Beach house vacation rentals in Chesapeake Bay
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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 Kent Narrows
5.0 out of 5 average rating, 278 reviewsChester Riverfront At Kent Narrows
Oct 19 – 26
Home in Deltaville
5.0 out of 5 average rating, 103 reviews"No Bad Days" in this Fabulous Beachhouse w/ Dock!
Nov 20 – 27
Home in Chincoteague Island
4.95 out of 5 average rating, 316 reviewsTranquil Shores - Nature Inspired Relaxation!
Nov 14 – 21
Home in Deltaville
4.97 out of 5 average rating, 142 reviewsTeenie House in Deltaville
Dec 14 – 21
Home in Cobbs Creek
4.9 out of 5 average rating, 117 reviewsMillionaire $ Views No Xtra Charge! Hot Tub! POOL!
Oct 4 – 11
Home in Annapolis
4.99 out of 5 average rating, 198 reviewsCape St Claire waterfront getaway
Nov 13 – 20
Home in Virginia Beach
4.87 out of 5 average rating, 210 reviewsChicks Beachfront
Dec 17 – 24
Home in Grasonville
4.94 out of 5 average rating, 225 reviewsRiver Front, Private Single Family Home
Nov 3 – 10
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, 294 reviewsSeas the Day Getaway~Pool ~near Waterfront Park
Feb 9 – 16
Home in Rehoboth Beach
4.99 out of 5 average rating, 119 reviewsSecluded beach beauty with private, heated pool
Sep 15 – 22
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Sep 5 – 12
Home in Ocean City
4.94 out of 5 average rating, 218 reviewsMad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Nov 13 – 20
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul 6 – 13
Home in Cape May
4.97 out of 5 average rating, 259 reviews500ft to Private Beach! Fireplace, Local Pool
Oct 1 – 8
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Sep 14 – 21
Private beach house rentals
Home in Saint Michaels
4.9 out of 5 average rating, 156 reviewsSmall Historic House Downtown St Michaels
Jan 19 – 26
Home in Onancock
4.78 out of 5 average rating, 120 reviewsCharming Waterfront Cottage on Cedar Creek
Feb 27 – Mar 6
Home in Rehoboth Beach
4.79 out of 5 average rating, 621 reviewsContemporary 1 Bedroom 2 level home
Feb 24 – Mar 3
Home in North
5.0 out of 5 average rating, 38 reviewsThe Llama House
Jun 28 – Jul 5
Home in Piney Point
4.92 out of 5 average rating, 12 reviews2 Bedroom Cozy Beach Cottage
Sep 26 – Oct 3
Home in Hampton
4.92 out of 5 average rating, 12 reviewsTiny Blue Beach House
Dec 8 – 15
Home in Machipongo
5.0 out of 5 average rating, 31 reviewsPrivate Country Beach Retreat
Mar 19 – 26
Home in Kilmarnock
5.0 out of 5 average rating, 38 reviewsSecluded beach front cottage on the Chesapeake Bay
Nov 3 – 10
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