Guesthouse vacation rentals in Shenandoah River

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Top-rated guesthouse rentals in Shenandoah River

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Guest favorite

Guesthouse in Purcellville

4.99 out of 5 average rating, 209 reviews

The Cottage at Dunthorpe Farm

The cottage is a fully restored wagon barn sitting on a 48 acre 1790's farm nestled against the Blue Ridge Mountains. You'll enjoy quality, comfort and pastoral views. We are a fully licensed and inspected B&B. The cottage is stocked with organic cereal, juice, coffee and tea. Each morning you are treated to a continental breakfast of fresh pastry and fruit sourced from local farms. We are close to Harpers Ferry, WV, Leesburg, VA and Middleburg, VA, and are just a 30 minute drive from Dulles.

Nov 12 – 19

ﺩ.ﺇ867 per night

Guest favorite

Guesthouse in Marshall

5.0 out of 5 average rating, 103 reviews

Moon Hold Cottage - Retreat, Refresh, Recharge

Unplug from city life and venture out to our small organic farm. Spend a night or two in the private guest cottage while enjoying nearby vineyards and restaurants. Spend the day browsing in the local antique shops or relax on the farm and watch nature's display (butterflies, birds, an occasional critter.) We may be working in the garden or putting up hay. We're always glad to share a bit of the harvest when the vegetables are ripe, so you can take some home to enjoy. All are welcome here!

Aug 23 – 30

ﺩ.ﺇ434 per night

Guest favorite

Guesthouse in Syria

4.95 out of 5 average rating, 333 reviews

Little House on Strother Run

Nestled between Mount Tom and Double Top Mountain and at the edge of the Shenandoah National Forest, Little House is the perfect starting out and ending point for a peaceful and relaxing stay in the Appalachian Mountains. Little House is located at the edge of our 7 acre property. You'll enjoy the bucolic atmosphere of our farmette which includes use of our shared sitting area on Strother Run. The sitting area is shared with the main house which is rented or used by our family periodically.

Aug 17 – 24

ﺩ.ﺇ378 per night

Guest favorite

Guesthouse in Lovettsville

4.94 out of 5 average rating, 122 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.

Apr 24 – May 1

ﺩ.ﺇ493 per night

Guest favorite

Guesthouse in Myersville

4.93 out of 5 average rating, 192 reviews

Spruce Run Cottage, Farm stay on Catoctin Mountain

The cottage is located on 25 acres of mostly wooded terrain off Highway 17 near Wolfsville, Maryland, less than an hour and a half from D.C. The cottage faces the woods and the private drive down to the creek. There is almost zero light pollution at night so stargazing is incredible from the balcony. The hosts live on the property up the hill in an 1890’s chink log cabin. Although you can see our house, the cottage feels very private and is a quiet comfortable retreat in the hills.

Jul 12 – 19

ﺩ.ﺇ355 per night

Guest favorite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 645 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota guesthouse is the perfect get away to explore nature or your artistic leanings. The house is full of original artwork, hand-crafted details, and books on art and architecture. Wander the grounds and find sculpture, ponds, and trails through the woods. Want to hike the entire 40-mile length of Maryland on the Appalachian Trail? Start and end at the Jewel Vinsota and we can drop you off and pick you up.

Aug 30 – Sep 6

ﺩ.ﺇ342 per night

Guest favorite

Guesthouse in Maurertown

4.97 out of 5 average rating, 375 reviews

Guest Suite at Little Ridge

Enjoy your own private suite on our newly established farmstay and taphouse, out in the beautiful Shenandoah Valley! Plenty of space to hang out on the farm with some beautiful views. The tap room and cafe' are open Friday 5-9pm, Sat 12-9pm & Sun 12-6pm. We are just minutes from historic downtown Woodstock. The Valley is know for her spectacular hiking trails and caverns. After a long day exploring, you will be sure to enjoy a relaxing and entertaining evening with us.

Aug 12 – 19

ﺩ.ﺇ408 per night

Superhost

Guesthouse in Purcellville

4.8 out of 5 average rating, 256 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).

Aug 23 – 30

ﺩ.ﺇ253 per night

Guest favorite

Guesthouse in Warrenton

4.98 out of 5 average rating, 256 reviews

The Alton Cottage -a luxury country retreat

The Alton Cottage is a charming, newly refurbished 1820s guest house- formerly a summer kitchen to the original farm house. Views are of rolling fields and their bovine occupants. We are within 30 minutes of almost 20 wineries and another 20 breweries, 5 min to Airlie, and only 5 mi to Old Town Warrenton. We are also close to several antique stores, farmers markets and Shenandoah National Park. We strive to make every guests stay special.

Jul 6 – 13

ﺩ.ﺇ536 per night

Guest favorite

Guesthouse in Elkton

4.99 out of 5 average rating, 164 reviews

Noná’s Nest

Noná’s Nest is a quaint one bedroom, one bathroom carriage house, tucked into the peaceful Shenandoah Valley. Centrally located 9.5 miles to the Swift Run Gap entrance of Shenandoah National Park, 12 miles to Massanutten Resort, and 22 miles to Harrisonburg. Enjoy the tranquil country setting and beautiful Blue Ridge Mountain views from the second story deck. Owners live adjacent to carriage house.

Oct 15 – 22

ﺩ.ﺇ344 per night

Guest favorite

Guesthouse in Bluemont

4.99 out of 5 average rating, 310 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.

Jun 16 – 23

ﺩ.ﺇ537 per night

Guest favorite

Guesthouse in Round Hill

4.98 out of 5 average rating, 378 reviews

Private Carriage House

A recently renovated carriage house by an interior designer situated on a treed and private property conveniently located for exploring wineries, breweries, horse events or civil war sites in Middleburg, Purcellville, Leesburg, Bluemont or Round HIill. Enjoy the sounds and sights of nature and fresh air. Recharge in a peaceful setting. Adults only. No pets, children or infants.

Jul 12 – 19

ﺩ.ﺇ467 per night