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Cottage holiday rentals in Loudoun County

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Top-rated cottage rentals in Loudoun County

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Top Guest favourite
A tranquil pool area is surrounded by lush greenery and vibrant flowers. The charming cottage, featuring a welcoming porch, is visible in the background under a bright blue sky. The clear water of the pool reflects the sunlight, inviting relaxation.
Cottage in Hamilton
4.95 out of 5 average rating, 402 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Guest favourite
The exterior of the stone cottage showcases a blend of natural rock and wood. A porch extends from the cottage, providing scenic views of the rolling landscapes and greenery. Two small evergreen trees frame the view, complementing the tranquil setting.
Cottage in Bluemont
4.98 out of 5 average rating, 509 reviews

The Stone Cottage at Bluemont Vineyard

The cozy, stone, studio cottage is secluded in the vines & orchards of Bluemont Vineyard. ~ spectacular sunrise views of Virginia Wine Country ~ Stone walls built from rock found on the vineyard property ~ 5 minutes to Dirt Farm Brewing & Henway Hard Cider ~ 10 minutes to local dining & shopping ~ Over 40 other vineyards to visit within an hour's drive ~ Great Appalachian Trail hiking 10 minutes away ~ River tubing on the Shenandoah 20 minutes away at Watermelon Park

Top Guest favourite
A quaint cottage is nestled among manicured gardens and trees. The exterior features a simple white facade, a sloped metal roof, and a large front door, all framed by lush greenery and shrubbery. Natural light gently highlights the surroundings.
Cottage in The Plains
4.98 out of 5 average rating, 227 reviews

The Cottage on Main -Virginia Wine & Horse Country

The Cottage on Main, originally built around 1840 recently underwent a full renovation! Walk to the restaurants and shops of The Plains or explore the quaint towns of Marshall, Middleburg, Warrenton, Upperville with just a few minutes drive. This one bedroom, 1 bath cottage with full kitchen, living & dining area has everything you need for a weekend getaway or extended stay. The Plains is home to Gold Cup & many other equestrian events, amazing dining & shopping and the Virginia wine country!

Top Guest favourite
A well-appointed kitchen features a central island with a marble countertop, surrounded by wooden cabinets and modern appliances. Natural light floods in through large windows, illuminating the dining area with a small table and four chairs. A patterned rug adds warmth to the wooden flooring.
Cottage in Berryville
4.99 out of 5 average rating, 145 reviews

Guest Cottage on Historic Estate & Cattle Farm

Fully restored c.1900 farm house on 190 acre estate, ~1 hr from D.C. Cottage is situated at end of a farm road (past the main house and barns), very private w/ creek and cows right outside. Enjoy walks on the farm, local hikes, breweries & wineries, pick-your-own fruit farms, tubing on the Shenandoah, restaurants, antique shops, and more. 1 queen bdrm and bath on 1st flr, 2nd queen bdrm & loft with twin beds on 2nd flr. wifi, fire pit, small grill. Over 25 only, Max 4 adults. 1 SMALL DOG ONLY.

Guest favourite
A covered outdoor patio is visible, featuring two wicker chairs with cushions and surrounded by planter boxes filled with flowers. A view of well-maintained greenery and a gravel area highlights the peaceful outdoor setting.
Cottage in Marshall
4.9 out of 5 average rating, 115 reviews

Garden Oasis outdoor entertainment at FrogPointe.

Nestled in between The Plains and Middleburg, this charming cottage is ready to help you relax. Perfect for family and friends during horse events nearby, like Gold Cup, Middleburg Film Festival, Christmas in Middleburg, Twighlight Polo, and much more. Fully functional kitchen with all you could need to cook a meal, fully furnished, indoor and outdoor dining, two large modern bathrooms, and internet / movies for a calm night in. Please be mindful this property is near a train track, charming!

Guest favourite
The cottage is a charming two-story building, featuring a dark exterior with large windows. A welcoming porch is accented by steps leading to the entrance, and a stone pathway guides through the lush green yard, surrounded by trees.
Cottage in Leesburg
4.91 out of 5 average rating, 367 reviews

The Cottage at Forest Hills Farm

Beautiful one bedroom, one bath cottage on a picturesque 14 acre farm just outside of downtown Leesburg. Nestled in close to local vineyards, this charming, free-standing cottage is yours and perfect for a weekend getaway or alternative to a hotel. Enjoy the fresh air, beautiful views, and peace and quiet on our little farm. Wander the property and say hello to our donkey, mule, Long Horn cows, goats, chickens, and 3 barn cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

Guest favourite
A bedroom showcases a classic wooden bed with a decorative headboard, flanked by matching bedside lamps. Natural light filters through the windows adorned with wooden blinds. A cozy sitting area is present, featuring an armchair and a decorative rug beneath a wooden floor.
Cottage in Lovettsville
4.88 out of 5 average rating, 128 reviews

Sweet Grass Cottage pond dock fire pit

Enjoy a relaxing stay at this newly renovated historic milk house. The original structure sits on a functioning farm with beautiful, picturesque pond. The cottage (sprinkled with timeless antiques) has all the amenities for a perfect stay- bed, sitting area, full bathroom and full kitchen with dining table. This treasure is located right off the road and minutes from the area's finest wineries, cideries, breweries and farm-to- table restaurants. Fire pit over by pond

Top Guest favourite
The charming exterior of the cottage is shown, featuring a light-colored facade with multiple windows. A welcoming front door is visible, surrounded by vibrant flowers and greenery. A small stone walkway leads to a patio area with wooden seating, overlooking the lush yard.
Cottage in Bluemont
4.96 out of 5 average rating, 232 reviews

The Cottage at Stonecroft

Circa 1902, the Cottage is nestled at the foot of the Blueridge Mountains. The location will put you in touch with the history of the area, antique shops, wineries/breweries and nearby hiking. 2 bedrooms and bath upstairs; living room, dining table and full kitchen on main level (note ceilings in living/dining room are 6'3"). Wifi, fire pit and small charcoal grill. Absolutely no pets/animals. The property has video security system on the exterior of the property only.

Guest favourite
A charming cottage is framed by a mature tree with autumn leaves. The exterior is painted in calming blue and white, featuring a welcoming porch supported by columns. A gravel path leads to the entrance, surrounded by vibrant greenery and fallen leaves.
Cottage in Aldie
4.95 out of 5 average rating, 124 reviews

Patent House at the Little River Inn

The Patent House is a part of the Little River inn in Aldie, Virginia and we have been in business for 36 years. A full breakfast is included in your stay, we use local meats, eggs and serve everything from French toast, to quiche, to Dutch apple baby. The Patent House is located across the driveway from the Main House where breakfast is served. There is a bedroom with a double bed, a bathroom attached, a living space and a working wood burning fireplace.

Guest favourite
The cottage features a charming exterior with a red metal roof and a welcoming porch, supported by white columns. A large tree provides shade, and potted plants are positioned on the porch. The surrounding lawn is well-kept, adding to the inviting appearance of the home.
Cottage in Waterford
4.96 out of 5 average rating, 140 reviews

Wheatland Spring Farm + Brewery Cottage House

The charm of yesterday with the amenities of today. The private cottage house is appointed with a premium queen size bed, 1.5 baths, and a clothes washer and dryer. The full kitchen includes: oven, stove, microwave, full size refrigerator, dishwasher, and cookware. Guests enjoy scenic views of the 30 acre Wheatland Spring property. A romantic getaway or longer term stay. Just a 100 yard walk from our on-farm brewery.

Guest favourite
The image presents a bird's-eye view of a bungalow surrounded by lush greenery and vibrant flowering trees. A well-maintained driveway leads to the home, enhancing the peaceful setting in a wooded area. The property is situated amidst rolling hills, offering a serene atmosphere.
Cottage in Leesburg
4.97 out of 5 average rating, 107 reviews

Hilltop Cottage @ Shiloh

Escape to Hilltop, a peaceful estate with rolling hills, ponds, and lush green views. This NEWLY REMODLED Bungalow, part of a charming duplex, features a private entrance and outdoor seating. Refresh your soul or set out on adventures to nearby breweries, wineries, the C & O Canal, and Lucketts Store. Only 11 miles to historic Leesburg and Morven Park, or 15 miles to scenic Frederick, Maryland.

Top Guest favourite
The historic cottage is framed by lush greenery, featuring a welcoming porch with hanging planters. A dark metal roof complements the light-colored siding, and a gravel pathway leads to the entrance. The structure displays traditional craftsmanship with a covered porch and a well-maintained appearance.
Cottage in Bluemont
5 out of 5 average rating, 147 reviews

Snickers Gap Cottage

Historic cottage nestled in the foothills of the Blue Ridge Mountains, minutes from multiple breweries, wineries, hiking and biking trails, and the Shenandoah river. At just 40 miles west of Washington DC it’s the perfect weekend getaway to the country! We are known for our miles and miles of beautiful country roads. Come spend a weekend (or more!) and get lost in Loudoun.

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