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Compare 12 Cottages in Northern Chesapeake Bay with updated reviews, rates, and availability.

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, (112)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,
Exterior

Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

10.0 out of 10, Exceptional, (80)
"My husband and son really loved their stay at Pat & Ken's VRBO house! They enjoyed going on walks around the neighborhood, visiting the local restaurants, and sitting in the hot tub. It was perfect for our family. Pat & Ken are such gracious hosts, and we will definitely stay here again!"
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,
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, (115)
"Waters edge is just a few steps away to sit and watch boats come in and out. So cute and the most amazing artifacts decorating the place made it even more captivating. Short walk to coffee, food and shopping local. The owner was responsive and kind as well as super easy to work with. Will definitely return."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
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, (134)
"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 to great dining!
View from property

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (73)
"Perfect for a romantic weekend away!"
Amazing views, short walks to great dining!
The Yellow Cottage on Harness Creek
Smart TV, DVD player, books

The Yellow Cottage on Harness Creek

10.0 out of 10, Exceptional, (156)
"This was a great place to relax, have time to disconnect, and time to enjoy the company of my good friend. Loved the location and walked to the winery for a fabulous afternoon picnic. "
The Yellow Cottage on Harness Creek
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, (168)
"We went to St. Michael’s for a wedding. The cottage was great. Very charming. The location was perfect. We could walk everywhere. We had great communication with the host. He was very accommodating. We will stay there again. "
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Property grounds

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.8 out of 10, Exceptional, (22)
"My husband and I stayed here for 3 nights while I recovered from a surgery. It was a perfect, peaceful cottage and beautiful neighborhood. "
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Modern DC Vacation House - 2 Mi to National Mall!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Modern DC Vacation House - 2 Mi to National Mall!

3.0 star property
8.6 out of 10, Excellent, (4)
"My daughter's family and myself went to DC for my mother's burial at Arlington. It was a quick trip and we're from the area,though no one lives there now, so we needed a place to stay. This was a convenient location close to places to eat, the Metro, and major roadways. It was clean, comfortable, and safe. I'd definitely recommend. The only negative was the lot parking spot was a little tricky but the on street parking is a good alternative. There were a couple spots the paint needs to be...
Modern DC Vacation House - 2 Mi to National Mall!
6 Mi to Dtwn Baltimore: Home w/ Fire Pit!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

6 Mi to Dtwn Baltimore: Home w/ Fire Pit!

3.0 star property
6 Mi to Dtwn Baltimore: Home w/ Fire Pit!
Private cottage
Exterior

Private cottage

Private cottage
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 Dupont Circle Hotel
Terrace/patio

The Dupont Circle Hotel

4.5 star property
9.4 out of 10, Exceptional, (1442)
"Amazing service, comfortable bed, great bar and restaurant. "
The price is ￥27,949
￥32,407 total
includes taxes & fees
Nov 24 - Nov 25
The Dupont Circle Hotel
Glover Park - Georgetown
Exterior

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2249)
"We liked room size and design, comfortable beds, cleanliness, area around. We didn't like that during check in front desk person didn't mention Wi-Fi password. "
The price is ￥19,609
￥22,736 total
includes taxes & fees
Dec 22 - Dec 23
Glover Park - Georgetown
The Melrose Georgetown Hotel
Bicycling

The Melrose Georgetown Hotel

4.0 star property
8.8 out of 10, Excellent, (2011)
"This is a very nice hotel, it has very nice hotel lobby and a restaurant. Good size room, the heater works but the hot water in the shower doesn’t really get hot. bed is ok but the pillows are terrible very uncomfortable because they are high and hard really hurt my neck. The location is good enough, 15 minutes ish to George Town, 10mins ish to subway, otherwise nothing else is close by. "
The price is ￥16,079
￥23,828 total
includes taxes & fees
Nov 24 - Nov 25
The Melrose Georgetown Hotel
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.

Frequently asked questions

How much do cottages in Northern Chesapeake Bay cost?
Cottages in Northern Chesapeake Bay range between and per night. These properties offer a chance to touch base with nature — at a price you can afford. 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 our 12 cottages in Northern Chesapeake Bay and then book your favorite. Whether you’re embarking on a vacation with the whole fam or a weekend with besties, your perfect stay is a few clicks away with Expedia.
Why book your cottage in Northern Chesapeake Bay with Expedia?
We think that vacations should be easy, so if you’re seeking cottages in Northern Chesapeake Bay at a competitive price, Expedia can help. Save money and opt for a cheap option far away from the city rush, or splurge on an upmarket cottage to pamper your favorite people.
How can I find cheap cottages in Northern Chesapeake Bay?
With Expedia’s convenient filter tool, locating cheap cottages in Northern Chesapeake Bay is a snap. To find accommodations that’ll make your bank balance smile, refine your search by amenities, budget and star rating.
What is there to do in Northern Chesapeake Bay near my cottage?
Whatever your interests, there are lots of things to keep you busy in Northern Chesapeake Bay. If you’re headed to Washington, drop by National Mall, National Air and Space Museum and Smithsonian’s National Zoo. Spending your vacay in Baltimore? National Aquarium in Baltimore, Baltimore Museum of Art and American Visionary Art Museum are popular sights here.