
Family-friendly vacation rentals in Chesapeak Ranch Estates
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Top-rated family-friendly rentals in Chesapeak Ranch Estates
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Our Little Piece of Heaven
Our cozy studio apartment sets on the Patuxent River. With the perfect views of Myrtle Beach, Point Patient and Thomas Johnson Bridge. Relax watching the boats and birds or take a walk along the water for a lovely neighborhood to stroll for 2.5 miles. Your favorite moments may be when you wake to see the sun rise and again to see the orange sky set. Just over the bridge from the popular Solomon's Island which is full of fabulous restaurants, boat rentals, charter fishing and summer concerts.

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!

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.

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.

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.

The Little House on Back Creek
Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

Charming Rustic Boathouse right on the Water!
Welcome to the Boathouse!! By offering kayaks, swimming, crabbing/fishing opportunity, a beautiful ambiance for drinks and dinner straight on the water and having almost any water adventure right at your fingertips, this glamping (glamour-camping) bungalow on the water is perfect for just about anyone with an adventurous nature-loving spirit! We encourage you to eat what you catch! And even bring your own boat and stay in one of our boat slips! Minutes from Solomons Island by Boat or Car!

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!

Good Vibe Villa, Tiny houseboat
This tiny houseboat sits permanently on a boat lift, so you will have the unique experience of being over water without the risk of sea sickness! Located in the heart of quaint Solomons Island, this is a great stay if you love being near the water. Unparalleled views from your private porch. Please note, due to extensive pet damage we have changed this property to strictly no animals. You will be asked to leave if you arrive with a pet.

Cozy Little Cottage
The "Cottage" is a cozy vacation rental that has an open floor plan that allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum featuring live concerts by top name bands.

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

Cove Point Lighthouse Keeper's House- Side B
Listed on the National Register of Historic Places and cared for by the Calvert Marine Museum (CMM), the Cove Point Lighthouse historic site has been lovingly restored and re-purposed so that it can be enjoyed by all. The active lighthouse and keeper's home sit on a seven-acre point of land in one of the narrowest points of the Chesapeake Bay.
Popular amenities for Chesapeak Ranch Estates family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC

Peace Point - Waterfront, Secluded, Home w/hot tub

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

Waterfront 4-BR home w/ hot tub & charging station

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

Cozy & Content River Retreat Beach Hot Tub & Games

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

River Refresh - Waterfront with Spa on Placid Bay
Family- and pet-friendly home rentals

Waterfront, Pool + Beach, Dock + Kayaks, Potomac

Riverfront Chalet Kayak/Canoe, pier, breakfast!

The Glebe

Waterfront on St. Leonard Creek at Fort Hill

Barnyard Retreat

Peaceful Waterfront Retreat on The Bay

Hideaway on the Bay: Waterfront Vintage A Frame

Nature's Rest in Church Creek
Family-friendly home rentals with a pool

Kone Oasis- hot tub, pool, theater/game rm.

True St. Michaels 6 Acre Waterfront w/heated pool

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Luxury Farmette -Private & Secluded-1hr to DC

Coastal Waterfront Escape + Hot Tub & Kayaks

Beach Please! River cottage w/private beach & dock

Inground Pool | Hot Tub | Sauna | Theme Room

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC
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- Rentals with a kayak Chesapeak Ranch Estates
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- Rentals with beach access Chesapeak Ranch Estates
- Waterfront rentals Chesapeak Ranch Estates
- Family-friendly rentals Calvert County
- Family-friendly rentals Maryland
- Family-friendly rentals 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





