Guesthouse holiday rentals in Chesapeake and Ohio Canal

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!

Felt like a home-away-from-home! So much more than a hotel room. Very peaceful area with a very good view. Bed was comfortable. It was obvious that Pam cares about her clients I will be recommending this to others.

What a treasure! My mom and I got away for a couple days at Jenn’s place (a wellness sanctuary) and it was so peaceful and lovely, despite the rain we ran into! The place is tranquil both inside and out (a backyard meadow you can frolic in!), and the amenities are wonderful. Fresh bread, eggs, cream (dairy and non-dairy!), butter were all delicious, and I was so obsessed with the local teas and other goodies that I had to go visit the local apothecary that sold them. Jenn and her partner were super responsive to every need, bringing us eye masks and extra cream! Bonus - book a massage with Jenn. Seriously one of the best I’ve ever had. We had a wonderful time, thank you! Hope to be back!

This is a beautiful, private place with amazing nature. We saw deer and hummingbirds, and they were pretty close to us. This place has a wonderful cat (Mr. Moo) who will give you much love! It is a bummer that we didn’t see dogs, but we got to see the chickens and got eggs from them! Amazing place! Although we may not hear beautiful sounds like others mentioned, we felt the peace and mindless presence. We enjoyed our time, and it was a perfect place for our short retreat.

We had a great stay! Check in instructions were clear and the space was clean and well-kept. Check out was a breeze as well. Monica was always responsive and friendly.

We had such a wonderful visit. The Guesthouse is so thoughtfully designed, furnished, and appointed—it had everything our family (including pup) needed for a fun and relaxing getaway. Sarah and David are excellent hosts, so communicative and responsive. The sculpture trail is gorgeous—we spent a lot of time exploring. We can’t wait to stay again.

Loved the place. Terrific ambiance. William was a great host and very friendly and helpful. All the extra candy was a very nice touch as well.

Martha's place is a lovely retreat. There is enough privacy between the main house and the guest house. The guest house is spacious and comfortable with a great screened in porch and access to the pool. It's in a quiet and peaceful area. I look forward to coming back again.

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 🥺

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!

The cottage is exactly as described and pictured in the listing. It was clean and had everything needed for a short stay. Great place to stay if you are in the area for Spooky Nook as we were (about a 15 min drive). Kathryn and Martha were perfect hosts and great with communication. I highly recommend staying here.

Very comfortable stay! Grateful for the dog friendly accommodations while in town for a wedding. The suite was well equipped and nice to have a kitchen for light meal prep. Convenient location with Uber for wedding events. Lindsey was very responsive and friendly. Would stay here again!

Enjoyed a great stay here during World Pride! Very walkable to the Metro. Felt safe walking around late at night. Space was clean with a very comfortable bed. Would definitely recommend!

The Taj Garage never disappoints! We first stayed here about three years ago and its standards have not dropped since. Highly recommend this darling accommodation.

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.

5 stars for sure! The detached garage was even nicer than the photos! The neighborhood was so peaceful and had coffee just a short walk away. Rams Head on Stage was a blast of a concert venue too! Thanks Jocelyn for the awesome stay, pets, and local recommendations :) I would absolutely stay here again and strongly recommend

This was a very enjoyable and relaxing place to stay. Everything is top-notch and we felt at home! A welcoming note and some cookies started our stay off! It’s very close to restaurants and stores. We will definitely plan to stay here again.

The home was comfortable, easily accessible and great for the price. host was incredibly friendly and responsive and was willing to help with anything. Will definitely rent this home again if we're in the area

Ann was extremely accommodating for me as I had to book the cottage so last minute. She get it all ready within a couple hours for me and made adjustments to her own schedule with a contractor for me to stay and make sure it was peaceful while I was working remotely. This is above and beyond what I needed and the consideration after she already helped get me in was just the cherry on top. The location is so perfect. Tucked away enough from downtown Annapolis for some peace and quiet, but close enough to enjoy every the town has to offer. The bed is big and comfy and it just feels like the perfect, quaint place to stay. I highly recommend staying at Ann’s cottage!

The farm cottage is a wonderful respite - clean, comfortable, peaceful. Kelly’s homemade breakfast pastries were delicious and the fruit was very refreshing. We were visiting family for our grandson’s high school graduation, so we regrettably were not able to explore the farm. We hope to return in the future to learn about the farm’s history and visit the horses. We loved having the dogs greet us when we arrived. If you are looking for a comfortable, quiet place to relax, this is the place. We have already recommended the farm cottage to another couple. Thank you Phil and Kelly

Great stay…will definitely use again for extended stays in the area for business!

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!

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!

We loved our stay. It’s a lovely modern cottage in a beautifully decorated and in a nice quiet place. There’s a nice outdoor area to sit as well and just listen to the birds. We even saw deer. It was also close to Morten Park.