
Cottage vacation rentals in Loudoun County
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Top-rated cottage rentals in Loudoun County
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*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!

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

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.

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.

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!

Quaint cottage in historical town of Paris VA!
Welcome to my home! This house was built in the 1820’s in the historical town of Paris, Virginia! With lots of history and character this house still has some of the original exposed beams and hardwood flooring! If you enjoy the outdoors, wineries, breweries, and shopping this is a perfect location for your stay! Minutes from the Appalachian trail, and Sky Meadows park there’s plenty of hiking around. Famous Ashby Inn restaurant just a short walk away and many more amazing places!

Woodsy Retreat with a Hot Tub and Seasonal Views!
MOUNTAIN MAMA VACATION HOMES & CABINS If you are looking to disconnect from the world and spend some time in the woods, this is the retreat you've been looking for! From the dining room gaze out at the tree canopy, or enjoy some fresh air perched inside the screened porch. Relax in the hot tub, or wind down by the wood stove in the living room. If all that relaxation has you ready for some excitement, pull out some games in the basement, or plan a trip out for hiking and more.

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.

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.

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.

Romantic Stone Cottage Circa 1869-75 acres to Hike
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.

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.
Popular amenities for Loudoun County cottage rentals
Cottage rentals with a hot tub

Cozy Mountain Retreat | Hot Tub & Fire Pit & Dogs

Peaceful Lakefront Cottage with Mountain Views!

Bluemont Escape w/Hot Tub: Walk to AppTrail & Brew

Designer Modern Mountain Escape (w/View & Hot Tub)

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

Family & Pet Friendly- Hot Tub-Full Kitchen

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Pet-friendly cottage rentals

Middleburg Bliss!

Moreland Farm Cottage! / 265 Acre Farm Retreat

Robins Nest

Historic Guest House at Mt Independence

Garden Oasis outdoor entertainment at FrogPointe.

Town Square Cottage | Walk to all of downtown HF

Wine Country Getaway on 21 Acres

Stone School House - Minutes from Harper's Ferry
Private cottage rentals

Historic Loudoun Airwell Atelier

Historic Stone Schoolhouse on Winery Row

Cozy Stone Cottage in Round Hill, VA

Beautiful 3 bedroom cottage on 15 private acres.

Status House at the Little River Inn

Mountain Top View Spacious Family Cottage

Meticulous Hunt Country 2BR 1BA Upperville Cottage

Hunt Country Cottage
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- Nationals Park
- Georgetown University
- National Mall
- The White House
- District Wharf
- National Museum of Natural History
- National Museum of African American History and Culture
- Liberty Mountain Resort
- Stone Tower Winery
- Whitetail Resort
- Arlington National Cemetery
- National Harbor
- Washington Monument
- Georgetown Waterfront Park
- Cunningham Falls State Park
- Great Falls Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Shenandoah Valley Golf Club
- Library of Congress
- Berkeley Springs State Park
- Gambrill State Park
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