
Vacation rentals with beach access in Chesapeak Ranch Estates
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Top-rated beach-access accommodations in Chesapeak Ranch Estates
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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!
4.91 out of 5 average rating, 119 reviews
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 --
4.91 out of 5 average rating, 269 reviews
Hot Tub Hideaway by Shark Tooth Shores
With views of the Chesapeake Bay, access to private beaches, a brand new hot tub, air hockey table, kayaks, and being just minutes away from hot spots like Calvert Cliffs and Solomon's Island the Hollow makes for the perfect vacation destination. Enjoy sunrise views through the treetops each morning on the expansive back deck, or use our eco-friendly wood burning stove for autumn and winter nights. Unlike many beach houses, this home is surrounded by trees making it serene. UPDATED PHOTOS SOON
4.85 out of 5 average rating, 101 reviews
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.
4.97 out of 5 average rating, 113 reviews
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.
4.98 out of 5 average rating, 301 reviews
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.
4.95 out of 5 average rating, 146 reviews
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.
4.98 out of 5 average rating, 260 reviews
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.
4.95 out of 5 average rating, 189 reviews
Its always a good day by the water!
Enjoy our private Loft apartment with exclusive beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. You have a private entrance, so come and go as you please! Note: We are a peanut-free and smoke free property. RELAX in our chic, private loft just minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. You will have private access to our amazing beach-- just a 5 minute drive away. Please let us know if you plan to use it!
5.0 out of 5 average rating, 427 reviews
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. 4 kayaks are included FREE for you to enjoy!
4.98 out of 5 average rating, 119 reviews
Historic Rousby Hall, Waterfront, Pool, Beach
Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).
4.99 out of 5 average rating, 178 reviews
Spacious Lake House at the Chesapeake Bay
Our spacious yet cozy lake house, nestled in the woods, has a gorgeous view of the pond and is just a short walk to a pristine beach that straddles the Patuxent River and Chesapeake Bay. With four large bedrooms and four baths, the cabin comfortably sleeps 10 (or more), perfect for a long-weekend getaway or a week at the beach with the extended family. (And you don’t even cross the Bay Bridge!)
4.92 out of 5 average rating, 107 reviewsPopular amenities for Chesapeak Ranch Estates beach-access accommodations
Apartment rentals with beach access

Historic St. Mary's City, MD
4.97 out of 5 average rating, 625 reviews
Serenity Suite on Chesapeake Bay
4.96 out of 5 average rating, 253 reviews
Spacious Beach House Top Floors - Walk Everywhere!
4.85 out of 5 average rating, 117 reviews
Coastal Hideaway near CalvertCliffs • Beach Access
4.93 out of 5 average rating, 15 reviews
Heron Cove
4.98 out of 5 average rating, 63 reviews
The Loft at Flag Harbor
4.89 out of 5 average rating, 19 reviews
Bay Views - Walk to Beach
5.0 out of 5 average rating, 14 reviews
Unique waterviews on St. George Island
New place to stayHouse rentals with beach access

Perfect spot for a Vacay!
4.9 out of 5 average rating, 165 reviews
Cozy Cottage on the Chesapeake Bay
4.92 out of 5 average rating, 199 reviews
Waterview cottage on Chesapeake Bay
4.8 out of 5 average rating, 201 reviews
Waterfront home, private dock
4.97 out of 5 average rating, 110 reviews
The River House, a Wicomico Beach Retreat
4.91 out of 5 average rating, 129 reviews
Old World Cottage/Fabulous Sunsets/Polite Pets OK
4.89 out of 5 average rating, 133 reviews
Private beach retreat in historic St. Mary's City
4.96 out of 5 average rating, 190 reviews
Waterfront 4-BR home w/ hot tub & charging station
4.99 out of 5 average rating, 142 reviewsOther vacation rentals with beach access

Bayfront Walk-Out Beach Home | Sunrise & Fire Pit
4.99 out of 5 average rating, 113 reviews
Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC
4.94 out of 5 average rating, 199 reviews
Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
4.97 out of 5 average rating, 137 reviews
Waterfront Solomons Island art cottage
4.86 out of 5 average rating, 287 reviews
Peaceful Waterfront Retreat on The Bay
4.89 out of 5 average rating, 322 reviews
Waterfront Cottage on the Potomac River
4.99 out of 5 average rating, 218 reviews
Charming Rustic Boathouse right on the Water!
4.78 out of 5 average rating, 118 reviews
Waterfront home with three bedrooms,3 full baths
4.87 out of 5 average rating, 84 reviewsDestinations to explore
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- Rentals with beach access Calvert County
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- Rentals with beach access United States
- Nationals Park
- FedExField
- National Harbor
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Lincoln Park
- Breezy Point Beach & Campground
- United States Naval Academy
- United States Capitol
- Six Flags America
- Mgm National Harbor
- Annapolis City Dock
- Downtown Annapolis Partnership
- Library of Congress
- Gallaudet University
- Gerry Boyle Park
- Ingleside Vineyards
- Old Town Waterfront
- Navy–Marine Corps Memorial Stadium
- Quiet Waters Park
- Audi Field
- Calvert Marine Museum
- Salisbury Zoo
- Westfield





