Beach house vacation rentals in Chesapeake Beach
Find and book unique beach houses on Airbnb
Top-rated beach house rentals in Chesapeake Beach
Guests agree: these beach houses 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 Beach beach house rentals
Beachfront house rentals
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Home in Lusby
4.94 out of 5 average rating, 157 reviewsWaterfront Home on the Chesapeake Bay-Pvt Beach
Jan 3 – 10
Home in St. Leonard
4.91 out of 5 average rating, 162 reviewsCozy Cottage on the Chesapeake Bay
Oct 23 – 30
Home in Montross
5.0 out of 5 average rating, 121 reviewsBeach Please! River cottage w/private beach & dock
Jan 19 – 26
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Sep 20 – 27
Home in Mineral
4.99 out of 5 average rating, 121 reviewsLakefront with 120' Beach, Views, Wifi @ Lake Anna
Feb 9 – 16
Home in Cambridge
4.95 out of 5 average rating, 101 reviewsPeaceful Historic House Near Water, with Hot Tub!
Jun 19 – 26
Home in Colonial Beach
4.93 out of 5 average rating, 115 reviews‘Pipe Dream’ - 3BD/2.5BTH - Awesome water view!
Oct 8 – 15
Beach house rentals with a pool
Home in Stevensville
5.0 out of 5 average rating, 101 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Aug 22 – 29
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 6 – 13
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Oct 2 – 9
Home in Edgewater
4.97 out of 5 average rating, 30 reviewsEntire Beach House with Pool and Hot Tub
Oct 31 – Nov 7
Home in Sherwood
5.0 out of 5 average rating, 51 reviewsChesapeake Mansion-heated pool 30acre waterfront
Feb 20 – 27
Home in Bozman
5.0 out of 5 average rating, 7 reviewsGrace Creek Cottage
Aug 14 – 21
Home in Stevensville
5.0 out of 5 average rating, 34 reviewsThe Pool House in Romancoke On The Bay
Nov 15 – 22
Home in Cambridge
4.96 out of 5 average rating, 99 reviewsWaterfront, Fabulous Home for Families with Pool!
Dec 13 – 20
Private beach house rentals
Home in North Beach
4.91 out of 5 average rating, 23 reviewsLarge Bungalow 2 Blocks to Beach
Jul 22 – 29
Home in North Beach
4.98 out of 5 average rating, 50 reviewsCheerful Two Bedroom Home on the Chesapeake Bay!
Oct 28 – Nov 4
Home in North Beach
4.98 out of 5 average rating, 52 reviewsThe North Beach Retreat House
Nov 20 – 27
Home in Shady Side
4.97 out of 5 average rating, 67 reviewsCanary Pointe-A popular getaway for 2!
Jan 29 – Feb 5
Home in North Beach
4.88 out of 5 average rating, 8 reviewsCute home 3 beds 2 baths!
Feb 13 – 20
Home in North Beach
5.0 out of 5 average rating, 95 reviewsWaterfront, Dog-friendly, Hot Tub, Peleton, Bikes
Aug 16 – 23
Home in North Beach
5.0 out of 5 average rating, 8 reviewsOsprey's Perch
Nov 16 – 23
Home in North Beach
4.95 out of 5 average rating, 41 reviewsChesapeake Bay, Maryland, Beach Front Paradise
Apr 3 – 10
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