Cottage holiday rentals in Loudoun County

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Top-rated cottage rentals in Loudoun County

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Guest favourite

Cottage in Hamilton

4.94 out of 5 average rating, 309 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!

5–12 Nov

£225 per night

Guest favourite

Cottage in Bluemont

4.98 out of 5 average rating, 487 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

25 Jun – 2 Jul

£310 per night

Guest favourite

Cottage in The Plains

4.98 out of 5 average rating, 178 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!

23–30 Nov

£193 per night

Guest favourite

Cottage in Harpers Ferry

4.94 out of 5 average rating, 245 reviews

Adorable apartment with a view

This private apartment has it all. A bright, clean space with comforts of home. Great views! In addition you are centrally located to many attractions and destinations. These include the Appalachian Trail, Harpers Ferry National Park, white water rafting, Hollywood Casino, Charleston Race Track, fishing, River Riders Family Adventure, tour bus ride, shopping outlets, antique shopping, glass outlet, Skyline and Luray caverns, glass outlet, close to train station for day trips to DC, and more.

3–10 Jan

£99 per night

Guest favourite

Cottage in Berryville

4.98 out of 5 average rating, 116 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.

2–9 Jul

£247 per night

Guest favourite

Cottage in Round Hill

4.93 out of 5 average rating, 165 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!

14–21 Oct

£290 per night

Guest favourite

Cottage in Bluemont

4.95 out of 5 average rating, 202 reviews

The Cottage @ Red Gate Farm- Horse & Wine Country!

**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.

13–20 Nov

£200 per night

Guest favourite

Cottage in Purcellville

4.9 out of 5 average rating, 103 reviews

Chic 3BR home, VA wine country near Harpers Ferry

Escape to our charming 1900s historic chic retreat, nestled in the heart of VA wine country. Just a stone's throw from Harpers Ferry and the Shenandoah River, our location is perfect for those who love both the refined taste of wine and the thrill of outdoor adventures. Indulge in activities like kayaking, white water rafting, canoeing, and hiking, or explore the local vineyards and breweries, all set against the backdrop of stunning mountain scenery. Note: Route 340 is now open!

12–19 Jun

£268 per night

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 290 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 donkeys, mule, Long Horn cows, goats, chickens, and 3 cats (and 3 kiddos!). Just 3 miles to downtown Leesburg.

1–8 Jan

£183 per night

Superhost

Cottage in Lovettsville

4.88 out of 5 average rating, 103 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

11–18 Jul

£113 per night

Guest favourite

Cottage in Bluemont

4.95 out of 5 average rating, 172 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.

5–12 Mar

£131 per night

Guest favourite

Cottage in Lovettsville

4.97 out of 5 average rating, 195 reviews

Cottage Escape in Virginia Wine Country

Nestled along the Blue Ridge Mountains, LoeLynn Farms is the quiet escape you need. The two story cottage offers two car parking next to the front door, a fully equipped kitchen, outdoor living, lake access and most importantly- peace and relaxation. The Cottage is conveniently located to many wineries, breweries, exceptional restaurants and outdoor adventures. We are just 90 minutes outside of Washington, D.C. in the heart of Loudoun County Wine Country.

21–28 Aug

£203 per night