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Featured Cottages in Northern Chesapeake Bay and around

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

10.0 out of 10, Exceptional, (71)
"What a perfect place to stay in a beautiful neighborhood!"
Lovely backyard cottage with easy access to metro, shops, dining!

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

9.6 out of 10, Exceptional, (123)
"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

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

9.8 out of 10, Exceptional, (184)
"This house has the perfect location to explore the town. We stayed in this house for the St. Michael’s Running Festival and it couldn’t have been better. The location was so close to the start/finish lines and there were so many restaurants within a few minutes walk. "
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

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

9.6 out of 10, Exceptional, (142)
"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

The Yellow Cottage on Harness Creek

10.0 out of 10, Exceptional, (164)
"Easy checkin/checkout. Cute cottage. Scenic and comfortable."
The Yellow Cottage on Harness Creek

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

9.6 out of 10, Exceptional, (119)
"We once again enjoyed our stay here. Perfect location to every where you’d want to go in St. Michael’s! Loved sitting out front looking at the water and park and enjoying music from our front yard. Highly recommend this cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

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

10.0 out of 10, Exceptional, (93)
"We stay at Firefly every time we go to visit our son and his family. It works perfectly for us…an oasis for us, and a fun place for the kids to visit, too. Pat and Ken have been the perfect hosts!"
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, Thanksgiving!

Secluded Cozy Cottage in Historic Downtown

9.4 out of 10, Exceptional, (13)
"We had a very lovely stay . This is an excellent location . "
Secluded Cozy Cottage in Historic Downtown

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 €286
includes taxes & fees
1 Sept - 2 Sept
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK

9.8 out of 10, Exceptional, (34)
"We wanted to celebrate my wife’s birthday with some friends, and a bushel of crabs…and what an incredible house to host a special occasion. The kids had the water/mini beach and plenty of yard space to play; there was a space outside to eat the crabs; and the house was incredibly clean and inviting. "
Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK

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

4 Mi to Nationals Park: Quiet Getaway w/ Fire Pit

3.0 star property
4 Mi to Nationals Park: Quiet Getaway w/ Fire Pit

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
The price is €405
includes taxes & fees
1 Sept - 2 Sept
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Game Room + Gym: Downtown DC Home!

3.0 star property
Game Room + Gym: Downtown DC Home!

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

3.0 star property
8.0 out of 10, Very good, (2)
"The water is well water and it stinks, water treatment could improve that. This is more in the woods than beachy. In a rundown area. Get some Damprid to cut down on musty smell. Cute decor."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

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

Waterfront Annapolis Home: Fire Pit & Fishing Pier

3.0 star property
Waterfront Annapolis Home: Fire Pit & Fishing Pier

Annapolis Vacation Home: 2 Mi to Quiet Waters Park

3.0 star property
Annapolis Vacation Home: 2 Mi to Quiet Waters Park

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

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

2 Mi to National Mall: Modern DC Home

3.0 star property
8.6 out of 10, Excellent, (4)
"Overall great experience: the property was clean located in a nice neighborhood. "
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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Top Northern Chesapeake Bay Hotel Reviews

Find out more about Northern Chesapeake Bay

Find out more about Northern Chesapeake Bay

Northern Chesapeake Bay Cottages information

Number of reviews
Accommodation
28 Cottages
Lowest Price
€286
Highest Price
€405

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Frequently asked questions

How much do cottages in Northern Chesapeake Bay cost?
Prepare to pay between €286 and €405 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 28 cottages in Northern Chesapeake Bay and then reserve your favourite. Whether you're dreaming of a holiday 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 traveller styles. As for awesome deals? We've got your back!