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Search results; Over 1,000 homes in Chesapeake Beach

Top guest favourite
Guest suite in North Beach
Charming 1BR Bungalow Guest Suite | Close To Water
4.96 out of 5 average rating, 53 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Home in North Beach
Waterfront- 5-Bedroom House
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 12 beds, 5.5 bathrooms
11–16 Jul
Top guest favourite
Home in North Beach
Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
5.0 out of 5 average rating, 179 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
17–22 Aug
Top guest favourite
Home in North Beach
Modern Bay Home a few blocks from Boardwalk
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
16–21 Aug
Top guest favourite
Guest house in Stevensville
Waterfront-View of Bay from your Bed
4.99 out of 5 average rating, 352 reviews, 1 bed, 1 bathroom
7–12 Sept
Home in North Beach
Emerald Bay
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Guest favourite
Home in Grasonville
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
4.95 out of 5 average rating, 304 reviews, 3 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Cottage in North Beach
The Blue Crab Beach House - Free beach passes
4.96 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Home in Solomons
The Little House on Back Creek
5.0 out of 5 average rating, 132 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Home in North Beach
Cozy Cottage By The Beach-Pet Friendly
4.98 out of 5 average rating, 45 reviews, 3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Home in Deale
Charming Waterfront 3BR Cottage on Chesapeake Bay
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Flat in Cambridge
Happy Campers Waterfront Suite
4.97 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Home in North Beach
Sea La Vie
4.96 out of 5 average rating, 27 reviews, 3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Top guest favourite
Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
5.0 out of 5 average rating, 72 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
Guest favourite
Flat in Solomons
The Solomons Sunset Suite
4.91 out of 5 average rating, 81 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
4.97 out of 5 average rating, 463 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Aug
Top guest favourite
Cabin in Hague
Rustic Waterfront Cabin, Firepit, Dock Access
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
25–30 Aug
Top guest favourite
Cottage in Easton
Cottage on Solitude Creek, Hot Tub, Pool & Firepit
5.0 out of 5 average rating, 123 reviews, 2 bedrooms, 3 beds, 2 bathrooms
13–18 Oct