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
Nov 12 – 19
Home in Montross
5.0 out of 5 average rating, 122 reviewsBeach Please! River cottage w/private beach & dock
Nov 7 – 14
Home in Cambridge
4.95 out of 5 average rating, 101 reviewsPeaceful Historic House Near Water, with Hot Tub!
Apr 12 – 19
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Mar 21 – 28
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 Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 23 – 30
Home in Cambridge
4.98 out of 5 average rating, 107 reviewsWaterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms
Nov 27 – Dec 4
Beach house rentals with a pool
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec 4 – 11
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 7 – 14
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Jan 28 – Feb 4
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
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 Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
Jun 5 – 12
Home in Cambridge
4.96 out of 5 average rating, 99 reviewsWaterfront, Fabulous Home for Families with Pool!
Dec 5 – 12
Private beach house rentals
Home in North Beach
4.91 out of 5 average rating, 23 reviewsLarge Bungalow 2 Blocks to Beach
May 31 – Jun 7
Home in North Beach
4.98 out of 5 average rating, 50 reviewsCheerful Two Bedroom Home on the Chesapeake Bay!
Feb 19 – 26
Home in North Beach
4.98 out of 5 average rating, 52 reviewsThe North Beach Retreat House
Nov 3 – 10
Home in North Beach
5.0 out of 5 average rating, 95 reviewsWaterfront, Dog-friendly, Hot Tub, Peleton, Bikes
Aug 13 – 20
Home in North Beach
4.88 out of 5 average rating, 8 reviewsCute home 3 beds 2 baths!
Oct 18 – 25
Home in North Beach
4.95 out of 5 average rating, 41 reviewsChesapeake Bay, Maryland, Beach Front Paradise
Feb 20 – 27
Home in North Beach
5.0 out of 5 average rating, 8 reviewsOsprey's Perch
Nov 16 – 23
Home in North Beach
4.98 out of 5 average rating, 97 reviewsHuge Beach Bungalow- Yard, Beach Pass, King Beds
Apr 19 – 26
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