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, 405 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, 513 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 charming outdoor seating area features red wooden chairs and a fire pit, surrounded by lush greenery and pavers. The Cottage, with its welcoming facade and gray metal roof, is visible in the background, offering a cozy retreat in a natural setting.
Cottage in Bluemont
4.95 out of 5 average rating, 269 reviews

Cottage on Horse Farm: Wineries/Breweries, Horses!

**Pool open May 1- Sept 29 ** PRIVATE 3 hours pool time daily. Plus private patio, grill and fire pit! Horses outside every window! The Cottage is located on a 230 acre horse farm. Red Gate Farm is a full-service, upscale equestrian farm, containing the Cottage, original farm house and 50 horses & ponies. Convenient to Middleburg and Purcellville, you are surrounded by mountains, wineries, breweries, and hiking, with horses right at your doorstep. All in the beautiful town of Bluemont.

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, 375 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, 129 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, 237 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.

Top Guest favourite
The charming exterior features a light-colored house with a metal roof, framed by well-kept greenery. A bold blue door provides an inviting entrance, while white window shutters accentuate the classic style of the home.
Cottage in Upperville
4.89 out of 5 average rating, 101 reviews

Cozy Country Getaway in the Heart of Upperville

Located in the center of the historic village of Upperville - across from the Hunter's Head Tavern. House is situated on 2.5 acres of beautiful gardens. It feels like an English cottage that dates back to early 1900s and is newly updated. Tall ceilings with tons of light make this house feel very spacious. There are 2 large bedrooms with 3 beds. Upstairs is a large loft with desk area. Parking provides space for 5 vehicles. Dogs are welcome! Wifi available.

Guest favourite
An airy sleeping area features a spacious bed with a light-colored comforter. Natural light enters through multiple large windows, revealing views of surrounding trees. A cozy armchair and small table are situated nearby, while wooden beams add character to the ceiling.
Cottage in Hamilton
4.88 out of 5 average rating, 413 reviews

Robins Nest

Beautiful cottage crafted from all reclaimed materials as with all of our Waterford reservations properties. Open floor plan with high ceilings are sure to impress. The luxury of this cottage cannot fully be felt until your perfect stay. Please don’t book Airbnb and then complain about the fees., That was your choice to use the airbnb platform. When you book any of our properties with Airbnb, we will ensure that you have a fantastic stay.

Top 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, 141 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
A serene view of a cottage reflected in a pond, surrounded by tall trees with autumn foliage. The landscape features a gently sloping lawn, showcasing vibrant leaves carpeting the ground and clear blue skies above.
Cottage in Leesburg
4.97 out of 5 average rating, 114 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.

Superhost
The exterior of the residence is shown, featuring a well-maintained yard with a firepit surrounded by stones. A cozy seating area is positioned nearby. Lush trees stand in the background, and the warm glow of sunset lightly illuminates the home.
Cottage in Harpers Ferry
4.9 out of 5 average rating, 194 reviews

Family & Pet Friendly- Hot Tub-Full Kitchen

Book our contemporary residence in Harpers Ferry, WV if you're into outdoor activities like hiking, kayaking, and fishing. Our home is close to natural attractions, including the Shenandoah river, Appalachian Trail, and WMA. Also nearby are the Harpers Ferry Adventure Park and Charles Town Casino. Local breweries, wineries, and dining options are available to satisfy your taste buds.

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, 151 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.

Popular amenities for Loudoun County cottage rentals

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