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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Home in Rock Hall
Waterfront w/upper sundeck and kayaks/paddleboad
8 beds
8 beds
Apr 1 – 6
Apr 1 – 6
$419
$335
night
$335 per night, originally $419
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Home in Chester
Chester Delight- Fireplace/Deck&Patio+fenced yard
6 beds
6 beds
Apr 15 – 20
Apr 15 – 20
$362
night
$362 per night
5.0 out of 5 average rating, 38 reviews
5.0 (38)
Guest favorite
Guest favorite
Guest suite in Grasonville
Heron's Haven
Apr 7 – 12
Apr 7 – 12
$104
night
$104 per night
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favorite
Guest favorite
Cottage in Stevensville
Cozy, Waterfront Getaway “The Great Nest”
5 beds
5 beds
Apr 10 – 15
Apr 10 – 15
$325
night
$325 per night
4.93 out of 5 average rating, 15 reviews
4.93 (15)
Guest favorite
Guest favorite
Home in Stevensville
Cozy home with Screened Porch, Min from Weddings
4 beds
4 beds
Apr 7 – 12
Apr 7 – 12
$246
$183
night
$183 per night, originally $246
4.98 out of 5 average rating, 52 reviews
4.98 (52)
Home in Queenstown
Gorgeous Creek Side Ranch-Style Estate With Dock
6 beds
6 beds
Apr 1 – 6
Apr 1 – 6
$230
$161
night
$161 per night, originally $230
New place to stay
New
Guest favorite
Guest favorite
Home in Rock Hall
Cozy 1920's Bungalow Near Water/Local Attractions
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$141
night
$141 per night
5.0 out of 5 average rating, 63 reviews
5.0 (63)
Guest favorite
Guest favorite
Home in Stevensville
1969 Brick Rancher - Kent Island
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$420
night
$420 per night
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favorite
Guest favorite
Home in Stevensville
25-50% Off~Private Beach~Hot Tub~Fire Table~
5 beds
5 beds
Apr 21 – 26
Apr 21 – 26
$412
night
$412 per night
4.95 out of 5 average rating, 40 reviews
4.95 (40)
Guest favorite
Guest favorite
Home in Stevensville
The Kent Island House
4 beds
4 beds
Apr 9 – 14
Apr 9 – 14
$225
night
$225 per night
4.97 out of 5 average rating, 95 reviews
4.97 (95)
Guest favorite
Guest favorite
Guest suite in Stevensville
Kent Island Haven - A Waterfront Getaway
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$200
night
$200 per night
4.97 out of 5 average rating, 144 reviews
4.97 (144)
Guest favorite
Guest favorite
Houseboat in Stevensville
Chesapeake Houseboat Getaway
3 beds
3 beds
Apr 14 – 19
Apr 14 – 19
$175
night
$175 per night
4.96 out of 5 average rating, 26 reviews
4.96 (26)
Guest favorite
Guest favorite
Guesthouse in Glen Burnie
The Crab House - a Private, Waterfront Guest House
1 queen bed
1 queen bed
Apr 7 – 12
Apr 7 – 12
$205
night
$205 per night
4.94 out of 5 average rating, 259 reviews
4.94 (259)
Guest favorite
Guest favorite
Guesthouse in Grasonville
Eastern Shore Charm on Winchester Creek
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$145
night
$145 per night
4.9 out of 5 average rating, 202 reviews
4.9 (202)
Guest favorite
Guest favorite
Home in Arnold
Bring A Boat! Waterfront home-w/basement apt+dock!
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$175
$135
night
$135 per night, originally $175
4.93 out of 5 average rating, 43 reviews
4.93 (43)
Guest favorite
Guest favorite
Guesthouse in Stevensville
Chesapeake Cottage
3 beds
3 beds
Apr 15 – 20
Apr 15 – 20
$199
night
$199 per night
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Guest favorite
Guest favorite
Home in Pasadena
Waterfront CHeerful 2 with Private home
2 beds
2 beds
Apr 11 – 16
Apr 11 – 16
$165
night
$165 per night
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Home in Stevensville
Incredible home with Panoramic Chesapeake Bay view
7 beds
7 beds
May 6 – 11
May 6 – 11
$405
night
$405 per night
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