Guesthouse holiday 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 guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Purcellville
4.81 out of 5 average rating, 273 reviews

Barn Apartment in VA Wine Country

CodyRating, 5 stars2 weeks 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 favourite
Guesthouse in Aspers
4.92 out of 5 average rating, 388 reviews

Cottage on our horse farm

KimberlyRating, 5 stars1 week ago
I traveled solo with one of our hounds for the Greyhounds in Gettysburg weekend and I felt totally safe staying at Steve's place. It's just over 30 minutes from downtown Gettysburg and is very quiet and somewhat remote- perfect for our stay. We fell alseep to singing frogs and woke up to the roosters. My hound loved walking around sniffing all the things and checking out the horses. The place was clean and welcoming, and Steve was very friendly! He checks in to make sure everything's going well and you have what you need. Couches and beds were all comfy and I got 2 great nights of rest. I would absolutely stay here with my pup again. I regret not staying another day so we could get one more day of relaxing and recharging!
Top Guest favourite
Guesthouse in Leola
4.99 out of 5 average rating, 143 reviews

Sunset View Guesthouse

TinaRating, 5 stars2 months ago
Kathryn and her girls met us shortly after arrival . Also got to meet the dogs and cats. Very patient with us. Beautiful home and surroundings. Will definitely go back
Guest favourite
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 favourite
Guesthouse in Fort Washington
4.93 out of 5 average rating, 731 reviews

Urban Cottage,MD minutes from DC/National Harbor

PerlaRating, 5 stars3 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, 176 reviews

Private 1 bedroom house

MichelleRating, 5 stars3 weeks ago
Nice quiet neighborhood, host was very flexible and accommodating
Guest favourite
Guesthouse in Gap
4.89 out of 5 average rating, 125 reviews

Carriage House at Amish country

AlanRating, 5 stars1 week ago
Beautiful property to walk around take in the scenery and relax. The fenced animals on the property were a added bonus. The accommodations were neat and tidy. Juana was quick to respond to tell us were the extra towels are stored when we could not find them. This is our 2nd stay there and will return again for sure.
Guest favourite
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!

Guesthouses with a patio

Superhost
Guesthouse in Leola
4.88 out of 5 average rating, 145 reviews

Modern 4 Bedroom House with Farm Views

YvonneRating, 5 stars2 weeks ago
We really enjoyed our stay here! It was perfect for our girls weekend! The hot tub was a fun addition!
Top Guest favourite
Guesthouse in Troy
4.99 out of 5 average rating, 173 reviews

Beaver Pond Farm - Near Charlottesville

ShirleyRating, 5 stars1 day ago
Beautiful property filled with wildlife•cozy & inviting•well maintained in every way•we hope to return when we can spend more time. Horses, hummingbirds and beautiful dogs were the icing on the cake. We didn't use the pool- but it is a gorgeous set up. Love everything about this space & grateful to have been there.
Top Guest favourite
Guesthouse in Lancaster
4.97 out of 5 average rating, 305 reviews

Cozy Cottage with back yard

EmilyRating, 5 stars2 days ago
Lovely place, great amenities, and clear communication. We brought our dog and she loved the backyard. Thanks!
Top Guest favourite
Guesthouse in Towson
4.98 out of 5 average rating, 161 reviews

Sunny Guesthouse steps from Towson!

MeganRating, 5 stars2 weeks 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 favourite
Guesthouse in Bluemont
4.97 out of 5 average rating, 146 reviews

Blueridge Mountain Guest Cabin- Amongst the Trees

MariannaRating, 5 stars4 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 favourite
Guesthouse in Edgewater
4.98 out of 5 average rating, 106 reviews

1 large room efficiency in detached garage.

DominicRating, 5 stars1 week ago
Jocelyn is an amazing host. Super kind and the room was excellent. It was clean, homey and exceeded our expectations in all aspects. Also: we absolutely adored Kobe. What a sweetheart!
Top Guest favourite
Guesthouse in Woodstock
4.96 out of 5 average rating, 134 reviews

Cozy cottage nestled on 8 acres with mountain view

TylerRating, 5 stars2 weeks 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.
Top Guest favourite
Guesthouse in Annapolis
4.99 out of 5 average rating, 162 reviews

Coastal Waterfront 1 Bedroom Cottage

PeterRating, 5 stars2 days ago
An amazing experience from the hosts immediate level of responsiveness to personalized check in to amenities which was all just a precursor to the view and peaceful nature of the cottage. We cannot wait to come back.

Guest house rentals with a washing machine and dryer

Guest favourite
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 favourite
Guesthouse in Falls Church
4.98 out of 5 average rating, 178 reviews

Beautiful New Apartment Surrounded by Nature

JeffRating, 5 stars2 weeks ago
This is the third or fourth time we have stayed at Hans’ place. We keep coming back because the location is so convenient and the setting is so beautiful. Hans is a very caring host who checks in but doesn't invade our space. And as I have remarked in the past, Hans has lots and lots of little extras (e.g. granola bars, a bottle of wine, disposable razors) that communicate a spirit of hospitality that pervades the experience.
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 220 reviews

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

Mary BernadetteRating, 5 stars5 days 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
Top Guest favourite
Guesthouse in Arlington
4.97 out of 5 average rating, 182 reviews

Spacious Guest House 10-15 min to DC

ElizabethRating, 5 stars1 week ago
Absolutely loved our stay at Mona's guest house in Arlington! From the moment we arrived, we felt right at home. The guest house itself was spotless, comfortable and cozy. The location can’t be beat—quiet, yet close to everything we wanted to explore in Arlington and nearby DC. Highly recommend this gem to anyone looking for a peaceful, welcoming retreat in the area. We can’t wait to come back. Thank you, Mona!
Superhost
Guesthouse in Washington
4.85 out of 5 average rating, 208 reviews

Fresh Motif • Guest Suite of Historic Row House

StephanieRating, 5 stars4 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 favourite
Guesthouse in Alexandria
4.92 out of 5 average rating, 144 reviews

Cozy Studio with 2 FREE Parking Spots On-Site

BrittneyRating, 5 stars1 week 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 😊
Top Guest favourite
Guesthouse in Arlington
5 out of 5 average rating, 213 reviews

Private Sunny Cottage with King Bed + Yard / Patio

ShelleyRating, 5 stars3 weeks ago
Our stay was truly home away from home - we felt safe and comfortable. We spent most of our trip in DC -an easy 15 min walk to the Metro. We would gladly stay here again.
Top Guest favourite
Guesthouse in Glenwood
4.95 out of 5 average rating, 184 reviews

The Caretaker's Cottage-Historic Roundabout Hills

ShannonRating, 5 stars2 weeks ago
The Caretaker's Cottage was a welcome and comfortable respite from an otherwise busy and fraught visit to the DMV. Fiona and John were responsive and helpful with my inquiries. I will rebook the next time I travel to the area.

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