Guesthouse vacation rentals in Washington County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Washington County

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

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Guest favorite

A hot tub is nestled beneath a decorative teepee, featuring a blend of natural fabrics and intricate designs. Surrounding the area is a landscaped yard with green grass and trees in the background, creating a peaceful outdoor setting.

Guesthouse in Boonsboro

4.84 out of 5 average rating, 32 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.

Guest favorite

A cozy living area features a large sectional sofa in dark leather and orange armchair, complemented by a textured area rug in warm hues. Natural light floods through the windows, illuminating decorative plants and framed artwork on the walls. A small table sits centrally.

Guesthouse in Hagerstown

4.83 out of 5 average rating, 18 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. 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. Only 22 min to parking for Appalachian Trail. 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

The exterior of Pond Hill Guesthouse is presented with a welcoming front porch, featuring seating areas and garden beds. A sturdy metal roof covers the structure, and a wooden fence adds privacy. The surrounding landscape includes a grassy yard with seasonal greenery.

Guesthouse in Berkeley Springs

4.97 out of 5 average rating, 372 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!

Superhost

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, 302 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

4.94 out of 5 average rating, 306 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 private entrance is shown with a white door and a nearby wooden table topped with a pink flower pot. A welcome mat is positioned on the gravel path, leading to the entrance. The wall is painted a muted green, and a small window allows natural light.

Guesthouse in Harpers Ferry

4.8 out of 5 average rating, 20 reviews

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.

Guest favorite

A bright living area features large windows overlooking a natural landscape. A cozy window seat is positioned beside sheer curtains, while a sofa and armchair provide comfortable seating. A coffee table rests in the center on polished wood flooring, enhancing the inviting atmosphere.

Guesthouse in Harpers Ferry

5 out of 5 average rating, 25 reviews

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

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, 775 reviews

Jewel Vinsota Artist's Guesthouse

Less than a mile from the Appalachian Trail, the dog-friendly Jewel Vinsota Artist's 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 two-story cottage is set amidst lush greenery, featuring a large upper deck that offers views of the surrounding woods. Colorful azaleas and shrubs enhance the entrance, while a gravel drive leads to the property, surrounded by trees exhibiting signs of spring.

Guesthouse in Myersville

4.94 out of 5 average rating, 255 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

A serene countryside view showcases a spacious green lawn bordered by trees and hills in the background. Two houses are visible: one with a wraparound porch and the other a smaller structure. An organic garden is seen in the foreground, framed by a simple fence.

Guesthouse in Keedysville

4.97 out of 5 average rating, 225 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

Lush greenery dominates the foreground, leading to a panoramic view of the distant landscape. A small structure with a white roof sits among the trees, while expansive blue skies are scattered with white clouds, enhancing the natural setting.

Guesthouse in Frederick

4.98 out of 5 average rating, 43 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.

Guest favorite

A wooden bear sculpture stands beside the green front door, holding a carved sign that reads 'WELCOME.' The bear is positioned on a log stump, with a stone pathway and partially visible wooden porch nearby, creating an inviting entrance.

Guesthouse in Frederick

4.97 out of 5 average rating, 348 reviews

The Shady Bear Cabin

After a complete renovation, we decided the cabin would be perfect for Airbnb. It's completely separate from the main house and offers both of us a great deal of privacy. It is also warm and cozy yet extremely comfortable. Please be aware that we have dogs on the property. If you are not comfortable with dogs, please do not book this cabin. If you are, we hope to see you. DURING THE PANDEMIC WE WILL BE FOLLOWING AIRBNB'S ENHANCED CLEANING PROTOCOL.