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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Cottages in Northern Chesapeake Bay

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, (64)
"It was beautiful clean and very nice people"
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, (181)
"A clean, comfortable getaway house, walking distance to St. Michaels and marinas, and well appointed."
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
The Yellow Cottage on Harness Creek
Smart TV, DVD player, books

The Yellow Cottage on Harness Creek

10.0 out of 10, Exceptional, (159)
"Easy checkin/checkout. Cute cottage. Scenic and comfortable."
The Yellow Cottage on Harness Creek
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, (20)
"We were very pleased with the location including its proximity to the sites and the neighborhood. Fran was very kind and responsive during our stay. "
The price is ￥30,116
￥58,344 total
includes taxes & fees
Jun 26 - Jun 27
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, (119)
"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."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Secluded Cozy Cottage in Historic Downtown
Terrace/patio

Secluded Cozy Cottage in Historic Downtown

9.6 out of 10, Exceptional, (10)
"Perfect little cottage for 4 adults and an infant. Loved its location! "
The price is ￥58,923
￥99,515 total
includes taxes & fees
Jun 23 - Jun 24
Secluded Cozy Cottage in Historic Downtown
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, (27)
"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,
Water taxi just mins to Downtown Annapolis from waterfront home with a beach, dog-friendly
On the beach, sun loungers, beach towels

Water taxi just mins to Downtown Annapolis from waterfront home with a beach, dog-friendly

10.0 out of 10, Exceptional, (31)
"Really like this place "
Water taxi just mins to Downtown Annapolis from waterfront home with a beach, dog-friendly
Perfect location for USNA Commissioning Week
View from property

Perfect location for USNA Commissioning Week

10.0 out of 10, Exceptional, (82)
"Charming, clean, comfortable and relaxing. Great hosts."
Perfect location for USNA Commissioning Week
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)
"A lovely cottage to stay in. Lots of old world charm and location is unbeatable when want to stay in St. Michaels"
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
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, (117)
"Perfect stay in a historic home in the heart of town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
Exterior

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!

10.0 out of 10, Exceptional, (88)
"Pat and Ken were very accommodating for our visit over the holidays. Highly recommended!"
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
2 Mi to Sandy Point State Park: Home w/ Deck!
Interior

2 Mi to Sandy Point State Park: Home w/ Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was clean and nice. The beds choices were comfortable and keyless checkin was convenient. "
2 Mi to Sandy Point State Park: Home w/ Deck!
Game Room + Gym: Downtown DC Home!
Interior

Game Room + Gym: Downtown DC Home!

3.0 star property
Game Room + Gym: Downtown DC Home!
Ideally Located DC Home w/ Pool Table & Patio
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Ideally Located DC Home w/ Pool Table & Patio

3.0 star property
2.0 out of 10, (1)
"This interestingly titled listing is certainly an affordable home option (surprised to see it on Hotels.com - property is maintained by Evolve and it is nowhere mentioned in the listing), conveniently located in the city. However, it is not recommended and not suitable for business trips. I stayed here with two colleagues during a recent business trip. The home itself is spacious, with a large living area, a patio, a nice pool table, and plenty of open parking. That said, we encountered two...
Ideally Located DC Home w/ Pool Table & Patio
Silver Springs Home: Walk to Downtown!
Cookware/dishes/utensils, paper towels

Silver Springs Home: Walk to Downtown!

3.0 star property
Silver Springs Home: Walk to Downtown!
Adorable Family Cottage near Metro Access to DC Sleeps 8
Fridge, microwave, oven, stovetop

Adorable Family Cottage near Metro Access to DC Sleeps 8

10.0 out of 10, Exceptional, (5)
"We really enjoyed our weekend. The property is convenient to the sights of DC and the restaurants and shops in Alexandria. The host was very nice and helped us out when we had trouble with the lock."
Adorable Family Cottage near Metro Access to DC Sleeps 8
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
House (3 Bedrooms) | Interior

6 Mi to Inner Harbor - Family Home w/ Fenced Yard!

3.0 star property
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Interior

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
The price is ￥27,260
￥68,581 total
includes taxes & fees
Jun 24 - Jun 25
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
4 Mi to Dtwn: Upscale Home in Baltimore
Interior

4 Mi to Dtwn: Upscale Home in Baltimore

3.0 star property
4 Mi to Dtwn: Upscale Home in Baltimore
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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Frequently asked questions

How much do cottages in Northern Chesapeake Bay cost?
Prepare to pay between ￥27,260 and ￥58,923 per night for cottages in Northern Chesapeake Bay. No matter your budget, an ideal stay is only a click or two away on Expedia. 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 through 19 cottages in Northern Chesapeake Bay and then reserve your favorite. Whether you're dreaming of a vacation with the whole fam or a weekend with buddies, your ideal stay is just a few clicks away with Expedia.
Why book your cottage in Northern Chesapeake Bay with Expedia?
Reserving a cottage in Northern Chesapeake Bay is as simple as clicking on your travel dates and choosing your ideal place for outdoor fun and relaxation. From chic retreats to inexpensive properties and cottages that offer perks like a pool, Expedia has something for all traveler styles. As for awesome deals? We've got your back!