Search Cottages in Northern Chesapeake Bay

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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

Lovely backyard cottage with easy access to metro, shops, dining!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (51)
"We had a lovely stay. The cottage was beautiful, very clean, and relaxing. The accommodations were top knotch and the place was very well stocked. We would definitely stay again. "
The price is AED 735
AED 961 total
includes taxes & fees
12 May - 13 May
Lovely backyard cottage with easy access to metro, shops, dining!
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Outdoor dining

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

9.8 out of 10, Exceptional, (179)
"Host was amazing. Property is perfect. Will be staying here again. "
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
Miscellaneous

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

10.0 out of 10, Exceptional, (17)
"The house was so very nice. Interior is lovely. Location is so convenient to get in and out of DC. A whole host of restaurants within walking distance. We had a very relaxing trip. I would recommend this property."
The price is AED 918
AED 1,628 total
includes taxes & fees
29 May - 30 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
Marina

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

9.6 out of 10, Exceptional, (118)
"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
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
On the beach, sun loungers, beach towels

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

9.8 out of 10, Exceptional, (29)
"Really like this place "
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Property grounds

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

9.6 out of 10, Exceptional, (138)
"We loved this house, it was perfect for exploring town and as a base for things further afield. Comfortable, thoughtfully and well stocked with lots of charm."
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.
View from property

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

10.0 out of 10, Exceptional, (80)
"Great spot, loved the place and the area. James was super helpful and seemed to want to do everything possible to make sure we had a great stay."
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,
Terrace/patio

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

10.0 out of 10, Exceptional, (26)
"Great location and very clean property. Cyndi was responsive and a great host. Would definitely stay again."
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
1 Mi to Old Town: Historic Area Gem in Alexandria
Interior

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!
Property grounds

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

9.6 out of 10, Exceptional, (115)
"Perfect stay in a historic home in the heart of town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Secluded Cozy Cottage in Historic Downtown
Terrace/patio

Secluded Cozy Cottage in Historic Downtown

10.0 out of 10, Exceptional, (9)
"Perfect little cottage for 4 adults and an infant. Loved its location! "
The price is AED 1,469
AED 2,487 total
includes taxes & fees
7 May - 8 May
Secluded Cozy Cottage in Historic Downtown
Walk Downtown: Takoma Park Escape w/ Large Yard!
Interior

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 River Inn
Hypo-allergenic bedding, in-room safe, desk, laptop workspace

The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1667)
"The lovely staff together with the great location made this stay really enjoyable. "
The price is AED 653
AED 757 total
includes taxes & fees
11 May - 12 May
The River Inn
The Dupont Circle Hotel
Terrace/patio

The Dupont Circle Hotel

4.5 star property
9.4 out of 10, Exceptional, (1596)
"Great location"
The price is AED 915
AED 1,060 total
includes taxes & fees
11 May - 12 May
The Dupont Circle Hotel
Glover Park - Georgetown
Exterior

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2408)
"Great stay!"
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.