Some info is shown in its original language. Translate

Cottage holiday rentals in Loudoun County

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Loudoun County

Guests agree: these cottages are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
A spacious outdoor pool area is surrounded by lush greenery and a decorative fence. Two lounge chairs are positioned beside the refreshing turquoise water. The cottage can be seen in the background, harmonizing with the tranquil setting.
Cottage in Hamilton
4.95 out of 5 average rating, 414 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
Cottage in Bluemont
4.98 out of 5 average rating, 523 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
Cottage in Berryville
4.99 out of 5 average rating, 153 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.

Top guest favourite
A spacious pool is set within a landscaped area, featuring a clear blue surface under a partly cloudy sky. Lounge chairs are placed on the pool deck, and a shaded gazebo is visible in the background, creating a relaxing outdoor environment.
Cottage in Bluemont
4.95 out of 5 average rating, 275 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
Cottage in Round Hill Village
4.92 out of 5 average rating, 217 reviews

Private 24-Acre Countryside Retreat - No Fees!

Luxurious & cozy cottage, nestled in Virginia's wine country. With a gas fireplace, amazing beds & linens, gourmet kitchen with EVERYTHING and the great hospitality of owners Jennifer and Eric, you will have a premier visit! Self check in anytime and we are on the 26 acre property for 24/7 service. Beautiful vistas, wineries, and activities, over 250 five-star reviews (Airbnb& VRBO) max privacy and convenience. Relax in our tranquil setting while enjoying all the delights of the region!

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
4.92 out of 5 average rating, 389 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.

Top guest favourite
The spacious room features a king-size bed with a wooden headboard and decorative pillows, flanked by two windows allowing natural light. A wooden dresser and a TV entertainment unit are positioned nearby, with rustic wooden beams enhancing the ceiling's charm.
Cottage in Leesburg
4.92 out of 5 average rating, 463 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Stop! Read all details next pages. Plan a relaxing getaway at our Stone Cottage, just 15 minutes from Leesburg and under 90 minutes from D.C. Nestled next to a hidden state park with peaceful walking trail, this hilltop retreat offers both seclusion and convenience. Enjoy a custom king bed, inviting interior, and close to many top wineries, breweries, and restaurants. Whether you're here for a wedding, wine tasting, or quiet escape, the Stone Cottage is your perfect getaway.

Top guest favourite
The image features a sign reading 'Stonecroft' with a horse visible behind a fence. Lush greenery lines the gravel driveway, which leads to a two-story structure adorned with large windows. The setting reflects a serene countryside ambiance.
Cottage in Bluemont
4.96 out of 5 average rating, 244 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.

Top guest favourite
A picturesque tree-lined driveway is adorned with blooming cherry blossom trees, creating a vibrant canopy of pink petals. The path is framed by lush greenery and a wooden fence, leading to a serene ambiance that invites peaceful walks.
Cottage in Waterford
4.96 out of 5 average rating, 146 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
Cottage in Bluemont
5 out of 5 average rating, 162 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.

Top guest favourite
Cottage in Bluemont
5 out of 5 average rating, 262 reviews

Creekside in Bluemont, VA

Creekside is located on a serene 2 acre property in the small town of Bluemont. Many wineries and breweries to visit with just a short drive, river tubing on the Shenandoah River and tons of hiking on the Appalachian Trail. 10 minutes to Purcellville to enjoy the small town, local events and great restaurants. Get ready for your weekend or week long getaway!

Popular amenities for cottage rentals in Loudoun County

Destinations to explore