Beach house vacation rentals in Chesapeake Bay
Find and book unique beach houses on Airbnb
Top-rated beach house rentals in Chesapeake Bay
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 Bay beach house rentals
Beachfront house rentals
Home in Deltaville
5.0 out of 5 average rating, 104 reviews"No Bad Days" in this Fabulous Beachhouse w/ Dock!
Dec 15 – 22
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
Nov 2 – 9
Home in Cambridge
4.89 out of 5 average rating, 111 reviewsDorothy's Chesapeake Delight
Oct 19 – 26
Home in Chincoteague Island
4.95 out of 5 average rating, 318 reviewsTranquil Shores - Nature Inspired Relaxation!
Mar 16 – 23
Home in Grasonville
4.94 out of 5 average rating, 226 reviewsRiver Front, Private Single Family Home
Oct 18 – 25
Home in Colonial Beach
5.0 out of 5 average rating, 200 reviewsBeach Blonde Cottage
Apr 17 – 24
Home in Virginia Beach
4.87 out of 5 average rating, 212 reviewsChicks Beachfront
Apr 19 – 26
Home in Cobbs Creek
4.9 out of 5 average rating, 118 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Feb 12 – 19
Beach house rentals with a pool
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec 4 – 11
Home in Chincoteague
4.94 out of 5 average rating, 297 reviewsSeas the Day Getaway~Pool ~near Waterfront Park
Feb 2 – 9
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 7 – 14
Home in Rehoboth Beach
4.99 out of 5 average rating, 119 reviewsSecluded beach beauty with private, heated pool
Sep 14 – 21
Home in Cape May
4.97 out of 5 average rating, 260 reviews500ft to Private Beach! Fireplace, Local Pool
Jul 28 – Aug 4
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul 15 – 22
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 23 – 30
Home in Ocean City
4.94 out of 5 average rating, 221 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Apr 5 – 12
Private beach house rentals
Home in North
5.0 out of 5 average rating, 39 reviewsThe Llama House
Nov 6 – 13
Home in Piney Point
4.92 out of 5 average rating, 12 reviews2 Bedroom Cozy Beach Cottage
Sep 14 – 21
Home in Machipongo
5.0 out of 5 average rating, 33 reviewsPrivate Country Beach Retreat
Dec 20 – 27
Home in Hampton
4.92 out of 5 average rating, 13 reviewsTiny Blue Beach House
Dec 10 – 17
Home in Fishing Creek
5.0 out of 5 average rating, 20 reviewsFishing Creek waterfront cottage
Apr 13 – 20
Home in Stevensville
4.96 out of 5 average rating, 48 reviews25-50% Off~Private Beach~Hot Tub~Fire Table~
Oct 5 – 12
Home in Stevensville
5.0 out of 5 average rating, 10 reviewsBeachside Dream
Jan 4 – 11
Home in Chestertown
4.96 out of 5 average rating, 24 reviewsRiver Cottage, Chestertown
Sep 27 – Oct 4
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