Chesapeake Beach beach vacation rentals
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Top-rated vacation rentals in Chesapeake Beach
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chesapeake Beach vacation rentals
Other great vacation rentals in Chesapeake Beach
Cottage in Saint Leonard
4.99 out of 5 average rating, 101 reviewsCaptain Jack's Bay Hideaway
Jan 3 – 10
Guesthouse in Galesville
4.95 out of 5 average rating, 163 reviewsGorgeous water view studio!
Aug 6 – 13
Guesthouse in Stevensville
5.0 out of 5 average rating, 208 reviewsWaterfront Getaway - View of bay from your bed
Dec 23 – 30
Tiny home in Saint Inigoes
4.98 out of 5 average rating, 293 reviewsHistoric St.Mary's City at the Lazy Bear Cottage
Aug 1 – 8
Guesthouse in Riva
4.99 out of 5 average rating, 273 reviewsThe Riva House
Dec 6 – 13
Apartment in Port Republic
4.93 out of 5 average rating, 111 reviewsBayview Apartment with a private entrance.
Oct 15 – 22
Home in North Beach
4.84 out of 5 average rating, 178 reviewsWarm Home Overlooking the Chesapeake Bay
Apr 17 – 24
Cabin in Lusby
4.91 out of 5 average rating, 209 reviewsPeaceful Waterfront Retreat on The Bay
Sep 16 – 23
Other great vacation rentals in Chesapeake Beach
Apartment in Huntingtown
4.89 out of 5 average rating, 18 reviewsPrivate Apartment On An Animal Sanctuary
Oct 15 – 22
Guesthouse in Chesapeake Beach
4.81 out of 5 average rating, 98 reviews“THE CRAB SHACK” BEACH COTTAGE CLOSE TO THE BAY
Jul 20 – 27
Home in North Beach
4.97 out of 5 average rating, 60 reviewsCharming Herrington / Rose Haven Cottage
Sep 29 – Oct 6
Cabin in North Beach
4.97 out of 5 average rating, 29 reviews1943 Beach House Walk to Town & Beach & Boardwalk.
Jun 3 – 10
Bungalow in North Beach
4.88 out of 5 average rating, 67 reviewsBayside Bungalow: Cozy North Beach Getaway
Dec 10 – 17
Home in North Beach
5.0 out of 5 average rating, 94 reviewsWaterfront Home w/ Hot Tub, Pets ok, Peleton
Mar 28 – Apr 4
Home in Huntingtown
5.0 out of 5 average rating, 18 reviewsHouse near Patuxent River
May 27 – Jun 1
Guesthouse in Brandywine
5.0 out of 5 average rating, 12 reviewsQuiet cottage in the woods. King-bed suite.
Jul 25 – Aug 1
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