Search Shady Side Cottage Rentals from CA $620

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Browse Select Shady Side Cottages

"Beautiful home with LOTS of attention to detail. The backyard was a beautiful oasis and we LOVED the “swing bed” on the screened-in porch. Mark and Karen add lots of fine touches to make your stay special. Plenty of room for two, cozy for four, and comfortable for four legged friends with the fenced in back yard. Quiet and private with a short 10 minute drive to town. Can’t wait to return!"

"We stay at Firefly every time we go to visit our son and his family. It works perfectly for us…an oasis for us, and a fun place for the kids to visit, too. Pat and Ken have been the perfect hosts!"

"We had a lovely stay here.Place was VERY clean.Visited St. Michael’s and relaxed on the porch & pier.It met our expectations."

"Great spot for a weekend visit. Second time staying. Great communication with owner. Will stay again"

"The home was so well appointed and walking distance to stores, restaurants, quaint museums and beautiful nature. The host was so friendly and helpful with quick responses. We had high winds and lots of rain, but stayed cozy and warm. What a friendly Island of people!!"

"Awesome house a very short walk from Herrington Harbour."

"Nice small property. Great for get aways and amazing service."

"We loved EVERYTHING about this place. Right next to the beach, great restaurants and shops. Could not have been better service. "

"Peaceful, quiet venue with hiking trails and a beautiful location! My family and I enjoyed the lovely home and downtown Annapolis where we savored delicious seafood and quality family-time. The hosts were responsive and the home was charming! Thank you for the terrific experience!"

"Great views and location. Well furnished and very comfortable. We will definitely be staying here again. "

"Easy checkin/checkout. Cute cottage. Scenic and comfortable."

"The cottage was a wonderful place for me and my kids to stay. I really appreciate the thoughtfulness of the owner. We would definitely stay here again."

"The house was beautiful with everything you could need. We were out all day so didn’t get to use the house much except for sleeping. The bed was super comfortable."

"Really like this place "

"Great weekend get away if you’re just looking for some peace and quiet with some great scenery. The kitchen was immaculate and everything was as listed."

"Lovely little rustic cottage full of charm.We arrived over Thanksgiving,the off season was wonderful thank s again"

"We had a very lovely stay . This is an excellent location . "

CA $1,015 total

includes taxes & fees

Aug 6 - Aug 7

"This was a cute historic house very close to all shops and restaurants. Location could not be better. It could use a thorough cleaning and the shower is pretty rustic. But overall a good place to stay."