Guesthouse vacation rentals in Chesapeake and Ohio Canal

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Chesapeake and Ohio Canal guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Purcellville
4.81 out of 5 average rating, 272 reviews

Barn Apartment in VA Wine Country

AryRating, 5 stars1 month ago
Incredible location with a very comfortable set up. I really appreciate the hospitality and the attention Pam has for her guests. Everything about this place is awesome. I love quiet afternoon and spacious environment, this place is perfect for nature lovers and peace seekers. Night sky will have you gazing at the stars for hours. Home away from home, Thank You Pam for hosting us at this very beautiful property!
Top guest favorite
Guesthouse in Annapolis
4.94 out of 5 average rating, 102 reviews

Carriage House near Navy Stadium, parking, pets

RachelRating, 5 stars2 weeks ago
Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!
Guest favorite
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.
Guest favorite
Guesthouse in Fort Washington
4.93 out of 5 average rating, 731 reviews

Urban Cottage,MD minutes from DC/National Harbor

PerlaRating, 5 stars2 weeks ago
We were pleasantly surprised with the proximity of the Airbnb to our destinations. It was warm, inviting, and cutely decorated with an authentic cabin-feel right outside of DC. I wish we could have stayed longer. We would love to come back.
Superhost
Guesthouse in Glen Burnie
4.81 out of 5 average rating, 174 reviews

Private 1 bedroom house

AndreRating, 5 stars2 weeks ago
Really nice place. really quiet and beautiful back yard.
Top guest favorite
Guesthouse in Smithsburg
4.97 out of 5 average rating, 733 reviews

Jewel Vinsota Artist's Guesthouse

YiRating, 5 stars5 days 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 favorite
Guesthouse in Front Royal
4.89 out of 5 average rating, 261 reviews

"Cabbin" at Mountain Home B&B

MatthewRating, 5 stars6 months ago
This place was our best choice even before we realized there would be a freshly-prepared, multi-course gourmet breakfast. House is as advertised, clean, and well-located. Scott and Lisa are friendly, responsive, and fantastic cooks. Enjoy!
Guest favorite
Guesthouse in Washington
4.86 out of 5 average rating, 354 reviews

Historic Carriage House + Parking!

CharlotteRating, 5 stars1 week ago
This is our 3rd trip to the Carriage House, always have a positive experience and love the location.

Guest house rentals with a patio

Top guest favorite
Guesthouse in Stephens City
5 out of 5 average rating, 17 reviews

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

JosetteRating, 5 stars3 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.
Superhost
Guesthouse in Spotsylvania Courthouse
4.89 out of 5 average rating, 19 reviews

The Oasis

JohnRating, 5 stars2 weeks ago
Judea' is a fantastic host and with a terrific property it's a win win. Clean cozy and beautiful views. Best of all a host who goes the extra mile to make sure your stay is perfect!
Guest favorite
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
Guesthouse in Washington
4.89 out of 5 average rating, 237 reviews

Adorable English Basement on 15th St

CarlRating, 5 stars2 weeks ago
Love this location. Directly across the street from a beautiful park. Great neighborhood to walk and explore. Convenient to public transportation.
Top guest favorite
Guesthouse in Towson
4.98 out of 5 average rating, 160 reviews

Sunny Guesthouse steps from Towson!

MeganRating, 5 stars5 days ago
I cannot recommend this Airbnb enough! From the moment we arrived, everything exceeded our expectations. The space was spotless, beautifully decorated, and exactly as described in the listing—if not better. The bed was super comfortable, the kitchenette had everything we needed, and the small touches (like fresh coffee and local recommendations) made it feel like home. The host was incredibly responsive and thoughtful, even checking in to make sure we had everything we needed. The location was perfect—close to great restaurants, shops, and attractions, but still quiet and peaceful at night. We’re already talking about coming back. Thank you for such a wonderful stay!
Guest favorite
Guesthouse in Bluemont
4.97 out of 5 average rating, 146 reviews

Blueridge Mountain Guest Cabin- Amongst the Trees

MariannaRating, 5 stars2 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!
Top guest favorite
Guesthouse in Edgewater
4.98 out of 5 average rating, 104 reviews

1 large room efficiency in detached garage.

LesleyRating, 5 stars6 days ago
I have stayed here a couple of times while visiting my daughter at the Naval Academy. The apartment is absolutely perfect for just the two of us, and the location is great. It is a few miles to DTA, but it is an easy drive with plenty of restaurants and shopping without the congestion of DTA. Mrs. Jocelyn is a wonderful host and she is always so accommodating. I love staying here when I come to Annapolis.
Top guest favorite
Guesthouse in Woodstock
4.96 out of 5 average rating, 133 reviews

Cozy cottage nestled on 8 acres with mountain view

TylerRating, 5 stars5 days ago
This was a great place and location for our trip to Shenandoah. Brent was a great host and made us feel right at home. We had our 1 year old daughter with us and Brent was very kind to let her pet their horses. The cottage was a perfect size for our small family and there was nearby access to the Shenandoah river where you could go float, fish, or whatever water activities you like. We would definitely come back to stay at this awesome place. Thanks again to the hosts.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Charlottesville
5 out of 5 average rating, 166 reviews

Luxury tiny house 3 min from UVA

NickRating, 5 stars1 week ago
Laura’s place was perfect for our few nights in Charlottesville. We were there for a concert and to enjoy all the town has to offer. The home was perfectly situated in a pleasant neighborhood and was so close to so much. Whether it was shopping, dining or entertainment, we were always just a short drive/uber away. Laura provides a lot of great recommendations which is really helpful. The home itself was perfect for us. We arrived to find it clean and comfortable, while providing everything we needed. The parking was convenient and the yard beautiful. We cannot recommend this place enough!
Guest favorite
Guesthouse in Spencerville
4.86 out of 5 average rating, 28 reviews

Adorable Guesthouse on Historic Farm.

RoisinRating, 5 stars3 weeks ago
Beautiful place, wish I could have stayed under better personal circumstances as it is a truely wonderful little guest house.
Guest favorite
Guesthouse in Washington
4.99 out of 5 average rating, 112 reviews

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro

MelanieRating, 5 stars8 months ago
I enjoyed my stay at the beautiful carriage house in the Shaw neighborhood. It was a perfect spot to work from during the day — Wi-Fi was strong and there’s a cute little office nook. And it’s close to transit for exploring DC!Chris was a welcoming and friendly host, very responsive. A few things to note: the kitchen includes a dishwasher, stove, fridge, and microwave. However it’s not outfitted for cooking full meals. There’s also construction happening directly outside — in my experience, from the hours of ~8am-5pm, inclusive of Saturday. Overall, a wonderful stay!
Top guest favorite
Guesthouse in Falls Church
4.98 out of 5 average rating, 176 reviews

Beautiful New Apartment Surrounded by Nature

MelanieRating, 5 stars2 weeks ago
Very clean, well stocked, quiet, with shopping and food nearby.
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 218 reviews

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

KoriRating, 5 stars5 months ago
I was in town for a month for less than pleasant reasons, but having this space to come home to and relax every night was a blessing. The host was very communicative and made checking in a breeze. Very comfy bed!
Top guest favorite
Guesthouse in Arlington
4.97 out of 5 average rating, 178 reviews

Spacious Guest House 10-15 min to DC

AmyRating, 5 stars2 weeks ago
We truly enjoyed Mona’s place. Came here to see Washington DC for the first time. Her place was an easy drive and a welcome respite from the city. We entered to find a well decorated space (just as pictured), aromatic soaps, and a little basket of snacks and information. I would stay here again in a heartbeat.
Superhost
Guesthouse in Washington
4.85 out of 5 average rating, 208 reviews

Fresh Motif • Guest Suite of Historic Row House

StephanieRating, 5 stars3 months ago
We recently booked Namastays’ place when a family member became very ill and was in the hospital. The hosts were super accommodating of our needs around seeing to the care of our hospitalized family member and their place offered a comfortable and relaxing retreat after long days spent at the hospital. It was such a blessing to have someplace like Namastays’ for us to work from. It allowed us the space to focus on what we needed to do for our family without having to worry. Super grateful the experience we had here, highly recommend these hosts and their place.
Guest favorite
Guesthouse in Alexandria
4.91 out of 5 average rating, 141 reviews

Cozy Studio with 2 FREE Parking Spots On-Site

HeatherRating, 5 stars1 week ago
Brits place was perfect for the weekend. She was so nice and the room had everything I needed. :)

Destinations to explore