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Search results; Over 1,000 homes in Chesapeake Beach

Home in Chesapeake Beach
Bay Bliss - Beach Cottage
2 bedrooms, 5 beds, 1 private bathroom
1–6 Feb
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4.91 out of 5 average rating, 66 reviews
Superhost
Home in Stevensville
Private & Peaceful | Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in North Beach
Bayfront Home with Amazing Rooftop Deck!
5 bedrooms, 10 beds, 4.5 bathrooms
13–18 Sept
4.98 out of 5 average rating, 133 reviews
Top guest favourite
Guest suite in Lusby
Waterfront on St. Leonard Creek at Fort Hill
2 bedrooms, 4 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 118 reviews
Top guest favourite
Home in North Beach
Waterfront- 5-Bedroom House
5 bedrooms, 12 beds, 5.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Home in North Beach
Bay watch Oasis Awaits!
3 bedrooms, 1 king bed, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in North Beach
Cozy Cottage By The Beach-Pet Friendly
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.94 out of 5 average rating, 48 reviews
Top guest favourite
Home in North Beach
Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
2 bedrooms, 2 queen beds, 2.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 186 reviews
Top guest favourite
Townhouse in North Beach
Beachside Oasis + Beach Passes | A Haven Away
3 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.96 out of 5 average rating, 250 reviews
Top guest favourite
Home in Deale
Charming Waterfront 3BR Cottage on Chesapeake Bay
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Huntingtown
Grand Tudor Home w/ Saltwater Pool & Hot Tub
5 bedrooms, 6 beds, 3.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Taylors Island
About Time Waterfront Views | Dock | Sleeps 15
5 bedrooms, 13 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Hollywood
Waterfront Home: Osprey Getaway
4 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 107 reviews
Guest favourite
Home in North Beach
Bay Beach House | Screened Porch TV | Walkable
4 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Home in Solomons
The Little House on Back Creek
2 bedrooms, 2 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 139 reviews
Top guest favourite
Home in Lusby
Private Beach, Dock, Hottub @ Solomons Bay A-Frame
4 bedrooms, 7 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Cambridge
• Peaceful Point • A relaxing waterfront retreat
3 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Home in Shady Side
Peaceful Coastal Escape | Water Views + Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Guest house in Owings
Relaxing retreat on the river.
1 king bed, 1 bathroom
26–31 Jan
5.0 out of 5 average rating, 13 reviews