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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct
Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (427)
"Great place to stay!"
Key West Cottages
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Terrace/patio

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is HK$1,413
HK$2,349 total
includes taxes & fees
17 Aug - 18 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Soul Oasis - home on the Chesapeake Bay
Exterior

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (31)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is HK$1,177
HK$2,463 total
includes taxes & fees
18 Aug - 19 Aug
Soul Oasis - home on the Chesapeake Bay
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Property grounds

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

10.0 out of 10, Exceptional, (47)
"We had a great stay! Thanks."
The price is HK$1,146
HK$2,330 total
includes taxes & fees
24 Aug - 25 Aug
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Bay Dream Believer Cottage on Beautiful East River Waterfront
Exterior

Bay Dream Believer Cottage on Beautiful East River Waterfront

2.0 star property
10.0 out of 10, Exceptional, (15)
"Wonderful location, host communicated well"
The price is HK$1,845
HK$3,610 total
includes taxes & fees
16 Aug - 17 Aug
Bay Dream Believer Cottage on Beautiful East River Waterfront
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Property grounds

Comfortable & Private 2 Bedrm Cottage w/ King bed.

10.0 out of 10, Exceptional, (13)
"It was a great stay. Was there for work. Close for work and close to the beach. "
The price is HK$998
HK$2,696 total
includes taxes & fees
19 Aug - 20 Aug
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Cottage Located on the Patuxent River!
Exterior

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (39)
"The accommodations were superb and being on the water was amazing!"
The price is HK$2,367
HK$2,833 total
includes taxes & fees
15 Aug - 16 Aug
Cottage Located on the Patuxent River!
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 HK$1,476
HK$3,712 total
includes taxes & fees
17 Aug - 18 Aug
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Terrace/patio

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (15)
"The place is amazing. The pictures on the site do not do the property justice as it is absolutely amazing. Can’t wait to stay there again."
The price is HK$1,525
HK$2,270 total
includes taxes & fees
1 Sept - 2 Sept
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Cozy Bay Cottage private backyard blocks from beach!
Exterior

Cozy Bay Cottage private backyard blocks from beach!

9.0 out of 10, Wonderful, (37)
"Clean and up-to-date home. Close to the beach. Convenient and comfortable. Would rent again. "
The price is HK$1,962
HK$3,607 total
includes taxes & fees
31 Aug - 1 Sept
Cozy Bay Cottage private backyard blocks from beach!
Deal Island Bay Cottage
Exterior

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
The price is HK$1,248
HK$2,180 total
includes taxes & fees
2 Sept - 3 Sept
Deal Island Bay Cottage
Norfolk Beach Cottage Rental
Exterior

Norfolk Beach Cottage Rental

9.0 out of 10, Wonderful, (271)
"Cute & comfy place that was perfect for my kids, husband & I. We went to a concert & Ive never stayed in this part of Norfolk. Great location & exactly what we were looking for!"
The price is HK$1,491
HK$3,427 total
includes taxes & fees
2 Sept - 3 Sept
Norfolk Beach Cottage Rental
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

9.6 out of 10, Exceptional, (4)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
The price is HK$1,279
HK$2,809 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Grandma’s Cottage will wrap around you like a warm hug
Exterior

Grandma’s Cottage will wrap around you like a warm hug

The price is HK$1,766
HK$3,286 total
includes taxes & fees
29 Aug - 30 Aug
Grandma’s Cottage will wrap around you like a warm hug
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Exterior

Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown

8.0 out of 10, Very good, (4)
"Host was super responsive and available. Location is excellent - close to boat and kayak launch. Grill, smoker, patio were all great. "
The price is HK$1,632
HK$9,434 total
includes taxes & fees
17 Aug - 18 Aug
Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Exterior

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 HK$1,334
HK$2,601 total
includes taxes & fees
14 Sept - 15 Sept
Newly Built Tiny Home/Cottage in National Landing/Arlington near DC, & Old Town
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Exterior

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

9.4 out of 10, Exceptional, (132)
"Awesome two night stay! Highly recommend! "
The price is HK$2,469
HK$4,069 total
includes taxes & fees
3 Sept - 4 Sept
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Long Beach Cottage, (romantic couple’s getaway)
Property grounds

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
Long Beach Cottage, (romantic couple’s getaway)
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Outdoor dining

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is HK$2,826
HK$5,217 total
includes taxes & fees
18 Aug - 19 Aug
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location
Terrace/patio

Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location

Twinkle Twinkle Little Tarr-Beautiful, Well Appointed Cottage in Great Location
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 Chesapeake Bay Hotel Reviews

citizenM Washington DC Capitol

citizenM Washington DC Capitol

10/10 Excellent
"The Hotel staff were amazing all of the young men were extremely helpful and even helped me get around the city."
Debra 1-night trip
Posted 16 hours ago
citizenM Washington DC Capitol

Frequently asked questions

How much do cottages in Chesapeake Bay cost?
Rates for cottages in Chesapeake Bay range between and per night. Whatever your budget, you're sure to find the perfect place to get in tune with nature. 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 Chesapeake Bay?
You can select from 61 cottages in Chesapeake Bay. Whether you're travelling with the kids, as a couple or with a group of close friends, Expedia makes it a breeze to find your ideal place.
Why book your cottage in Chesapeake Bay with Expedia?
Reserving a cottage in Chesapeake Bay is as easy as clicking on your travel dates and picking your ideal place for outdoor fun and relaxation. From upscale retreats to inexpensive properties and cottages that have amenities like a kitchenette, Expedia has something for all tastes. As for terrific deals? We've have them as well!