Guesthouse vacation rentals in Washington County

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Top-rated guesthouse rentals in Washington County

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

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Superhost

A staircase with polished wooden steps leads down to a door at the bottom, illuminated by warm light. The walls are painted a soft orange, and a small window with a sheer curtain adds a touch of natural light to the space.

Guesthouse in Hagerstown

4.67 out of 5 average rating, 6 reviews

Charming Mid-century 2br/1 bath

Your family will be close to all historical Hagerstown had to offer when you stay at our centrally-located upper cottage house. We are experienced hosts and excited to share our newest home with you. It's a short drive from almost everything Hagerstown has to offer. Also 30 min from Harper's Ferry, 30 min to Fredrick, and 45 min to park& ride to Washington DC. We have lovingly remodeled our home with a warm, comfortable environment to be your home away from home. Welcome to our sweet home!

Guest favorite

Guesthouse in Boonsboro

4.88 out of 5 average rating, 24 reviews

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Lovingly restored and redesigned, each space of the Historic Cottage Retreat offers you and your guests relaxation, calm, & a professionally designed, country retreat feel. The large patio, expansive yard , hot tub under a teepee, 10' cowboy pool with deck are sure to delight. Recharge by visiting local historic sites, cave, hiking trails and nature preserves/parks. Nearby restaurants, Winery, Distilleries, Breweries & music venues will provide excursions if desired. The best of all worlds.

Top guest favorite

Guesthouse in Berkeley Springs

4.98 out of 5 average rating, 345 reviews

Pond Hill Guesthouse- 2 Bedroom w/Hot Tub & WiFi!!

Reserve two get the third (Sun-Thur) night free! Set among the rolling hills near Berkeley Springs, WV, Pond Hill Guesthouse has everything you'll need. Perfect for stargazing! This guesthouse has a private drive and plenty of privacy. Relax in the hot tub or by a fire and enjoy the stars. Lots of room for couples or small families. WiFi provided. This beautiful guesthouse is owned, and hosted a by local superhost, Doug. Pond Hill is great place to enjoy a piece of West Virginia Heaven!

The cabin is set amidst lush greenery, featuring a wooden exterior and a welcoming front porch with a railing. Flower pots line the porch, and steps lead to the entrance. A gravel pathway and trees surround the cabin, enhancing the secluded atmosphere.

Guesthouse in Berkeley Springs

4.83 out of 5 average rating, 299 reviews

Terrapin Cabin. A sunny, quiet cabin in the woods.

Nice quiet cabin in the woods just 5 min. from downtown Berkeley Springs. One bedroom with 2 twin beds, a fold out queen futon with mattress topper (LR), full bath, fridge, kitchen with microwave, Mr. Coffee, fresh coffee, gas stove top, new fryer oven, utensils, great area with dining table. Cable TV, WiFi, electric fireplace,Bluetooth stereo, and many board games. Hiking trails from your doorstep. A large deck with table and chairs, fire pit with grill, wood-fired pizza oven, and a hammock.

Guest favorite

The guesthouse exterior presents a gray facade with a welcoming porch. Lush greenery, including manicured bushes and large trees, frames the entrance. A paved walkway leads to the door, surrounded by planters. The house stands under a clear blue sky, providing a serene setting.

Guesthouse in Middletown

4.95 out of 5 average rating, 285 reviews

Indulge, Fresh Flowers, Frederick County Haven

2 bedroom, full kitchen and laundry, 1 level guesthouse beside detached garage (separate from main house). The front has a rose garden, birdbath and your own patio. An apple tree is beside the guesthouse. A farm is to the back. Asian cafe, Subway, Dempsey's Grill, Amvets, Main Cup bar and restaurant, Tapia's and 3 ice cream parlors are all a short walk away. More restaurants and grocery store are less than a mile. Farmer's market in season on Thursdays. Fresh flowers and coffee are provided.

Superhost

A bright and airy living space is illustrated, featuring large windows that invite natural light. A cozy window seat is positioned against the wall beneath the angled ceiling beams, complemented by colorful cushions. A comfortable seating area includes a modern chair and couch, with a coffee table in the center.

Guesthouse in Harpers Ferry

5 out of 5 average rating, 11 reviews

Riverview 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

Guest favorite

A winding gravel drive leads to a rustic cottage surrounded by lush greenery. Vibrant pink flowers bloom near the entrance, contrasting with the natural foliage. The wooded area in the background showcases tall trees under a clear sky, emphasizing the serene, rural setting.

Guesthouse in Myersville

4.94 out of 5 average rating, 248 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.

Guest favorite

Guesthouse in Keedysville

4.98 out of 5 average rating, 209 reviews

City Dog Farm

Comfortable, light-filled one bedroom apartment on 10 acres in Maryland near Antietam battlefield and Harpers Ferry, WV. We have chickens, an organic garden, hills, woods and a stream. Apartment is 15 minutes from Harpers Ferry, Antietam battlefield, the C&O canal, river rafting on the Potomac or Shenandoah, vineyards, the Appalachian trail and small towns including Boonsboro and Shepherdstown, WV. 30 minutes to Frederick or Hagerstown/1.5 hours to DC or Baltimore. SORRY NO PETS

Top guest favorite

The exterior of the guesthouse is showcased, featuring a deck with outdoor seating and an umbrella. Tall windows allow for natural light, complementing the green siding. Lush landscaping surrounds the house, creating a natural, inviting setting.

Guesthouse in Smithsburg

4.97 out of 5 average rating, 735 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.

Top guest favorite

A landscaped garden features a well-maintained pathway leading to a deck area. A lush green tree provides shade and visual interest, while the expansive view of rolling hills and clouds fills the background. The scene captures the serene outdoor environment.

Guesthouse in Frederick

4.97 out of 5 average rating, 39 reviews

Boutique space at Marble Ridge

Boutique accommodations are defined as a unique and luxurious space~and that is what you will find here at Marble Ridge. The private entrance opens up to a living space that is comfortably modern with clean lines. The large picture windows allow tons of natural light and a spectacular view. You will have all the amenities available to you such as a full kitchen with refrigerator/freezer, stove/oven, microwave, coffee maker, dishwasher, WiFi, TV, fireplace, private full bath.

Superhost

A brick exterior of a two-story building is presented, featuring blue shutters and white columns. A small dog sits on the sidewalk beside a lamppost. Green foliage and a white picket fence create a natural border in the foreground.

Guesthouse in Keedysville

4.96 out of 5 average rating, 28 reviews

Charming Keedysville guest suite

Amazing guest suite in Keedysville, MD. Private studio apartment with its own entrance. Great in-town location close to amenities yet peaceful and private. The suite has a king-sized bed, modern attached bathroom, kitchenette, eating area, dedicated work space, 65" smart TV, mini-fridge, microwave, and gorgeous hardware floors. The place is meticulously fresh, clean, and has all the essentials for your stay. Contact-free lockbox check-in/check-out for your convenience.

Top guest favorite

An aerial view captures a guest house positioned near a private lake. Surrounding lush greenery includes trees and open lawn areas. A gazebo and outdoor seating provide inviting spaces for relaxation. Kayaks are visible by the sandy shore, while vehicles are parked along the access road.

Guesthouse in Clear Spring

5 out of 5 average rating, 10 reviews

Private Lake House in western MD

Minutes from DC/Baltimore with private (no one else!) fresh water lake. This is a man made lake (as all are in MD) originally providing water for nearby orchards. It is stream and spring fed with large mouth bass, crappie, and sunfish. Catch and release fishing is permitted. Although I share access to nearby locals, if you are renting it is exclusively yours. Local wildlife includes: mallard ducks, bald eagles, wild turkeys, hawks, and Maryland blue heron.