
Holiday rentals with beach access in Chesapeak Ranch Estates
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Top-rated Accommodation with Beach Access in Chesapeak Ranch Estates
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --
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SoMD Waffle House 1.5 acres of cozy coastal living
Welcome to our Southern MD beach house. This 3 bedroom and 2 bath home is situated on nearly 1.5 acres of property where you can breathe deep and take in the bay breeze. Whether it is visiting one of the Chesapeake Bay beaches only a 3 minute drive from the home, or watching for wildlife in our yard (it is common to see deer, rabbits, birds, etc), life in Calvert County will slow you down and help you take a much needed break from the daily grind. And you don't even have to cross the Bay Bridge!
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Waterfront with sweeping bay view & private beach
Year-round private beach oasis on Chesapeake Bay! Perfect Fall & Winter Escape. An hour from DC beltway & world away. Recharge & relax to the sound of waves & sailboats. Spacious & fully renovated, with modern features, ample outdoor terraces. Enjoy long walks, nature spotting (bald eagles, rays, dolphins), shark tooth collecting. Kayaks provided! Short drive to Solomons Island, and local amenities: restaurants, bars, store, national parks & vineyards. No parties or events. Only relaxing.
BeachWalkabilitySolo travel

Waterfront on St. Leonard Creek at Fort Hill
Waterfront home on St. Leonard Creek w/ private pier for fishing and relaxing, PLUS a small beach area. Close to Solomons, fossil hunting at Calvert Cliffs, the Calvert Marine Museum (and their concerts), and other area attractions. Forget stairs! Our elevator directly connects the parking area to your private floor! Fort Hill is a uniquely quiet and private space with wide-open views of the outdoors. 15ft aluminum jon boat with 5hp outboard PLUS 4 kayaks are included FREE for you to enjoy!
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Gettin to the point. ( Cove Point Beach)
Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.
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Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.
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Cove Point Cottage with Chesapeake Bay views
Welcome to our beach house, just a block from the Cove Point Beach on the Chesapeake Bay. Start your beach day by grabbing the beach wagon from the shed, loading it up with beach chairs, towels, and your cooler. A short stroll takes you to the beach, where you can spend the day searching for shark teeth and shells or swimming in the bay's refreshing waters. After a day in the sun, rinse off in our outdoor shower. Our shady patio provides the perfect spot to relax and enjoy the evening breeze.
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Waterfront Home on the Chesapeake Bay-Pvt Beach
A commanding view of the Chesapeake Bay. Enjoy walking the beach to Calvert Cliffs, bike to parks, art and cultural events. Enjoy the private beach with plenty of fine sand and gentle waves, great for teaching little one's water skills, playing with your canine companion or fishing/crabbing off the beach. You’ll love this waterfront hideaway because of the location, views, and the ambiance. My place is suburb for couples, solo adventurers, business travelers, families, and canine friends.
BeachWalkabilityCleanliness

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Welcome to The Lake House, our updated 3BR/3BA waterfront cabin on Lake Vista with views of the Patuxent River and Chesapeake Bay from the private pier. Enjoy nearby Solomons Island, Calvert Cliffs, Flag Ponds, boating, fishing, hiking, and beaches, all within a short drive. Please note: This home is located in a quiet waterfront community surrounded by neighbors, nature, and wildlife. Sound carries across the water. No parties, events, gatherings, or excessive outdoor noise permitted.
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Designer owned Coastal getaway
Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach just a five minute drive away. Enjoy our private, above-garage hideaway apartment with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance. Come and go as you please!
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Bayfront Walk-Out Beach Home | Sunrise & Fire Pit
Wake up to sunrise views over the Chesapeake Bay in this true walk-out beach home. Step directly from the property onto a sandy, shallow shoreline via short, easy steps. The bayfront beach is ideal for wading, exploring, and spending time together by the water. This modern Panabode log cabin blends rustic charm with clean, contemporary comfort. Relax on the deck, in the hot tub, by the fire pit, or on the sand.
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Cozy Lakeside Studio Retreat.
Cozy basement studio that provides a perfect get away. From beach combing, kayaking, fishing, swimming in the Bay, relaxing on the dock, building a fire in the backyard pit, and corn hole, there’s lots to do. Or simply just relax and enjoy the serene surroundings. Photography package available, message host for details 2 GUESTS ONLY; please check with host regarding children
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Popular amenities for Chesapeak Ranch Estates Accommodation with Beach Access
Apartment rentals with beach access

Heron Cove
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The Loft at Flag Harbor
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Little Slice of Cambridge. 2 bedroom, pet friendly
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Historic St. Mary's City, MD
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Serenity Suite on Chesapeake Bay
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Sail Away To - Beachfront Views & Private Balcony
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Spacious Beach House Top Floors - Walk Everywhere!
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Sonny's Hideaway at the Beach! Walkable Downtown
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Holiday House Rentals with beach access

Osprey's roost: Spring and summer 2026
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Waterfront, Pool + Beach, Dock + Kayaks, Potomac
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Waterfront 4-BR home w/ hot tub & charging station
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Newly Renovated Modern 3 bed 2 bath Water Front
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Spacious Gorgeous Waterfront Home with Sunset View
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Living on Island Time
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Waterfront home, private dock
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Perfect spot for a Vacay!
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Other holiday rentals with beach access

Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC
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Spacious and private waterfront, sleeps 10
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Our Bay House-Your Home Away from Home!
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Charming Rustic Boathouse right on the Water!
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Waterfront home with three bedrooms,3 full baths
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Elk Cottage-Lake Lariat / Private lake access
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Peaceful Waterfront Retreat on The Bay
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Driftwood Haven, Chesapeake Bay views throughout
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- Rentals with a kayak Chesapeak Ranch Estates
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- Rentals with beach access Calvert County
- Rentals with beach access Maryland
- Rentals with beach access United States
- Nationals Park
- District Wharf
- FedExField
- Sandy Point State Park
- The Anthem
- National Harbor
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Lincoln Park
- Six Flags America
- Breezy Point Beach & Campground
- Library of Congress
- United States Capitol
- Mgm National Harbor
- Annapolis City Dock
- United States Naval Academy
- Gerry Boyle Park
- Downtown Annapolis Partnership
- Quiet Waters Park
- Eastern Market
- Ingleside Vineyards
- Gallaudet University
- Navy–Marine Corps Memorial Stadium
- Old Town Waterfront





