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Cottages in Northern Chesapeake Bay

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

10.0 out of 10, Exceptional, (91)
"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!

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

9.8 out of 10, Exceptional, (183)
"Great spot for a weekend visit. Second time staying. Great communication with owner. Will stay again"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

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

10.0 out of 10, Exceptional, (67)
"It was beautiful clean and very nice people"
Lovely backyard cottage with easy access to metro, shops, dining!

Perfect location for USNA Commissioning Week

10.0 out of 10, Exceptional, (83)
"Nice small property. Great for get aways and amazing service."
Perfect location for USNA Commissioning Week

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 SAR 743
SAR 1,453 total
includes taxes & fees
27 Jul - 28 Jul
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town

The Yellow Cottage on Harness Creek

10.0 out of 10, Exceptional, (160)
"Easy checkin/checkout. Cute cottage. Scenic and comfortable."
The Yellow Cottage on Harness Creek

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

10.0 out of 10, Exceptional, (32)
"Really like this place "
Take a Water Taxi to Downtown Annapolis from Beachfront home, Dogs OK

Cozy 3BR Cottage w/Metro Access minutes to Old Town, Alexandria!

9.8 out of 10, Exceptional, (7)
"We had a great week in DC and this house worked out perfectly. If I needed anything Courtney was quick to respond on VRBO message page. Would definitely consider this house again if we were to return.Thank you Courtney!"
Cozy 3BR Cottage w/Metro Access minutes to Old Town, Alexandria!

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

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

9.6 out of 10, Exceptional, (120)
"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

9.4 out of 10, Exceptional, (12)
"Perfect little cottage for 4 adults and an infant. Loved its location! "
The price is SAR 1,857
SAR 3,006 total
includes taxes & fees
16 Jul - 17 Jul
Secluded Cozy Cottage in Historic Downtown

Game Room + Gym: Downtown DC Home!

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

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

9.6 out of 10, Exceptional, (118)
"Perfect stay in a historic home in the heart of town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches

8.8 out of 10, Excellent, (5)
"The location was perfect; you can walk to the beach, stores, restaurants! Chesapeake Beach looks like a scene from Gilmore Girls! 15 minutes from a larger town with more options. 40 minute scenic drive to Annapolis or D. C. The house is small but perfect for 2 people! Be aware that the master bed is a standard size, but the second bedroom has a daybed and pull out bed! The back yard has some insecure spots if you bring a pet, but we used sections of our pet pen to cover those. And no dishwasher,...
Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches

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

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

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

9.6 out of 10, Exceptional, (140)
"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

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!

Silver Springs Home: Walk to Downtown!

3.0 star property
Silver Springs Home: Walk to Downtown!

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

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
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 SAR 743 and SAR 1,857 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 23 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!