Search Cottages in Northern Chesapeake Bay

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Compare 15 Cottages in Northern Chesapeake Bay with updated reviews, rates, and availability.

Lovely backyard cottage with easy access to metro, shops, dining!

10.0 out of 10, Exceptional, (47)
"This adorable little cottage was in a beautiful neighborhood and tucked away in a magical garden. The inside was immaculate and stylish. My kids and I all loved it and it was so close to D.C. I would absolutely stay here again!"
The price is AED 680
AED 890 total
includes taxes & fees
5 May - 6 May
Lovely backyard cottage with easy access to metro, shops, dining!

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

9.8 out of 10, Exceptional, (179)
"I have stayed in almost every hotel and Vrbo is St Michael’s and this is my favorite house. The screen porch is a dream and there is plenty of space for my family. Just dreamy."
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

10.0 out of 10, Exceptional, (17)
"Check in process was seamless and easy. The owner communicated all the info ahead of time, AND was available and responsive to all our silly questions we had regarding using the thermostat and such. Very easy and friendly communication. The house and property all around is very clean, literally no dust or any grime whatsoever. At the same time, there was no cleaning product smell, which was a huge relief for us. Lots of toilet paper, paper towels, napkins etc. Thank you that I did not have to...
The price is AED 955
AED 1,704 total
includes taxes & fees
11 May - 12 May
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

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

9.6 out of 10, Exceptional, (118)
"Shower was disappointing. Hard to get in and out."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Waterfront dog-friendly home with beach just mins to Downtown Annapolis

9.8 out of 10, Exceptional, (29)
"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!"
Waterfront dog-friendly home with beach just mins to Downtown Annapolis

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

9.6 out of 10, Exceptional, (138)
"Wow! Property was great. Like steping back in time with all the amenities. Only 1 block from shops and restaurants. Just a few blocks to beautiful boats and park. Highly recommend "
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Amazing views, short walks and quick access to USNA events/Commissioning Week and stadium.

10.0 out of 10, Exceptional, (80)
"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 views, short walks and quick access to USNA events/Commissioning Week and stadium.

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,

1 Mi to Old Town: Historic Area Gem in Alexandria

3.0 star property
2.0 out of 10, (1)
"Everywhere dirtincluding the bath rooms. All full off old stuff."
1 Mi to Old Town: Historic Area Gem in Alexandria

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

9.6 out of 10, Exceptional, (114)
"The house is quaint and very clean. It could use a refresh. Can't beat the location. You can walk to everything. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Secluded Cozy Cottage in Historic Downtown

10.0 out of 10, Exceptional, (9)
"We had a very lovely stay . This is an excellent location . "
The price is AED 1,469
AED 2,470 total
includes taxes & fees
5 May - 6 May
Secluded Cozy Cottage in Historic Downtown

Walk Downtown: Takoma Park Escape w/ Large Yard!

3.0 star property
Walk Downtown: Takoma Park Escape w/ Large Yard!
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 Churchill Hotel near Embassy Row

3.5 star property
8.8 out of 10, Excellent, (1710)
"Location is good and area is safe"
The price is AED 531
AED 727 total
includes taxes & fees
25 May - 26 May
The Churchill Hotel near Embassy Row

The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1657)
"Staff was very friendly"
The price is AED 621
AED 720 total
includes taxes & fees
27 Apr - 28 Apr
The River Inn

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2396)
"We had a lovely stay at the Glover Park Hotel in Georgetown. While the building itself is older and the hotel isn’t modern or luxurious, it has a certain charm and character that makes it feel cozy and inviting. The location is fantastic — in a quiet part of Georgetown with easy access to the waterfront, restaurants, and great shopping. We found it very convenient to get around. The hotel was clean, well-kept, and a great value for the price. It’s definitely a solid 3-star stay — nothing...
The price is AED 621
AED 720 total
includes taxes & fees
25 May - 26 May
Glover Park - 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.