Cottage holiday rentals in Delaware Bay

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Top-rated cottage rentals in Delaware Bay

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Guest favourite
A private balcony featuring four blue Adirondack chairs surrounds a central fire pit. The space is set on a light-colored surface and is bordered by white railings, with greenery visible in the background, creating a serene outdoor setting.
Cottage in Cape May
4.91 out of 5 average rating, 292 reviews

Cozy 2-bedroom cottage close to everything

Perfect home for small families or couples to relax, enjoy, and explore everything Cape May has to offer. Enjoy your morning coffee on your private balcony or a meal with the family out on the patio. Spend a day on the beach with our provided beach tags then walk the boardwalk at night. Stop in at one of the many oceanside restaurants or play some games at the arcade. Looking for some family fun? Visit the Cape May County zoo or the local alpaca farm. There's something for everyone in Cape May.

Top guest favourite
A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.
Cottage in Annapolis
4.97 out of 5 average rating, 461 reviews

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Top guest favourite
Aerial view captures a serene beach bordered by soft sandy shores, dotted with colorful umbrellas and chairs. Lush greenery lines the beach, with a charming oceanfront cottage visible nearby, creating a tranquil coastal scene.
Cottage in Cape May
4.99 out of 5 average rating, 114 reviews

Beautiful oceanfront cottage, year-round getaway

Welcome to your oceanfront home in Cape May! This newly-renovated cottage sits in the dunes, bringing the beach to you. Wake to sun streaming into the breakfast nook, relax in the charming shiplap-clad living room and cook in the modern kitchen. Outside, enjoy stunning sunset views from the two-story deck, complete with an outdoor shower, double swing & two dining areas. The beach is your backyard and only a few steps away down a picturesque path which opens to a breathtaking & secluded beach.

Guest favourite
A wooden sign featuring the name 'Sandy Paws Cottage' is displayed prominently. The artwork depicts the cottage with a landscape background and silhouettes of dogs, showcasing a rustic charm with subtle earthy tones.
Cottage in Milford
4.9 out of 5 average rating, 130 reviews

SandyPaws Cottage at Big Stone Beach on the DE bay

This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

Top guest favourite
Cottage in Leonardtown
4.96 out of 5 average rating, 260 reviews

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Top guest favourite
A charming cottage exterior is presented, featuring a black façade with white trim and a distinctive teal door. Lush lavender plants and colorful flowers accentuate the entrance, while a white picket fence frames the inviting pathway leading up to the front porch.
Cottage in Lower Township
5 out of 5 average rating, 292 reviews

Hot Tub | Kayaks | Fire Pit — Octopus Cottage

Welcome to Octopus Cottage! This cozy retreat, located on beachfront property, is the vacation home of your dreams! Spend your days on a kayaking adventure or fishing right off the beach. Watch the stunning sunsets steps from your back door, then stargaze from your sumptuous hot tub or make memories around a crackling bonfire. From the spa-like bathroom complete with rain head to the cinematic 50” 4K TV, you can indulge in every amenity when you come home to rest after each incredible day.

Guest favourite
A sandy path leads through lush green grass toward the calm bay waters under a partly cloudy sky. The scenery captures the serene transition from land to water, inviting exploration just steps from the beach.
Cottage in Cape May
4.93 out of 5 average rating, 659 reviews

Charming Bayfront Tranquility

Bayfront location! Just 20 steps to the beach! My place is close to restaurants and dining, amazing views, the city center, art and culture, and parks. You’ll love my place because of the beachfront access, and the ambiance. My place is good for couples, solo adventurers, and furry friends (pets). NOTE: Minimum stays of (2 days or more are required.) Special consideration for longer or shorter stays can be discussed upon booking. PLEASE read over all instructions before booking.

Top guest favourite
A bright and airy living area features a brown leather couch and a wooden coffee table on a patterned rug. Natural light filters through sheer curtains by a cozy reading chair. The open-plan space includes a kitchen visible in the background, highlighted by modern fixtures.
Cottage in Downingtown
4.97 out of 5 average rating, 355 reviews

The Cottage at Marsh Creek (with hot tub!)

Peaceful, renovated cottage with year-round hot tub less than a mile from Marsh Creek State Park and lake! 1 bedroom (with king size bed!), 1 bathroom The park has hiking, fishing & water sports. Close to great dining, breweries, coffee, & other activities, but far enough from town to feel relaxing & somewhat secluded. Dog friendly! You'll have access to the entire home, including the private patio with string lights & hot tub. Follow us on IG! @thecottageatmarshcreek

Top guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 279 reviews

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Top guest favourite
A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.
Cottage in Frankford
5 out of 5 average rating, 241 reviews

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Top guest favourite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5 out of 5 average rating, 119 reviews

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Top guest favourite
Cottage in Annapolis
4.99 out of 5 average rating, 155 reviews

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

Popular amenities for cottage rentals in Delaware Bay