Guesthouse vacation rentals in Western Maryland

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Western Maryland guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Two chairs are positioned near a campfire ring on a grassy area, surrounded by trees. A gently sloping hill leads down to a pond, with a wooden fence visible in the distance. Sunlight filters through the leaves, creating a shaded and inviting space.
Guesthouse in Purcellville
4.81 out of 5 average rating, 273 reviews

Barn Apartment in VA Wine Country

CodyRating, 5 stars1 week ago
An extremely welcoming place that had many things to do and accommodating our autistic children very well! It was a shame we didn't get the chance to make s'mores! We would love to come back to this place sometime since it is so peaceful and homey! We watched older movies that we forgot about! Thanks for the DVDs!
Top guest favorite
A single-story cottage is nestled among tall trees, with a grassy area in the foreground. The exterior is light-colored with contrasting dark shutters. A welcoming front porch is visible, adorned with potted plants, while a grill is positioned nearby, providing a cozy outdoor space.
Guesthouse in Aspers
4.92 out of 5 average rating, 387 reviews

Cottage on our horse farm

JacobRating, 5 stars2 weeks ago
It was exactly as Steve described. Every bit of info Steve shared with us was accurate. My son (9) and I took a 2 day trip to catch as many fish as possible. This private deep pond provided fun fishing for my son and I. We caught sun fish, blue gill, large mouth bass, small mouth bass, and a big catfish…that we learned is about 12 years old. Within about 40 minutes there are multiple locations that offer stocked and native trout. We hiked along the stream and enjoyed the panoramic scenic views. It had everything we needed. In all honesty, my wife usually does the prep so when I arrived and realized I had not brought coffee or a pot to cook in, I was pleased to find those items and more. Clean and comfy. It was a nice getaway. Not to promote my social media, but if you want to see videos of the pond and fishing, feel free to check it out on my page. I’ll be back by myself, and I’ll bring some company. :).
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, 335 reviews

The Shady Bear Cabin

SteveRating, 5 stars1 month ago
Gerry’s place is just what I needed to disconnect. Close to some good hiking and outdoor activities. The place itself has everything you need for a short peaceful stay. Gerry himself was very welcoming and hospitable. I loved this place. I will definitely favorite to go back sometime.
Top guest favorite
A serene bedroom features a spacious bed adorned with soft linens and decorative pillows. Two bedside lamps provide gentle illumination. A large arched window allows natural light to fill the room, framed by sheer curtains. A plant adds a touch of greenery in the corner.
Guesthouse in Manassas
4.93 out of 5 average rating, 99 reviews

Private Luxury Retreat Close to everything!

StefanRating, 5 stars1 month ago
We were visiting for the weekend and found the place to be very nice, very private, and very clean. Something that was not expected, we had a private garage, which was really nice. Thank you, we will visit again!
Superhost
The in-law house exterior is shown, featuring a light green façade with multiple windows. A wooden deck is visible at the entrance, with stairs leading to a landscaped yard adorned with flower beds and shrubs. The area is surrounded by trees, providing a serene environment.
Guesthouse in Herndon
4.76 out of 5 average rating, 220 reviews

Historic Herndon In-law house, kitchen. By IAD.

Mary BernadetteRating, 5 stars1 day ago
Very beautiful Airbnb !!! Private and very quiet neighborhood , everything we needed was in the unit down to the Keurig pods , extra perk for the rice cooker and Instapot. The bed was spacious and very comfortable It was like being in our own oasis Lots of memorable moments and will always cherish our time there Check out as a breeze and will definitely come back again if we need another get away
Guest favorite
A two-story house with a wood-shingled exterior and a covered porch features a welcoming entrance. Steps lead up to a spacious deck surrounded by greenery, providing a warm outdoor space for relaxation.
Guesthouse in Morgantown
4.95 out of 5 average rating, 483 reviews

Trillium Acres Guest House

GregRating, 5 stars1 week ago
if you stay here, and you should, please take the time to notice AND appreciate the detail, decore, and the detail that went into the renovation of this 'chalet'. I say this because I have spent a great deal of time in Bavaria and the Alps and this place is three different areas in one cohesive BnB. the photos and descriptions do not truly tell the story... this 'chalet' is AWESOME and it's within about 800 yards of a dozen great hikes with amazing Vistas...
Guest favorite
A spacious bedroom is presented with a comfortable bed draped in neutral bedding and decorative pillows. A window allows natural light to illuminate the room, while a small side table holds a lamp. Soft area rugs add warmth to the wood floor.
Guesthouse in Frederick
4.88 out of 5 average rating, 33 reviews

The Wander Inn

BrandonRating, 5 stars3 weeks ago
We stayed here for 5 months and it was awesome! Rani is such a wonderful host, always willing to help us out. The location was great and close to a lot of attractions. Thank you again for hosting us.
Top guest favorite
A cozy living area features warm yellow walls adorned with artwork. A blue chair sits next to a bookshelf filled with books. A comfortable sofa is flanked by two wooden side tables, and a dining table is positioned near large windows allowing natural light.
Guesthouse in Smithsburg
4.97 out of 5 average rating, 734 reviews

Jewel Vinsota Artist's Guesthouse

YiRating, 5 stars1 week ago
My partner, pup, and I had a lovely and cozy stay!! Lots of thoughtful touches, cool artwork, and supplies. We enjoyed using the fire pit right by the creek, our dog was obsessed with the sun room, and we loved exploring the sculpture garden!

Guest house rentals with a patio

Guest favorite
An airy kitchen area is illuminated by pendant lights hanging above a small dining table. Stainless steel appliances include a refrigerator and microwave. Neutral cabinetry complements the wood flooring, creating a sleek and functional space. A bowl of fruit rests on the table.
Guesthouse in Rockville
4.97 out of 5 average rating, 31 reviews

Contemporary colonial cottage, close to metro, ADA

NiajaRating, 5 stars4 months ago
We had a great stay at this Airbnb in Rockville, MD! The location was fantastic—situated in a very walkable neighborhood with lots of shops nearby and three playgrounds within walking distance. It was ideal for both kids and adults alike. The home itself was spacious and comfortable, easily accommodating our family of five for a week. The layout provided plenty of room for everyone to relax and feel at home. As dog owners, we especially appreciated the ample space for our furry friends to run around. Although one of their dogs didn’t get along with ours, the hosts made it easy to restrict access, so it wasn’t an issue during our stay. Overall, this Airbnb offered a great combination of comfort, convenience, and family-friendly features. We’d happily stay here again!
Top guest favorite
A welcoming entryway features a covered porch with two rocking chairs positioned on a concrete path. The front door is framed by two large windows, showcasing a panoramic view of the surrounding hills and fields in the distance.
Guesthouse in Stephens City
5 out of 5 average rating, 17 reviews

Ventura Cottage: 360-views/HotTub/4 acres/Gym

JosetteRating, 5 stars4 weeks ago
Everything was top notch, pictures don't do the location justice. The ambiance is peaceful quiet fresh air beautiful views, the house is as listed and more, You get what you paid for. Leena is an amazing person very responsive and very hospitable. Don't think twice just book you will not be disappointed.
Guest favorite
An open living area features a comfortable seating arrangement with a light-colored sofa and a coffee table atop a soft rug. The kitchen is visible in the background, defined by wooden cabinetry and modern appliances, with natural light illuminating the space.
Guesthouse in Mount Airy
4.97 out of 5 average rating, 119 reviews

Treasured Hideaway on the Hill

JessicaRating, 5 stars1 week ago
I had a lovely stay. I had anything I could need and the place was very cozy. Sooooo much storage in the master bedroom. Would be great for a longer stay.
Guest favorite
An open living space features wooden beams overhead and warm brown flooring. A cozy seating area is paired with a light-colored sofa. A Christmas tree adds a festive touch, while a kitchenette with cabinetry is visible in the background, accompanied by a dining table and chairs.
Guesthouse in Grantsville
4.94 out of 5 average rating, 161 reviews

“The Loft” Guest House w/wifi workspace, gym etc

KaitlynRating, 5 stars4 days ago
Would definitely stay with Linda again! Check-in was easy and straightforward, and the place was as described and so cozy and nice. Linda was responsive and helpful with clear instructions. Clean, peaceful space, exactly what was needed for a stay we had for a wedding. Thank you!
Guest favorite
A cozy bedroom features a spacious bed with neutral bedding, accompanied by freshly rolled white towels. Nearby, a leafy plant adds a touch of greenery. The room is illuminated by natural light from a sliding glass door that opens to the outside.
Guesthouse in Lorton
4.93 out of 5 average rating, 45 reviews

Villa Miza Wellness Retreat

SaniaRating, 5 stars3 weeks ago
We had such a restful and fun stay at Michele’s place! Would definitely stay again if we’re in the area.
Guest favorite
A covered front porch features two rocking chairs, each adorned with green cushions, and a decorative mat. A small table stands nearby, while the surrounding gravel pathway leads to a grassy area with trees in the background, providing a peaceful outdoor space.
Guesthouse in Round Hill Village
5 out of 5 average rating, 12 reviews

The Cottage

PryceRating, 5 stars3 months ago
It was a super nice little spot, as expected, very pretty and peaceful and got to introduce my dog to some wildlife. Laurel was great when roads were bad she even sent some groceries. Would definitely recommend or stay again.
Guest favorite
The cabin is nestled among lush greenery, surrounded by trees and vibrant flowers. A natural rock formation borders a well-maintained lawn, leading to a welcoming deck that offers a view of the serene landscape. The peaceful atmosphere is enhanced by the rustic charm of the cabin.
Guesthouse in Bluemont
4.97 out of 5 average rating, 146 reviews

Blueridge Mountain Guest Cabin- Amongst the Trees

MariannaRating, 5 stars3 weeks ago
We really enjoyed our stay at this adorable guest house! We had everything we needed and we found the stay to be cozy and clean. The directions we received for check in were clear and easy. We had a great weekend exploring local hikes and breweries. Would recommend this stay!
Guest favorite
A covered porch features two wicker chairs positioned on a neutral-colored rug. The area is bathed in natural light, with views of a spacious yard framed by lush greenery and trees in the background.
Guesthouse in Rockville
4.91 out of 5 average rating, 46 reviews

Adorable, secluded 2 Bedroom cottage.

DavidRating, 5 stars3 months ago
Awesome spot! Comfortable, private and peaceful. Great host, very responsive and friendly. Easy access to DC, National Mall, Arlington etc… Go see the Space Shuttle Discovery at the Air and Space Museum. Coolest thing I’ve ever seen.

Guest house rentals with a washer and dryer

Top guest favorite
The exterior of the carriage house is shown, featuring a spacious two-car garage with gray doors. Large windows sit above the garage, enhancing the structure's natural light. Surrounding elements include well-maintained landscaping and a paved driveway, creating an inviting entrance.
Guesthouse in Alexandria
5 out of 5 average rating, 217 reviews

Sunny, Stylish Carriage House with a View

EmilyRating, 5 stars2 weeks ago
This was a lovely space and location. Del Ray felt pretty idyllic during our springtime stay and we enjoyed the short walks to the many coffee shops and eateries. Parking was a breeze and check in and check out were simple and easy. The space is well-built and has a relaxing ambiance. Taking a Lyft into DC was no problem and reasonably priced. We would stay again for sure!
Top guest favorite
A shaded picnic pavilion is surrounded by well-maintained grass in a city park. Nearby, playground equipment is visible, along with several picnic tables positioned under the pavilion. Tall trees provide ample shade, contributing to a serene outdoor setting.
Guesthouse in Falls Church
4.98 out of 5 average rating, 177 reviews

Beautiful New Apartment Surrounded by Nature

PatriciaRating, 5 stars2 weeks ago
We absolutely loved our stay here! Beautiful neighborhood and surroundings. Quiet, private and easy access/walkable to places to eat and shop. The apartment had everything we needed! So well done, made great use of the space. Sleeping was quiet and comfortable. Can't say enough!! Would definitely stay here again. Easy access to DC! Host was very quick with response. Definitely recommend!!!
Top guest favorite
The timber-framed chalet is surrounded by vibrant flower gardens, showcasing various colorful blooms. Large windows and a balcony enhance the exterior, framed by trees creating a natural backdrop. A patio area with seating is visible in the foreground, inviting guests to enjoy the peaceful surroundings.
Guesthouse in Hamilton
4.99 out of 5 average rating, 147 reviews

Trailside Chalet (A storybook chalet with hot tub)

JuliaRating, 5 stars2 weeks ago
What a gem of a chalet! Jo Anne and Kevin have put so much time love and effort into making such a beautiful custom experience and it was such a peaceful, lovely stay. Jo Anne was so responsive and helpful every step of the way and has you covered from top to bottom. will definitely be back again!
Guest favorite
A spacious outdoor area showcases a swimming pool surrounded by a stone patio and lush greenery. Lounge chairs and an umbrella provide seating options, while a multi-level house stands in the background, featuring large windows and a deck with outdoor furniture.
Guesthouse in Washington
4.96 out of 5 average rating, 187 reviews

Garden Suite

ErikaRating, 5 stars3 weeks ago
I really loved my stay at Farida’s place! The space was spacious, gorgeous, bright, warm, and cozy and had everything one might need for a comfortable stay. Farida truly thought of everything and I appreciated the little touches that made her place stand out from others. I absolutely loved the neighborhood and it was an easy walk to shopping and great restaurants, in addition to being super close to Rock Creek for running. Farida was incredibly friendly, responsive, and accommodating! I really enjoyed meeting her and wish we had had more time to chat! Check in and check out couldn’t have been easier. I look forward to staying at Farida’s place when I am back in the area!
Guest favorite
The inviting studio features a full-size bed dressed in a vibrant yellow blanket, complemented by decorative pillows. A modern wall art piece is displayed above the nightstand, and a doorway leads to a well-appointed bathroom, visible in the background.
Guesthouse in Alexandria
4.92 out of 5 average rating, 144 reviews

Cozy Studio with 2 FREE Parking Spots On-Site

BrittneyRating, 5 stars3 days ago
I stayed here for one night to break up a long road trip and it was the perfect little spot!! The place was very clean, bed was super comfy, and it was in a great area. Highly recommend 😊
Guest favorite
A modern kitchen area showcases a sleek quartz countertop with dark cabinetry below. A flat-screen television is mounted on the wall, and a microwave is positioned on the countertop. Natural light enters through the nearby window, enhancing the warm wood flooring.
Guesthouse in Carlisle
4.95 out of 5 average rating, 110 reviews

Arch Street Lodge

AlbaRating, 5 stars5 months ago
Lovely place to stay at for homecoming weekend. It was just the sweet spot between town and campus – walkable to most places. The place was thoroughly cleaned and had many towels and linens available for our use. The kitchen also had many supplies for if we had wished to cook. I thought the makeup removal cloths available in the bathroom were a very thoughtful gesture! And I appreciated how easy it was to control the temperature indoors, as well as not needing a physical key to enter the place. Highly recommend for whenever wanting to spend some time in Carlisle!
Top guest favorite
The exterior of the cottage features a classic white facade with black shutters and a large star ornament above the entrance. Well-maintained landscaping includes small shrubs and a stone walkway leading to the door, set against a backdrop of open green fields and trees.
Guesthouse in Lovettsville
4.95 out of 5 average rating, 221 reviews

Cottage Escape in Virginia Wine Country

HelenRating, 5 stars2 months ago
This Airbnb was very welcoming and had beautiful surroundings. My dog loved running around! Everything was super clean and they had binders full of activities and recommendations for things to do in the area. I would stay here again 😊
Top guest favorite
A modern kitchen area is visible, featuring white cabinetry, stainless steel appliances, and a bright blue tiled backsplash. Natural light fills the space through large windows, complementing framed botanical prints on the walls. An open living area is seen with comfortable seating and a rug.
Guesthouse in Cumberland
4.96 out of 5 average rating, 139 reviews

No cleaning fees - The Dove’s Nest

DeannaRating, 5 stars1 month ago
This was such a comfortable home away from home. Very quiet and peaceful. We hope to come back soon!

Destinations to explore