Guest house holiday rentals in Jefferson County

Wine Country Loft

Located in the heart of Loudoun Wine Country. Large, peaceful yard in downtown Round Hill, walking distance to a diner and shops. A perfect location for biking, hiking and outdoor enthusiasts. Our friendly dog, Maddie, or cat, Chase, may greet you upon arrival. This studio loft above our carriage house includes one queen bed and a deluxe queen fold out couch.Full kitchen and bath, large projector screen entertainment center, private porch and patio with fire pit.Perfect for families or a couple.

Private in-law suite Data Center workers welcome

Private Room + Bath on Secluded Farmette — Private Entrance, Kitchenette, Non-Contact Stay, Small Farmette Private room and full bathroom on a small, quiet farmette. Private entrance for easy, non-contact check-in. Kitchenette equipped with a microwave and small refrigerator, perfect for light meals. Comfortable, private backyard space for relaxation. Ideal for up to 3 guests. The owner lives on-site but travels frequently, so you may not see them during your stay. Private back yard for pets.

Coorie Inn

We are growing. Private bedroom added to make this a two full bedroom offering with kitchenette. Please come stay a spell! Perched just over the Shenandoah River (river access in multiple places) with mountain views, this getaway lets you get lost in nature with all the creature comforts of home. ***Dogs are welcome with PRIOR approval from the host. Please message me if you'd like to bring your fur bud! ***Please see additional info for all of the comforts provided! ***No smoking please.

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. Note that the base price is for 1-2 people. Guests 3 and 4 have additional fees.

Rustic Walkout Cabin Basement

Rustic Walkout Basement Cabin in Historic Harpers Ferry Enjoy the charm of a cozy cabin with a private entrance and parking for one car. This one-level space has no steps to navigate, except for a 4-inch step to the bathroom. The front door opening is 35 inches wide. Features wood-paneled walls, an electric fireplace, and modern amenities. Perfect for hikers, history lovers, and pet owners. Walk to monuments, trails, and local dining. Experience Harpers Ferry’s beauty with comfort and style.

River View Suite at La Soledad

Kick back and relax, surrounded by incredible views and sounds of nature! This brand new space has tons of windows and light, overlooking the Potomac river. Use your private entrance to go out and picnic in the lavender field, or sit by the firepit and enjoy the sounds of the Potomac! Or relax with a book on the huge window seat! Only a mile from the National Historical Park, it is an easy walk to the shops, restaurants and trails. After a long hike, a brand new king size bed awaits you

Hidden Creek Retreat

Relax and find peace in this newly renovated sanctuary. Take a break in the spacious, calm atmosphere and let go of your worries. Take a quick hike through the backyard and into the woods! Follow the creek down through the woods to the scenic Shenandoah River! Service animals are welcome with a $150 fee per 3-day stay, plus $50 per night after. Pets are not allowed. A $500 fine applies if a pet is brought in. Emotional support animals are considered pets and are not allowed at anytime.

1800s Cozy Kitchen House

This award winning whimsical 1800s kitchen house that served the main house is walking distance to all town businesses and great for history and art lovers. Located on historic South Church Street, the property backs to Rose Hill Park, The Barns of Rose Hill music/art venue and the town government center/ library. Everything was chosen piece by piece with respect to the structure’s history with the addition of modern conveniences. Original narrow steps may be difficult for some guests.

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 with the exception of Wi-Fi - no satellite or TV. 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).

Between the Rivers Guest Cottage

Between the Rivers Guest house is centrally located in historic Harpers Ferry and walking distance to all shops and restaurants. You will enjoy staying in the towns original "Telephone Building". Take in river views from our front porch and a relaxing outside patio. Walk to the Appalachian trail, go white water rafting, check out a local winery, and tour the vast history that our town has to offer. We look forwarding to having you as our guest!

Luxury Harpers Ferry Escape / views/Deck/hot tub

Escape to your own private retreat nestled on 4 wooded acres in a quiet, upscale setting just minutes from Harpers Ferry. Designed for relaxation and connection, this luxury 2,800 sq ft suite offers the perfect blend of modern comfort and natural beauty. Whether you're soaking in the hot tub, gathering around the fire pit, or enjoying coffee in the sunroom, every detail is designed to help you unwind.

The Carriage House: Pathway to a Romantic Getaway

Forget your worries in this spacious and serene space. The Carriage House is located down a tree-lined driveway situated on a peaceful 3.5 acres. A keyless private entrance reveals a very open and spacious floor plan with six large windows letting in an abundance of natural light surrounded by splendid manicured lawns and wooded views.