filters

Search results; Over 1,000 homes in Chesapeake Beach

Photo 1 of 17
Top guest favourite
Cottage in North Beach
Waterfront Cottage Near Herrington and North Beach
2 bedrooms, 3 beds, 2 bathrooms
18–23 Nov
4.97 out of 5 average rating, 381 reviews
Photo 1 of 29
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, 189 reviews
Photo 1 of 29
Top guest favourite
Home in North Beach
Sea La Vie
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.94 out of 5 average rating, 34 reviews
Photo 1 of 29
Top guest favourite
Home in North Beach
Bayfront Home with Amazing Rooftop Deck!
5 bedrooms, 10 beds, 4.5 bathrooms
26 Sept – 1 Oct
4.98 out of 5 average rating, 133 reviews
Photo 1 of 29
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, 252 reviews
Photo 1 of 29
Guest favourite
Home in North Beach
Bay Beach House | Screened Porch TV | Walkable
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.86 out of 5 average rating, 7 reviews
Photo 1 of 29
Top guest favourite
Home in North Beach
Modern Bay Home a few blocks from Boardwalk
4 bedrooms, 5 beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 21 reviews
Photo 1 of 9
Top guest favourite
Home in North Beach
Comfy King Bed Home, walk to dinner & beach!
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 40 reviews
Photo 1 of 29
Top guest favourite
Home in North Beach
Huge 4 BR Beach House | Fire Pit | Fenced Yard
4 bedrooms, 4 beds, 3 bathrooms
25–30 Oct
4.97 out of 5 average rating, 197 reviews
Photo 1 of 29
Top guest favourite
Cottage in North Beach
The Blue Crab Beach House - Free beach passes
2 bedrooms, 2 beds, 2 bathrooms
22–27 Sept
4.95 out of 5 average rating, 85 reviews
Photo 1 of 25
Guest favourite
Home in North Beach
Emerald Bay
3 bedrooms, 4 beds, 2 bathrooms
25–30 Sept
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
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, 49 reviews
Photo 1 of 28
Guest favourite
Home in North Beach
The Licorne Beach Cottage
3 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
4.91 out of 5 average rating, 23 reviews
Photo 1 of 29
Top guest favourite
Home in Deale
8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
3 bedrooms, 4 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 153 reviews
Photo 1 of 29
Top guest favourite
Home in Deale
Hannah’s Hideaway
3 bedrooms, 7 beds, 2 bathrooms
20–25 Oct
4.99 out of 5 average rating, 161 reviews
Photo 1 of 27
Top guest favourite
Home in West River
Cozy waterview home in West River!
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 169 reviews
Photo 1 of 29
Top guest favourite
Home in Shady Side
Canary Pointe-A popular getaway for 2!
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 286 reviews
Photo 1 of 14
Top guest favourite
Home in Tilghman Island
Panoramic water views
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.95 out of 5 average rating, 43 reviews