We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Over 1,000 places

Guest favorite

Home in Chesapeake City

The Chandler House

2 min walk

Apr 21 – 26

$360 per night

4.96 out of 5 average rating, 28 reviews

Guest favorite

Home in Chesapeake City

Chesapeake City Charm at the Boho House!

1 min walk

Apr 26 – May 1

$600 per night

5.0 out of 5 average rating, 37 reviews

Guest favorite

Home in Chesapeake City

The Ferry Slip House

2 min walk

Apr 21 – 26

$285 per night

4.95 out of 5 average rating, 21 reviews

Guest favorite

Apartment in Chesapeake City

hygge haven: hygge= happy + cozy

2 min walk

May 5 – 10

$108 per night

4.94 out of 5 average rating, 64 reviews

Guest favorite

Apartment in Chesapeake City

Stylish 2 bdrm haven in a historic canal town

3 min walk

Apr 20 – 25

$112 per night, originally $146

4.97 out of 5 average rating, 32 reviews

Guest favorite

Cottage in Chesapeake City

Bohemia Bungalow

1 min walk

Apr 25 – 30

$195 per night

5.0 out of 5 average rating, 53 reviews

Superhost

Home in Chesapeake City

Chesapeake City Historic Retreat

2 min walk

Apr 21 – 26

$189 per night

New place to stay

Superhost

Apartment in Chesapeake City

Chesapeake Charm

2 min walk

Apr 19 – 24

$145 per night

New place to stay

Guest favorite

Room in Chesapeake City

Benson House on Bohemia Ave. - Front

2 min walk

Apr 21 – 26

$150 per night

4.99 out of 5 average rating, 92 reviews

Guest favorite

Home in Chesapeake City

McReynolds-Woods House -Private 3 Bedroom Home

2 min walk

Apr 19 – 24

$359 per night

5.0 out of 5 average rating, 16 reviews

Guest favorite

Home in Chesapeake City

Charming, updated home in Historic Chesapeake City

2 min walk

Apr 20 – 25

$407 per night

5.0 out of 5 average rating, 29 reviews

Guest favorite

Room in Chesapeake City

Cafe on the Bay 2- breakfast included!

2 min walk

Apr 21 – 26

$115 per night

4.92 out of 5 average rating, 223 reviews

Guest favorite

Home in Chesapeake City

HOOK WINE & SINKER sleeps 14 w/ Boat Slip and Inn

3 min walk

Apr 28 – May 3

$281 per night, originally $543

4.96 out of 5 average rating, 25 reviews

Guest favorite

Guesthouse in Chesapeake City

High-End Cottage, Water View, Chesapeake City, MD

1 queen bed

Apr 21 – 26

$167 per night

5.0 out of 5 average rating, 149 reviews

Guest favorite

Home in Chesapeake City

The Mint Cottage in Chesapeake City

6 min walk

Apr 19 – 24

$490 per night

4.88 out of 5 average rating, 65 reviews

Guest favorite

Room in Elkton

Country Get Away 1 Room Apartment

8 min drive

Apr 29 – May 4

$72 per night

4.98 out of 5 average rating, 130 reviews

Home in Chesapeake City

Breathtaking views!

4 beds

Apr 19 – 24

$356 per night

Guest favorite

Home in Chesapeake City

Spring Season @ Old Lock View Chesapeake City MD

4 min drive

Apr 26 – May 1

$400 per night

5.0 out of 5 average rating, 79 reviews