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Places to stay near Chesapeake Beach Water Park

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Top-rated holiday rentals near Chesapeake Beach Water Park

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Guest favourite
A charming cottage exterior showcases a well-maintained garden with colorful flowers lining the pathway. The front porch features a welcoming entrance, while large windows provide ample natural light. A white picket fence frames the lush greenery that surrounds the home.
Cottage in North Beach
4.91 out of 5 average rating, 118 reviews

Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

Guest favourite
A comfortable living area features a plush blue sofa with pink accent pillows, complemented by a round mirror. Decorative plants add a touch of greenery. A light wooden coffee table supports a floral arrangement, while two poufs create additional seating in a welcoming space.
Townhouse in North Beach
4.96 out of 5 average rating, 225 reviews

Walk to Beach! King Bed & Free Beach Passes

Welcome to Bay Haven at A Haven Away! Relax in a fully-equipped, plant-filled oasis with a king bed primary suite that our guests love. Its prime location is in walking distance to the beach, restaurants, fresh seafood, and wetlands. We’ll share our beach passes and lots of local recommendations so you can enjoy our little slice of heaven. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in cute North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate

Top Guest favourite
A dining area is presented with a modern table surrounded by white chairs, offering a casual atmosphere. Natural light pours in through large windows. A beach-themed artwork depicting a tropical scene enhances the setting, while a coffee bar is conveniently located nearby.
Cottage in North Beach
4.96 out of 5 average rating, 178 reviews

Bell Estates*Brand New*Bay View*Corner Cottage*

Bell Estates is a newly built corner lot across the street from the bay with peek-a-boo views of the water from Master bedroom & front yard. Located in the heart of North Beach in the exclusive Holland Point neighborhood, our home provides a cozy get-a-way for a family looking to escape the hustle and bustle of life. Home is 2 minutes away from Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

Top Guest favourite
The image displays a one-room apartment featuring a king bed, kitchen area, and dining table. Soft lighting enhances the modern décor, with decorative rugs and artwork adorning the walls. A window allows natural light to brighten the space, creating a functional and inviting atmosphere.
Apartment in North Beach
4.97 out of 5 average rating, 144 reviews

Bayside Oasis of Southern Maryland

1 1/2 blocks from the beautiful Chesapeake Bay. Walk to boardwalk, restaurants and shopping. Beach opens, with some restrictions, May 28, 2021. Free beach pass provided. Quiet friendly town where everyone knows your name. King bed, private bath with shower (no tub). Free WiFi, private off street parking, 45” TCL-Roku TV, Echo Dot, Keurig w/pods for coffee and tea, full kitchen (no dishwasher), beach chairs, beach towels, dishes, flatware, pots pans. Chesapeake Beach is 1-mile south on Rt 262.

Guest favourite
A charming white cottage presents a welcoming facade, featuring a covered porch with two light blue chairs and a small table. A well-maintained lawn with green grass and a landscaped border is visible, while a white picket fence enhances the front yard.
Cottage in North Beach
4.95 out of 5 average rating, 172 reviews

Club Carp North Beach - Steps to the Bay!

Calendar open for bookings in April 2025! Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with 3 bedrooms and 2 full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced side yard with swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars.

Top Guest favourite
A modern houseboat is anchored at the dock, featuring a covered deck with two lounge chairs. Large windows offer views of the waterfront and allow natural light into the interior. The structure sits on wooden stilts above calm waters, showcasing a serene boating environment.
Houseboat in Kent Narrows
4.97 out of 5 average rating, 179 reviews

Cass-N-Reel Luxury Houseboat

Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

Top Guest favourite
A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.
Home in North Beach
5 out of 5 average rating, 164 reviews

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**

Top Guest favourite
A bright sun porch features a round glass dining table surrounded by four light-colored chairs. Large windows provide views of the waterfront, allowing natural light to fill the space. A cozy seating area is visible in the background, offering a serene atmosphere.
Home in Leonardtown
5 out of 5 average rating, 144 reviews

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Guest favourite
The image depicts the private entrance of a garden apartment, featuring a staircase leading down to the entrance. Potted plants line the railing, while sunlit green grass surrounds the area, contributing to a welcoming exterior of the brick building.
Apartment in Washington
4.85 out of 5 average rating, 143 reviews

Cute and Convenient, 5 mins to Metro

Spacious, private one-bedroom apartment, only 5 minute walk to Metro! Ideal for remote workers, couples, friends, families. Full kitchen comes well-stocked for cooking, plus there are a ton of amazing restaurants & bars just down the block. Right on the Green line means a 15-minute ride to the National Mall, which makes this a great home base for exploring all of DC's free museums, historic monuments, live concerts, and world-class fine dining. Free street parking within half a block.

Top Guest favourite
The exterior entrance of a converted corn crib features natural wood siding and a gabled roof. Large double doors framed by lantern-style lights open into a welcoming space, complemented by potted plants on either side. Lush green trees and a gravel path are visible in the surrounding landscape.
Guesthouse in Easton
4.99 out of 5 average rating, 636 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Guest favourite
The living area features a spacious sectional sofa in neutral tones, accompanied by a glass coffee table. A large mirror enhances the sense of space, while colorful decor items are visible on a nearby bookshelf. Light from recessed lighting creates a bright ambiance.
Apartment in Washington
4.92 out of 5 average rating, 441 reviews

Spacious Modern Bsmt Apt in Historic Neighborhood

Enjoy a retreat in a recntly renovated basement apartment in DC with free street parking and convenient access to all the hustle and bustle of downtown! Amenities include smart lock/alarm allowing for self check-in/out; spacious bedroom with a Duxiana queen bed; living room with comfy couch and smart TV; modern newly renovated bathroom; full kitchen with a coffee maker, kettle, fridge, stove/oven and microwave; and a washer/dryer.

Top Guest favourite
A serene waterfront scene showcases a calm bay under a sky filled with vibrant oranges and blues. A shaded seating area with a table and chairs, complemented by a grill, is positioned beside the rocky shoreline, framed by wooden posts.
Guest suite in Chesapeake Beach
4.96 out of 5 average rating, 121 reviews

Nice Guest Suite at Chesapeake Bay

Take it easy at this unique and tranquil getaway. Come and relax in our modern & comfortable guest suite to enjoy a small-town quiet setting with amazing Chesapeake Bay views. A short drive from Washington DC (45 min), Annapolis (30 Min), or Baltimore (1 hr). Groceries, boardwalks, restaurants are all within walking distance. Enjoy cable TV, high-speed Internet, and strong wifi through Xfinity.

Popular amenities for holiday rentals near Chesapeake Beach Water Park