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Search results; Over 1,000 places in Chesapeake Beach

Guest favourite
Flat in North Beach
Bayside Oasis of Southern Maryland
1 king bed
28 May – 2 Jun
4.97 out of 5 average rating, 102 reviews
Superhost
Flat in Saint Michaels
Charming Apt. in St. Michaels
2 beds
23–28 Apr
New place to stay
Guest favourite
Flat in Port Republic
Serenity Suite on Chesapeake Bay
2 beds
6–11 May
4.96 out of 5 average rating, 172 reviews
Guest favourite
Flat in California
Blue Heron on Little Kingston Creek
3 beds
13–18 May
4.97 out of 5 average rating, 68 reviews
Guest favourite
Flat in Lexington Park
Adorable Waterfront Apartment Weekend Getaway
1 queen bed
23–28 Sep
5.0 out of 5 average rating, 313 reviews
Guest favourite
Flat in Deale
Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
2 beds
28 Apr – 3 May
4.91 out of 5 average rating, 614 reviews
Guest favourite
Flat in Lusby
Morning Light Apartment
1 bed
21–26 Apr
4.97 out of 5 average rating, 102 reviews
Guest favourite
Flat in Leonardtown
Stunning Sunsets on Breton Bay, Seaside apartment
1 king bed
28 Apr – 3 May
4.98 out of 5 average rating, 119 reviews
Guest favourite
Flat in Lusby
Terrace Suite - Private Flat in Historic Manor.
1 queen bed
28 Apr – 3 May
4.96 out of 5 average rating, 165 reviews
Guest favourite
Flat in Port Republic
Bayview Apartment with a private entrance.
1 queen bed
26 Apr – 1 May
4.93 out of 5 average rating, 111 reviews
Guest favourite
Flat in Upper Marlboro
Oasis w/ Pool, Theater & Game Room, Gym, Spa, +
5 beds
21–26 Jun
4.97 out of 5 average rating, 58 reviews
Guest favourite
Flat in Stevensville
Boutique by the Bay
1 queen bed
20–25 Apr
4.97 out of 5 average rating, 239 reviews
Guest favourite
Flat in Davidsonville
Aspen Woods
1 king bed
5–10 May
5.0 out of 5 average rating, 7 reviews
Guest favourite
Flat in Leonardtown
Retreat at Fenwick
4 beds
17–22 May
4.94 out of 5 average rating, 34 reviews
Guest favourite
Flat in Solomons
Island Breeze Solomons
1 queen bed
5–10 May
4.99 out of 5 average rating, 223 reviews
Guest favourite
Flat in Bowie
Cozy Trendy Bowie 1 Bedroom Basement Getaway Suite
2 beds
21–26 Apr
4.94 out of 5 average rating, 16 reviews
Guest favourite
Flat in Saint Michaels
Blue Crab Lodge
3 beds
21–26 Apr
4.96 out of 5 average rating, 24 reviews
Guest favourite
Flat in Washington
Luxury escape in DC now with a private Deck!
1 queen bed
28 Apr – 3 May
5.0 out of 5 average rating, 195 reviews