Cottage vacation rentals in Loudoun County

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Top-rated cottage rentals in Loudoun County

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Guest favorite

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, 372 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!

Superhost

Cottage in Harpers Ferry

4.81 out of 5 average rating, 147 reviews

Mountain Top View Spacious Family Cottage

Enjoy beautiful views of the entire Shenandoah valley while relaxing at the Mountain Top Family Cottage. Enjoy great fall colors. Only a 10 min 1/2 mile walk to the Appalachian Trail, where you can hike to historic Harpers Ferry. The cottage features a large living, dining and kitchen area. The master bedroom and the mountain view study provide beautiful Shenandoah valley views. Enjoy the outdoor fire pit and fire circle. Drive to the many historic and recreation areas near Harpers Ferry WV

Guest favorite

A charming stone cottage is set against a backdrop of lush trees and open sky. A gravel path leads to the entrance, with two chairs positioned on the grassy area, offering a serene view of the surrounding nature.

Cottage in Leesburg

4.92 out of 5 average rating, 405 reviews

Romantic Stone Cottage Circa 1869-75 acres to Hike

Plan a getaway in our newly renovated Stone Cottage nestled on hilltop just 15 minutes from Leesburg & less than 90 minutes from DC. The property adjoins next to a hidden state park, not on the map with gentle hiking trails. Secluded location however 10 min to some of the areas finest wineries & breweries. Custom-made king-size bed and fresh interior, are sure to impress . So whether you are visiting for a wedding, exploring wine country or in need of a quiet setting, we invite you to enjoy!

Guest favorite

A well-maintained garden features lush greenery, including manicured bushes and flowering plants. A white cottage with a metal roof is partially visible, complemented by a charming staircase leading to the entrance. The scene is set under a clear sky, enhancing the serene ambiance.

Cottage in The Plains

4.98 out of 5 average rating, 211 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!

Guest favorite

Cottage in Round Hill Village

4.93 out of 5 average rating, 184 reviews

Best Countryside Retreat & No Cleaning Fees EVER

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 200 five-star reviews (Airbnb& VRBO) max privacy and convenience. Relax in our tranquil setting while enjoying all the delights of the region!

Guest favorite

Cottage in Bluemont

4.95 out of 5 average rating, 240 reviews

Cottage on Horse Farm: Wineries/Breweries, Horses!

**Pool open May1- Sept 14. 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 favorite

A serene outdoor area features two wooden chairs positioned near a small fire pit on a grassy patch, with sunlight streaming through nearby trees. A calm pond reflects the greenery, enhancing the peaceful ambiance of the space.

Cottage in Leesburg

4.91 out of 5 average rating, 339 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 cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

Top guest favorite

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, 207 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 favorite

A spacious hot tub is situated on a deck, offering expansive views of rolling hills during sunset. The water reflects the warm tones of the evening sky, surrounded by lush green trees that enhance the serene atmosphere.

Cottage in Harpers Ferry

4.93 out of 5 average rating, 154 reviews

Cottage w/ Hot Tub and 100-Mile Valley Views!

MOUNTAIN MAMA VACATION HOMES The views from this cottage will blow you away! Wake up every morning to this fairy tale scene while you enjoy your coffee, and end the day soaking up the sunsets with a glass of wine. Don't let the cold stop your fun--just move to the oversized fire pit or into the hot tub! If you must work remotely (and we hope you don't!) there is high-speed WiFi to satisfy all your videoconferencing needs. This cottage has it all!

Superhost

The exterior of the cottage is surrounded by tall trees, featuring a spacious wooden deck illuminated by string lights. A jacuzzi is positioned on the right side, while outdoor seating areas are visible. The inviting atmosphere is complemented by the soothing natural surroundings.

Cottage in Harpers Ferry

4.85 out of 5 average rating, 184 reviews

Wild & Cozy | Harpers Ferry Mountain Escape

Enjoy a charming, rustic getaway in our mountain cottage by Lake Shannondale! This 4bd/2ba pet-friendly home with a 6-person jacuzzi, king-sized beds, pool table, is perfect for families and large groups! ★ "the Airbnb was better than the pictures." ★ "wish we could have stayed longer!" You are only: ☞ 5 minutes from The Appalachian Trail ☞ 20 minutes from Harpers Ferry ☞ <20 minutes from 20+ wineries & breweries

Guest favorite

An aerial view showcases expansive green fields surrounding the cottage and farm. A red-roofed building is prominently featured, with outdoor seating visible nearby. The landscape includes trees and farm structures, with distant hills providing a scenic backdrop under a partly cloudy sky.

Cottage in Waterford

4.97 out of 5 average rating, 126 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.

Top guest favorite

A charming historic cottage is surrounded by lush greenery, featuring a welcoming deck with seating and a fire pit area. The soft hues of the house contrast with the natural landscape, enhancing the outdoor space's appeal. Large trees provide shade, creating a tranquil atmosphere.

Cottage in Bluemont

5 out of 5 average rating, 122 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.