Guesthouse vacation rentals in Loudoun County

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Top-rated guesthouse rentals in Loudoun County

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

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Guest favorite

Guesthouse in Purcellville

4.95 out of 5 average rating, 75 reviews

The Nest on Nixon Road

Welcome to the Nest on Nixon! Our small homestead is located in Hillsboro right in the heart of Loudoun's wine country. Come enjoy an evening by the fire or go out and indulge in a hike,winery,craft brewery, or bikeride through this rich historical place. Just minutes away from the C&Ocanal,AT,W&OD and much more! Take a load off and enjoy the sunset, come make a farm fresh dinner in the fully equipped kitchen or grab take out from a local restaurant! Just 1 hour fromDC and 25 minutes fromDulles.

Superhost

Guesthouse in Herndon

4.77 out of 5 average rating, 204 reviews

Historic Herndon In-law house, kitchen. By IAD.

Entire in-law house w/ full kitchen and bathroom. Over 800 sqft. The house has a bedroom. You have the entire place to yourself and your family/friends. Keypad on the entrance so you can come and go whenever you please. Free parking. Verizon Fios TV, Gigabit WiFi Internet (speed varies). In-room climate control with central air and heat. -walk to downtown Herndon -close to FFX Parkway ~8 mins to Reston Town Center ~10 mins to Wiehle-Reston metro ~10 mins to Dulles Airport ~30 mins to Wash D.C.

Guest favorite

Guesthouse in Herndon

4.94 out of 5 average rating, 50 reviews

Modern Sugarland Apt-Metro/IAD

Welcome to our stylish basement apartment, perfect for modern travelers. Whether you're here for work or leisure, this space has you covered. Situated minutes from the Metro, Airport, and major work centers. The apartment features a desk with dual monitors, keyboard, mouse, and 1GB internet. At night, relax in the plush king-size bed. A convertible futon couch with a 65-inch TV, awaits your binge-watching sessions. A washer/dryer and full kitchen, w/refrigerator and stove complete the space.

Guest favorite

Guesthouse in Lovettsville

4.94 out of 5 average rating, 130 reviews

The Patent House

Built around 1760, our log cabin sits on our 3 acre farmette, in the countryside in view of the foothills that separate VA, WV & MD. It's fully renovated, with a master bedroom (queen), full bath & convertible sofa downstairs (full). The cabin is next door to our house & shares a fence with our pasture where our miniature donkeys live. We have yappy dogs and friendly outdoor cats. we're in the country, so bugs do make their appearance, but they tend to go straight to the window sills.

Guest favorite

Guesthouse in Purcellville

4.86 out of 5 average rating, 29 reviews

Garden Cottage

Enjoy this quaint Garden Cottage in the backyard of the 1793 Stone House & experience the tiny town of Hillsboro. Perfect for a couple’s getaway to enjoy Virginia wine country or if you’re coming for a wedding or other event. It’s 5 miles from the Appalachian Trail that’s great for any day-hikers or a nice break for thru-hikers. Like a hotel room, but much better with your own private space & lovely back porch to relax & enjoy the many flowers in the backyard. You won’t want to leave!

Guest favorite

Guesthouse in Hamilton

4.98 out of 5 average rating, 119 reviews

Trailside Chalet (A storybook chalet with hot tub)

The Trailside Chalet is situated on the W and OD Trail, halfway between Leesburg and Purcellville, Va - an ideal base location for visiting wineries, breweries, and the pastoral countryside of Loudoun County. The chalet will put you just steps from the trail for walking/cycling/horseback riding. Relax and enjoy the amenities of one-of-a-kind interior including wood burning fireplace and peaceful surroundings with hot tub. A perfect getaway for a couple or family.

Superhost

Guesthouse in Purcellville

4.81 out of 5 average rating, 259 reviews

Barn Apartment in VA Wine Country

Barn apartment in the upper level of a bank barn. Fourteen miles from downtown Leesburg, 5 miles from Harper's Ferry, 1 mile from VA-9 Appalachian trail head. Close to Harper's Ferry Adventure Center, wineries, breweries, tubing, kayaking, hiking, farms. Full kitchen. Unplugged - no satellite, TV, or Internet. There is cell signal. Rate includes 6% Virginia state tax and 7% Loudoun County hotel tax. 1 queen bed, 1 twin, and 1 floor mattress (pull out futon).

Guest favorite

Guesthouse in Waterford

4.92 out of 5 average rating, 121 reviews

Cabin On The Creekside

Cabin on the Creekside is a log cabin located on beautiful wooded property just outside of Waterford, VA. The cabin is a perfect spot to unwind, relax, and come explore Loudoun County which is filled with wineries, breweries, farm to table restaurants, hiking trails and more! Beautifully decorated space, king size bed, large comfy couch, 75 inch TV, and kitchenette are a few highlights of the space. Looking forward to your stay!

Guest favorite

Guesthouse in Lovettsville

4.99 out of 5 average rating, 98 reviews

Modern dreamy mountain view oasis in wine country

Right in the heart of Loudoun County's wine, beer and equestrian country. If you are looking for an outdoor getaway with access to the Ap Trail, biking, kayaking, etc., here for the wine and beer or simply for a change of scenery, this is the place for you. Watch the sun go down right from your bed or, "The Meadow" with the Blue Ridge Mountains as your backdrop. Slowly sip coffee or tea from the hammock, it's up to you. Book now!

Guest favorite

Guesthouse in Purcellville

4.99 out of 5 average rating, 214 reviews

The Cottage at Dunthorpe Farm

The Cottage is a restored wagon barn nestled against the Blue Ridge Mountains. You'll enjoy quality, comfort, quietude, and pastoral views. We are a fully licensed and inspected B&B on a 1790's farm in rural Loudoun County VA. Each morning you are treated to a continental breakfast of fresh pastry, fruit sourced from local farms, and homemade jams which we quietly deliver by 7:30 unless otherwise requested.

Guest favorite

Guesthouse in The Plains

4.98 out of 5 average rating, 44 reviews

A lovely cottage in The Plains, Virginia

The Cottage in The Plains recently underwent a full renovation. It is short walk to restaurants and shops in The Plains and a short driving distance to many attractions (e.g., vineyards, Middleburg, Upperville, and Gold Cup). This one bedroom, 1 bath cottage with full kitchen, living & dining area, work space, and washer and dryer has everything you need for a fabulous weekend getaway or extended stay.

Guest favorite

Guesthouse in Bluemont

4.99 out of 5 average rating, 314 reviews

Skyhorse Retreat Guest House

In the middle of VA wine country and only minutes to three Appalachian Trail trailheads. Located 45 miles west of Washington D.C., on a 10-acre property on top of the Blue Ridge Mountains. Private guesthouse (built Jan 2020) with a large deck overlooking trees. The Guest House sleeps 4, has a full kitchen, and access to a Hot Tub at the main house. Breakfast items and snacks included.