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Next weekend

2 Jum. I - 4 Jum. I

In two weeks

9 Jum. I - 11 Jum. I

In one month

23 Jum. I - 25 Jum. I

In two months

20 Jum. II - 22 Jum. II

Compare 18 Cottages in Annapolis with updated reviews, rates, and availability.

On the beach, sun loungers, beach towels

"My stay was wonderful, listing just as described. Beautiful water views and enjoyed the local area. Highly recommend and plan to return. Thank you so much for a lovely stay!"

"We booked this rental for a few nights getaway for my family which included kids and "seasoned" adults. The view of the river was our favorite. The hot tub was a kid favorite. A pet friendly house was also a plus. The house is cozy, has charm and modern upgrades. 2 bathrooms is a plus. The spiral staircase was a challenge for the older adults but the outdoor stairs were more manageable for them. The house is clean, nicely decorated and had everything we needed. The owners were very...

"We had a wonderful stay! Very cozy with beautiful views. Our host was very helpful and made sure our stay was great! Will definitely be back! "

"Amazing house! perfect for my family and our stay in Annapolis. Perfect location to everything. We had all of the amenities we needed and everything was easy to use. If I had one thing negative to say, I wish I could have had my dogs with us, I would have gladly paid a cleaning fee to have them there. Luckily I was able to make other arrangements. Thank you for sharing your house with my family!"

"Fantastic property and hosts. Highly recommend!"

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

SAR 2,523 total

includes taxes & fees

5 May - 6 May

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

SAR 3,806 total

includes taxes & fees

30 Apr - 1 May

"The most lovely and completely outfitted and furnished with the latest tech and very nice amenities. The owner William answers any and all questions within minutes. The perfect spot to get away from it all yet near the Naval Academy very close by. Our first trip to this region and will not be our last."

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Other property types in Annapolis

"Great location near the Naval Academy, Main Street, Paca House, St. John's...loved walking the streets every evening with our dog. Helpful restaurant trips from John, convenient parking spot, everything was just right! Thank you!"

"New, clean, comfortable, thoughtfully furnished, felt very safe, Curate (great coffee shop) downstairs, close in location, attentive property managers."

SAR 1,155 total

includes taxes & fees

29 Apr - 30 Apr