Search Cottages in Northern Chesapeake Bay

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Compare 8 Cottages in Northern Chesapeake Bay with updated reviews, rates, and availability.

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (113)
"The location couldn't have been more ideal. We were able to walk everywhere...all around town. And there was a beautiful view of the town park and the bay from the house. We were there for Christmas, visiting family, and her house was overflowing, so this was a little home-away-from-home. There were some difficulties. The shower curtain and main bath downstairs needs updating and the kitchen could be better appointed. The stairs to the king bed bedroom are, as others and the owner noted, very...
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

9.8 out of 10, Exceptional, (173)
"Great location! Antique furniture in a well maintained beautiful old house. Exactly what we needed."
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (78)
"Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available."
Amazing views, short walks to great dining!

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

9.6 out of 10, Exceptional, (116)
"This was a quick getaway for my husband, me, and our 2-year-old grandson. The location of this property is perfect! We could walk over to the waterfront and watch the geese or walk into town for shopping and food. We lost power (a fluke) during our stay, and the owner was extremely responsive and easy to contact. We walked to dinner, and it was back on when we returned. Highly recommend!"
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Secluded Cozy Cottage in Historic Downtown

10.0 out of 10, Exceptional, (7)
"Such a wonderful experience staying in this poperty for a couple of days. Walking distance to everything. Jennifer was a pleasure and very responsive. May make this an annual visit! Loved Annapolis!"
The price is AED 1,469
AED 2,487 total
includes taxes & fees
18 Feb - 19 Feb
Secluded Cozy Cottage in Historic Downtown

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

10.0 out of 10, Exceptional, (26)
"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!"
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

The Yellow Cottage on Harness Creek

10.0 out of 10, Exceptional, (157)
"Easy checkin/checkout. Cute cottage. Scenic and comfortable."
The Yellow Cottage on Harness Creek

2 Mi to National Mall: Modern DC Home

3.0 star property
8.6 out of 10, Excellent, (4)
"My daughter's family and myself went to DC for my mother's burial at Arlington. It was a quick trip and we're from the area,though no one lives there now, so we needed a place to stay. This was a convenient location close to places to eat, the Metro, and major roadways. It was clean, comfortable, and safe. I'd definitely recommend. The only negative was the lot parking spot was a little tricky but the on street parking is a good alternative. There were a couple spots the paint needs to be...
2 Mi to National Mall: Modern DC Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Northern Chesapeake Bay

The Melrose Georgetown Hotel

4.0 star property
8.8 out of 10, Excellent, (2080)
"Great location. Room size was great and hotel was very clean. "
The price is AED 526
AED 733 total
includes taxes & fees
28 Feb - 1 Mar
The Melrose Georgetown Hotel

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2320)
"Excellent option for q visit to DC.. "
The price is AED 466
AED 540 total
includes taxes & fees
23 Feb - 24 Feb
Glover Park - Georgetown

ARC HOTEL Washington DC, Georgetown

3.0 star property
8.2 out of 10, Very Good, (2207)
"We really enjoyed our stay. We were greeted in a friendly way and found the room and view to be wonderful!"
The price is AED 476
AED 551 total
includes taxes & fees
19 Feb - 20 Feb
ARC HOTEL Washington DC, Georgetown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Northern Chesapeake Bay cost?
Cottages in Northern Chesapeake Bay range between AED 1,469 and AED 1,469 per night. These properties offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Northern Chesapeake Bay?
Browse our 8 cottages in Northern Chesapeake Bay and then book your favorite. Whether you’re embarking on a vacation with the whole fam or a weekend with besties, your perfect stay is a few clicks away with Expedia.
Why book your cottage in Northern Chesapeake Bay with Expedia?
We think that vacations should be easy, so if you’re seeking cottages in Northern Chesapeake Bay at a competitive price, Expedia can help. Save money and opt for a cheap option far away from the city rush, or splurge on an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Northern Chesapeake Bay?
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