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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Guesthouse in Berkeley Springs

4.83 out of 5 average rating, 288 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, toaster 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.

May 12 – 19

G$18,369 GYD per night

Guest favorite

Guesthouse in Middletown

4.95 out of 5 average rating, 246 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.

Sep 13 – 20

G$22,159 GYD per night

Guest favorite

Guesthouse in Berkeley Springs

4.97 out of 5 average rating, 285 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!

Mar 24 – 31

G$30,480 GYD per night

Guest favorite

Guesthouse in Middletown

5.0 out of 5 average rating, 91 reviews

Cottage, Pool, & Breakfast on 100ac Horse Estate

Enjoy the unique opportunity to spend time on a stunning Maryland horse farm and estate with private access to the Appalachian Trail in Maryland's Blue Ridge mountains. Located in historic Middletown, the farm is just 60 miles from downtown DC and 20 minutes west of Frederick. Our lovingly renovated 1900 guest cottage sits above an active mountain spring and beside the estate's main residence. You'll encounter chickens, cattle, horses and abundant wildlife as you hike and explore the property.

May 7 – 12

G$55,827 GYD per night

Guesthouse in Berkeley Springs

4.67 out of 5 average rating, 3 reviews

Cabin bungalow

Quiet setting surrounded by 2 1/2 acres of peace centered in huge oak trees Wild life comes to back porch Deer squirrels birds woodpeckers & hummingbirds It’s a basement apartment with 2beds 1bath washer/dryer A fire pit picnic table with grill for you to enjoy One mile to capon state park where there’s a lodge playground hiking trails beach lake George Washington’s bath place is a short drive which is in the town of bath Bath Wv is visited by many Lots of things to do in Bath ,Wv

Jun 13 – 20

G$29,121 GYD per night

Guest favorite

Guesthouse in Myersville

4.93 out of 5 average rating, 190 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 15 – 22

G$19,088 GYD per night

Guest favorite

Guesthouse in Keedysville

4.98 out of 5 average rating, 190 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

May 13 – 20

G$26,231 GYD per night

Guesthouse in Hagerstown

4.5 out of 5 average rating, 8 reviews

Amazing Home Stays Near Fairgrounds

Bring the whole family to this great place with lots of room for fun. Walking distance from fairgrounds. We have two bedrooms. One full bath. You can benefit from a safe, clean and comfortable place at our home . This is our home and we ask that you treat it well. We offer free street parking. Longer stays will get unique special rate. No smoking or alcohol on premises. Fees of $300 will be charged for smoking. No pets please. Please bring your ID at check in for all adults.

Jul 5 – 12

G$27,997 GYD per night

Guest favorite

Guesthouse in Smithsburg

4.97 out of 5 average rating, 643 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.

Apr 6 – 13

G$19,627 GYD per night

Guest favorite

Guesthouse in Frederick

4.97 out of 5 average rating, 31 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.

Mar 26 – Apr 2

G$36,612 GYD per night

Guest favorite

Guesthouse in Knoxville

4.94 out of 5 average rating, 204 reviews

Tiny House at Tiny Hidden Ridge

This 109sqft tiny house is cute, cozy, and the ultimate tiny house experience. If you've been wanting to check out tiny living, this is the place. It's not for everyone so read on to find out if it's for you. Small entrance door, wall ladder to the sleeping loft, compost toilet and small shower. Perfect for one or two people looking for a quiet getaway to read, write or enjoy the outdoors. The ladder weight limit is 200 lbs per person. Not recommended for children.

Jun 30 – Jul 7

G$20,269 GYD per night

Guest favorite

Guesthouse in Frederick

4.97 out of 5 average rating, 316 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.

Feb 6 – 13

G$29,934 GYD per night