Guesthouse vacation rentals in Chesapeake and Ohio Canal

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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, 275 reviews

Barn Apartment in VA Wine Country

CodyRating, 5 stars1 month 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!
Guest favorite
Guesthouse in Galesville
4.95 out of 5 average rating, 170 reviews

Nautical Charm and relaxing waterview!

LeeRating, 5 stars7 months ago
I stayed here visiting family nearby. The place is very clean and set up thoughtfully for guests. I really appreciated that it was already stocked with some coffee and creamers, so I didn't need to go shopping right after arriving. The neighborhood is small but walkable and has two good seafood restaurants a short walk away. Pam provided clear instructions and communication.
Top guest favorite
Guesthouse in Boston
4.98 out of 5 average rating, 193 reviews

The Bunkhouse- simple & serene w/mountain views

NicoleRating, 5 stars6 days ago
My partner and I stayed her on part of a trip down to Virginia to explore Shenandoah. Having a “home base” here was such a peaceful way to start and end our days. We really enjoyed the beautiful views and watching the sunsets over the mountains.
Guest favorite
Guesthouse in Frederick
4.97 out of 5 average rating, 338 reviews

The Shady Bear Cabin

KatieRating, 5 stars3 weeks ago
We highly recommend staying at the Shady Bear Cabin! It's close to town but peaceful enough to feel like you're on a vacation. Gerry is a wonderful host - very friendly and helpful. The cabin had just enough of everything we needed for the weekend stay. If we ever need to rent near Frederick again, we will definitely be repeat customers! Special shoutout to Mr. Moo, the sweetest cat concierge <3
Superhost
Guesthouse in Herndon
4.76 out of 5 average rating, 220 reviews

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

Mary BernadetteRating, 5 stars1 month 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 favorite
Guesthouse in Smithsburg
4.97 out of 5 average rating, 743 reviews

Jewel Vinsota Artist's Guesthouse

CassidyRating, 5 stars2 weeks ago
Our second stay here, and we'll definitely be coming back for more. The place has everything you could wish for-- art supplies, musical instruments, a well-stocked kitchen, grilling supplies, and an incredible sculpture garden. The hosts were so responsive and thoughtful. We felt welcomed and cared for throughout the entire experience.
Guest favorite
Guesthouse in Washington
4.86 out of 5 average rating, 362 reviews

Historic Carriage House + Parking!

JoeyRating, 5 stars1 day ago
Absolutely loved the carriage house, it was exactly what i expected and I’d 100% stay there again. The location was perfect and having a parking spot was so convenient. We didn’t cook or anything so i can’t review much on that but everything we would’ve needed was there if we had. Loved the security of the locked gate and the bed and linens were so so comfy, it was hard to get out of bed it was that comfortable. I’ll definitely stay again when I’m back in town.
Top guest favorite
Guesthouse in Highland
4.98 out of 5 average rating, 289 reviews

Woodland Retreat

BernadetteRating, 5 stars2 weeks ago
We absolutely loved our stay here! The space was the perfect getaway for us and our pup especially loved all the walks nearby the property! The space was clean and well-decorated and felt like a relaxing escape from the city. Martha was very responsive and gave great recommendations for places to eat and take hikes. She even provided treats for our pup, which he loved! We are definitely coming back soon!

Guest house rentals with a patio

Guest favorite
Guesthouse in Mount Airy
4.96 out of 5 average rating, 125 reviews

Treasured Hideaway on the Hill

DianeRating, 5 stars1 week ago
The bed is probably the most important thing for us when choosing a rental. The master bedroom bed was excellent. The second bedroom, not so much. But if you don’t have back issues, it’s ok. We are really bed snobs 🥺
Top guest favorite
Guesthouse in Washington
4.95 out of 5 average rating, 213 reviews

GardenLevel 4BR/2.5BA-Parking+By Convention Center

MariellaRating, 5 stars4 days ago
Alma’s place was fully renovated, beautiful finishes, gorgeous floors, super comfortable beds and impecable bathrooms. Kitchen was modern and had everything needed for cooking. Excellent location and walking distance grocery store. Alma was friendly and promptly answer all of our questions. She also allowed us to leave our luggage before check in time. We had a wonderful time and will be back for sure!
Top guest favorite
Guesthouse in Lancaster
4.97 out of 5 average rating, 315 reviews

Cozy Cottage with back yard

KelleyRating, 5 stars3 days ago
Kathryn's place was cozy, clean, and comfortable! We were pretty busy so didn't get to take advantage of the outdoor space during our short visit, but would definitely do so on a future stay.
Guest favorite
Guesthouse in Alexandria
4.92 out of 5 average rating, 143 reviews

The Guest Suite

TimothyRating, 5 stars1 week ago
Great place for a small group. Quiet place that worked out really well for our late sleeping schedules. Would definitely come back if we come to DC again.
Guest favorite
Guesthouse in Washington
4.88 out of 5 average rating, 242 reviews

Adorable English Basement on 15th St

MarianaRating, 5 stars1 week ago
Great apartment for a couple of days in DC. The location is very walkable with cafes and restaurants nearby. Very easy to get to the mall by bus or metro. The parking lot is just across the street at a very reasonable price!
Top guest favorite
Guesthouse in Towson
4.98 out of 5 average rating, 164 reviews

Sunny Guesthouse steps from Towson!

BarbraaRating, 5 stars4 days ago
Megan's Sunny Guesthouse has become our home away from home when we go to Baltimore to visit our grand kids. It is a spacious room over a garage that was once an office. Has a small kitchenette, small desk, sofa, TV and table for eating and a nice shower. In addition, Megan is a very responsive host. Great find.
Guest favorite
Guesthouse in Bluemont
4.96 out of 5 average rating, 151 reviews

Blueridge Mountain Guest Cabin- Amongst the Trees

ChristineRating, 5 stars2 weeks ago
Our little getaway was great! Cute little guesthouse with cozy feel. Everything was easy to navigate and use.
Top guest favorite
Guesthouse in Edgewater
4.98 out of 5 average rating, 114 reviews

1 large room efficiency in detached garage.

ChristinaRating, 5 stars1 week ago
We enjoyed staying at Jocelyn's place. It was comfortable, clean, and exactly what we needed. She was very responsive when we had a question. Would stay here again.

Guest house rentals with a washer and dryer

Top guest favorite
Guesthouse in Columbia
4.97 out of 5 average rating, 205 reviews

The Carriage House-Serene, Rural Setting w/Firepit

DavieRating, 5 stars1 week ago
I stayed one night while doing some antiquing and thrifting in the area. This place was spotless with easy check-in, loved the look of the fire pit and yard though I didn't get to enjoy it this time.
Top guest favorite
Guesthouse in Hamilton
4.99 out of 5 average rating, 151 reviews

Trailside Chalet (A storybook chalet with hot tub)

HopeRating, 5 stars4 weeks ago
JoAnne's place was truly lovely. She took great care to make us feel at home and added in little touches, like welcome snacks and bathrobes, to make us feel welcome. She truly cared about our comfort. The home is adorable and extremely comfortable in a beautiful, serene wooded setting. It's access to the W&OD trail cannot be beat! My mother absolutely loved her daily visits with Meister the Cat and we enjoyed sipping coffee on the front porch while soaking in the sounds of nature. Thank you, JoAnne!
Guest favorite
Guesthouse in Lusby
4.96 out of 5 average rating, 185 reviews

Cozy Lakeside Studio Retreat.

SarahRating, 5 stars1 week ago
We enjoyed our stay for the weekend. It was beautiful, peaceful, lovely.
Top guest favorite
Guesthouse in Washington
4.99 out of 5 average rating, 110 reviews

Capitol Hill Carriage House

KellyRating, 5 stars4 days ago
From scheduling to checkout, Lauren made every effort to make our stay comfortable and to give us the flexibility we needed to fit in all of our activities. The space is well-organized - handy shelves, a place to hang clothes, multiple mirrors to make it easier for ever in the group to get ready, outlets where you need them, washer & dryer. The high quality shampoo, conditioner, and body wash were a nice bonus, and the blinds made it easy to let light in or have privacy. Everything was clean, and it was such a convenient location for all of our sightseeing activities. We especially loved the coffee shop down the road within walking distance. We would definitely stay here again.
Top guest favorite
Guesthouse in Purcellville
4.98 out of 5 average rating, 240 reviews

The Cottage at Dunthorpe Farm

RogeRating, 5 stars2 weeks ago
Kelly & Phil were incredible hosts who went above and beyond to give us a comfortable memorable stay! Whether offering restaurant recommendations, stocking the fridge with dairy free drinks and snacks, or bringing a beautiful breakfast of pastries and homemade jam each morning, they showed their thoughtfulness and generosity in all they did. Their property is secluded and gorgeous and has the lovely perk of their two sweet dogs. We’re so grateful they shared their home with us, and we would absolutely stay again any time we’re in the area. We can’t recommend the Cottage enough!
Top guest favorite
Guesthouse in Earlysville
4.98 out of 5 average rating, 359 reviews

Cottage at Frog Jump- woodland privacy at its best

IlimaRating, 5 stars2 weeks ago
The cottage was so cozy and absolutely lovely! It was quiet and peaceful, and we were still really close to a lot of food and shopping! Gail was a very attentive and kind host! We appreciated that Gail gave us some options to ensure we were comfortable! This cottage was accessible to our needs as a wheelchair user. We had a cute frog welcome us one night too! We would love to stay again if Gail would have us!
Top guest favorite
Guesthouse in Annapolis
4.99 out of 5 average rating, 136 reviews

Garden View, a spacious 1 bedroom with loft.

MarieRating, 5 stars1 week ago
Sally’s place was a perfect ‘getaway’ to get some work and dissertation writing in. She was super nice to bring me an office chair, and her husband provided freshly baked cookies! My dog, Bagel, loved watching the wildlife out the window. The neighborhood is cute and peaceful but also close to anything you want to do or eat. The thoughtful touches and top-notch stock of kitchen items made my stay so enjoyable. I didn’t get to enjoy the backyard amenities but will be back for that and to explore more. Wonderful place and hosts, plus an adorable furry host!
Top guest favorite
Guesthouse in Cambridge
4.99 out of 5 average rating, 120 reviews

Rosses Chance Guest House

JoeRating, 5 stars1 day ago
I booked this quiet location for Eagleman 70.3 and it didn’t dissapoint. The cottage was the perfect spot since it was close to the race venue and a peaceful place to rest and relax before the event. The cottage was perfectly set up with everything I needed to make me feel right at home. The hosts were great at communicating with me leading up to my trip and very accommodating with my requested check in and check out times. This was a huge bonus on the last day since I didn’t have to pack up everything at 3:30am when leaving to get to the venue on race morning! I will be back for sure!

Destinations to explore