 )
Cottage W/ Furnished Patio & Garden: Dtwn Leesburg
3 2cottage , Leesburg
This Leesburg cottage, located in the downtown area, offers easy walking access to shops, restaurants, and breweries, and is three miles from Morven Park and other attractions.
The 1,570-square-foot house features six bedrooms, two bathrooms, and accommodates five guests, with amenities including a fully equipped kitchen, a spa, a garden, free Wi-Fi, and parking.
The 1,570-square-foot house features six bedrooms, two bathrooms, and accommodates five guests, with amenities including a fully equipped kitchen, a spa, a garden, free Wi-Fi, and parking.













