Cottage vacation rentals in Loudoun County

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Top-rated cottage rentals in Loudoun County

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Guest favorite

Cottage in Hamilton

4.95 out of 5 average rating, 348 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 favorite

Cottage in Middleburg

4.93 out of 5 average rating, 119 reviews

English Cottage

MIDDLEBURG ADDRESS. Three night min during Sept. horse show. Best country/Middleburg location. Five (+/-) min to town, restaurants, shopping, wedding venues. Centrally located to vineyards, breweries, horse events, more.. Guests 'LOVE' this CLEAN, tasteful, charming/Old English style - private cottage.' Bdrm w/2 twin or together as king bed. (Can separate beds if requested.) Bath w/ rain shower. Kitchenette appointed with modern appliances. Stainless refrig., micro, toaster oven & Keurig.

Guest favorite

Cottage in The Plains

4.98 out of 5 average rating, 196 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 Leesburg

4.92 out of 5 average rating, 122 reviews

Hilltop @ Shiloh

**Hilltop sits on a park-like estate. Originally a barn, Hilltop has been NEWLY REMODELED to be a two-unit dwelling. Enjoy beautiful views with rolling hills, ponds, and lush green landscaping. Come stay and refresh your soul in our peaceful Cottage or GO and have fun! Convenient to breweries, wineries, C&O Canal for biking or hiking, and antique shopping at the popular Lucketts Store. 11 miles south to historic downtown Leesburg, Virginia or 15 miles north to historic Frederick, Maryland.**

Guest favorite

Cottage in Lovettsville

4.97 out of 5 average rating, 210 reviews

Cottage Escape in Virginia Wine Country

LoeLynn Farms is the quiet escape you need. This two-story cottage nestled in the mountains in Virginia's Wine Country offers 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 75 minutes outside of Washington, D.C. in the heart of Loudoun County Wine Country and many historic neighborhoods. We can't wait to see you!

Guest favorite

Cottage in Round Hill

4.93 out of 5 average rating, 176 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, 230 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

Cottage in Lovettsville

4.89 out of 5 average rating, 122 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

Guest favorite

Cottage in Bluemont

4.95 out of 5 average rating, 192 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

Cottage in Waterford

4.97 out of 5 average rating, 119 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 favorite

Cottage in Bluemont

5 out of 5 average rating, 108 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.

Superhost

Cottage in Bluemont

4.8 out of 5 average rating, 225 reviews

Wine Country Cottage

Cottage in the heart of wine country! Access 4 wineries within a 5-mile radius as well as the AppalacionTrail, breweries, hikes, and historic battlefields. 1 min drive/5 minute walk to Shenandoah River. Check-in and check-out can be somewhat flexible with advance notice. If you need a different time feel free to ask. Pet friendly with a non-refundable fee.