Beachfront vacation rentals in Chesapeake Bay
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Chesapeake Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake Bay beachfront rentals
Pet-friendly beachfront home rentals
Cottage in Westover
4.93 out of 5 average rating, 147 reviewsHeaven on the Bay - A Peaceful Waterfront Retreat
Cabin in Chestertown
4.98 out of 5 average rating, 218 reviewsRivershore Retreat
Guest suite in Stevensville
4.97 out of 5 average rating, 147 reviewsKent Island Haven - A Waterfront Getaway
Cottage in Reedville
4.9 out of 5 average rating, 166 reviewsPrivate point on the Bay🌤hammock, hot tub, kayaks❤️
Home in Tracys Landing
4.99 out of 5 average rating, 172 reviewsThe Little Gypsy BoHome
Cottage in Onancock
4.96 out of 5 average rating, 141 reviewsA "True" Chesapeake Bay Waterfront Experience!
Home in Shady Side
5 out of 5 average rating, 124 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 272 reviewsThe Crab House - a Private, Waterfront Guest House
Beachfront home rentals with a pool
Home in Cobbs Creek
4.9 out of 5 average rating, 122 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Home in Kent Narrows
5 out of 5 average rating, 281 reviewsChester Riverfront At Kent Narrows
Cottage in Norfolk
4.97 out of 5 average rating, 207 reviewsPositano Villa
Home in Montross
5 out of 5 average rating, 127 reviewsBeach Please! River cottage w/private beach & dock
Rental unit in Virginia Beach
4.88 out of 5 average rating, 157 reviewsVa.Beach/Oceanfront Studio, Boardwalk, Beach, Pool
Place to stay in Dennis
4.97 out of 5 average rating, 157 reviewsBoutique Suite, at the Palace in the Woods
Condo in Ocean City
4.85 out of 5 average rating, 163 reviewsBeachfront with a View and Amenities Galore
Condo in Ocean City
4.91 out of 5 average rating, 264 reviewsOcean Front 802 Midtown Oasis Pool & Parking
Private beachfront home rentals
Cabin in Deltaville
4.97 out of 5 average rating, 258 reviews"The Little Red Cabin" aka The Galley
Home in Lusby
4.98 out of 5 average rating, 266 reviewsCove Point Beach Cabin
Serviced apartment in Pasadena
4.98 out of 5 average rating, 558 reviewsSea Dreamer aka Phenomenal Hospitality
Cottage in Urbanna
4.99 out of 5 average rating, 139 reviewsLittle Dipper -private beach,Kayaks & paddleboards
Home in Gloucester Courthouse
4.97 out of 5 average rating, 289 reviews"Bee-Z Haven" Waterfront Cottage on the Ware River
Home in Lexington Park
4.97 out of 5 average rating, 144 reviewsPrivate beach retreat in historic St. Mary's City
Guest suite in Norfolk
4.93 out of 5 average rating, 516 reviewsBeachfront Exclusive Bay front Suite
Villa in Princess Anne
4.83 out of 5 average rating, 123 reviewsWaterfront Retreat & Guest House
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