Cabin holiday rentals in Chesapeake Bay
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Top-rated cabin rentals in Chesapeake Bay
Guests agree: these cabins are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cabin rentals in Chesapeake Bay
Cabin rentals with a hot tub
Cabin in Smithfield
4.9 out of 5 average rating, 123 reviewsWickline Cabin on Moon Creek
Cabin in Reedville
4.94 out of 5 average rating, 71 reviewsCoastal Cabin - hot tub, private beach & kayaks
Cabin in Lusby
4.98 out of 5 average rating, 65 reviewsYour own private beach? Horizon views of the bay?
Cabin in Lusby
4.98 out of 5 average rating, 48 reviewsLakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Cabin in Maurice River
4.95 out of 5 average rating, 61 reviewsLokal A Frame - Modern on the Maurice River
Cabin in Walkersville
4.97 out of 5 average rating, 39 reviewsWalkersville Cabin
Cabin in Fredericksburg
4.67 out of 5 average rating, 99 reviewsNEW* The Black Log Cabin 🪵- Hot Tub & Game Room 🕹
Cabin in Elkton
4.79 out of 5 average rating, 24 reviewsLarge Cabin w/ RiverView&Hot Tub
Pet-friendly cabin rentals
Cabin in Middletown
4.91 out of 5 average rating, 364 reviewsCharming vintage cabin in the ❤️ of Middletown.
Cabin in Myersville
5.0 out of 5 average rating, 17 reviewsSpruce Run Cabin, a wooded retreat on the mountain
Cabin in Charles City
5.0 out of 5 average rating, 32 reviewsStunning! River-Front Log Cabin Near Williamsburg
Cabin in North Beach
4.97 out of 5 average rating, 32 reviews1943 Beach House Walk to Town & Beach & Boardwalk.
Cabin in Mechanicsville
4.98 out of 5 average rating, 45 reviewsCozy Country Cabin
Cabin in Lusby
4.94 out of 5 average rating, 47 reviewsCozy Cabin in Scenic Southern MD
Cabin in Reedville
4.67 out of 5 average rating, 12 reviews"Elderberries" Chesapeake Bayfront Cottage
Cabin in Lewes
4.96 out of 5 average rating, 76 reviews*NEW * cozy wooded retreat 🌳 near Delaware beaches
Private cabin rentals
Cabin in Forest Hill
5.0 out of 5 average rating, 192 reviews1765 Log Home in a Peaceful Setting
Cabin in Leesburg
4.95 out of 5 average rating, 329 reviews100 Acre Wood
Cabin in Ridge
4.97 out of 5 average rating, 33 reviewsPizza Friday
Cabin in Myersville
4.99 out of 5 average rating, 70 reviewsSleepy Hollow Log Cabin
Cabin in Westover
5.0 out of 5 average rating, 26 reviewsChalet Style Home, private country setting
Cabin in Westminster
5.0 out of 5 average rating, 21 reviewsCabin at Stone Point Stables
Cabin in Lancaster
4.84 out of 5 average rating, 38 reviewsWaterfront Log Home Retreat- Dock, Kayaks, Rest!
Cabin in Cecil County
5.0 out of 5 average rating, 25 reviewsGunpowder Cabin - on Octoraro Creek
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