
Guesthouse vacation rentals in Chesapeake and Ohio Canal
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Top-rated guesthouse rentals in Chesapeake and Ohio Canal
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Popular amenities for Chesapeake and Ohio Canal guesthouse rentals
Family-friendly guest house rentals

Barn Apartment in VA Wine Country
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!

Nautical Charm and relaxing waterview!
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.

The Bunkhouse- simple & serene w/mountain views
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.

The Shady Bear Cabin
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

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

Jewel Vinsota Artist's Guesthouse
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.

Historic Carriage House + Parking!
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.

Woodland Retreat
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

Treasured Hideaway on the Hill
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 🥺

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

Cozy Cottage with back yard
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.

The Guest Suite
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.

Adorable English Basement on 15th St
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!

Sunny Guesthouse steps from Towson!
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.

Blueridge Mountain Guest Cabin- Amongst the Trees
Our little getaway was great! Cute little guesthouse with cozy feel. Everything was easy to navigate and use.

1 large room efficiency in detached garage.
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

The Carriage House-Serene, Rural Setting w/Firepit
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.

Trailside Chalet (A storybook chalet with hot tub)
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!

Cozy Lakeside Studio Retreat.
We enjoyed our stay for the weekend. It was beautiful, peaceful, lovely.

Capitol Hill Carriage House
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.

The Cottage at Dunthorpe Farm
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!

Cottage at Frog Jump- woodland privacy at its best
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!

Garden View, a spacious 1 bedroom with loft.
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!

Rosses Chance Guest House
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!
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