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, 280 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Home in Cambridge
4.95 out of 5 average rating, 101 reviewsPeaceful Historic House Near Water, with Hot Tub!
Jan 23 – 30
Home in Montross
5.0 out of 5 average rating, 122 reviewsBeach Please! River cottage w/private beach & dock
Nov 7 – 14
Home in Lusby
4.94 out of 5 average rating, 157 reviewsWaterfront Home on the Chesapeake Bay-Pvt Beach
Apr 25 – May 2
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Apr 5 – 12
Home in Colonial Beach
4.93 out of 5 average rating, 115 reviews‘Pipe Dream’ - 3BD/2.5BTH - Awesome water view!
Sep 27 – Oct 4
Home in Annapolis
4.94 out of 5 average rating, 289 reviewsCozy 2br home w/ parking in downtown Annapolis
Feb 8 – 15
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Oct 15 – 22
Beach house rentals with a pool
Home in Stevensville
5.0 out of 5 average rating, 102 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
Jan 22 – 29
Home in Montross
4.93 out of 5 average rating, 167 reviewsThe Glebe
Dec 4 – 11
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Jan 29 – Feb 5
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Jan 3 – 10
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 Bozman
5.0 out of 5 average rating, 7 reviewsGrace Creek Cottage
Jan 17 – 24
Home in Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
Jul 24 – 31
Home in Stevensville
5.0 out of 5 average rating, 35 reviewsThe Pool House in Romancoke On The Bay
Dec 8 – 15
Private beach house rentals
Home in North Beach
4.97 out of 5 average rating, 61 reviewsCharming Herrington / Rose Haven Cottage
Sep 26 – Oct 3
Home in North Beach
4.91 out of 5 average rating, 23 reviewsLarge Bungalow 2 Blocks to Beach
Aug 29 – Sep 5
Home in North Beach
4.98 out of 5 average rating, 50 reviewsCheerful Two Bedroom Home on the Chesapeake Bay!
Apr 16 – 23
Home in North Beach
5.0 out of 5 average rating, 96 reviewsWaterfront, Dog-friendly, Hot Tub, Peleton, Bikes
Nov 21 – 28
Home in North Beach
4.98 out of 5 average rating, 52 reviewsThe North Beach Retreat House
Dec 20 – 27
Home in North Beach
4.88 out of 5 average rating, 8 reviewsCute home 3 beds 2 baths!
Feb 7 – 14
Home in North Beach
4.98 out of 5 average rating, 97 reviewsHuge Beach Bungalow- Yard, Beach Pass, King Beds
Apr 4 – 11
Home in North Beach
4.95 out of 5 average rating, 41 reviewsChesapeake Bay, Maryland, Beach Front Paradise
Mar 17 – 24
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