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

Little Slice of Cambridge. 2 bedroom, pet friendly
You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Waterview cottage on Chesapeake Bay
(The crabs will be running soon, it getting warmer. Great view of the Chesapeake Bay. The Access to the Bay through canal behind the house. Private beach just five minute kayak ride from the house. Bring your own kayaks or rental them from Blackwater Adventures ask for Matt . There floating dock for a kayak launch. Now easy for you to get in and out of your kayak. New picnic table on porch that seat 6 people and two new beds. Two crab traps set for you and also a holding pen on the property.

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.

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.

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Welcome to The Lake House - our freshly updated 3 bedroom, 3 bath cabin on Lake Vista with views of the Patuxent River/Chesapeake Bay from the private pier. Enjoy everything Southern Maryland has to offer all within a 10 minute drive - Calvert Cliffs, Flag Ponds, Solomons Island - hiking, fishing, boating and beaches. Located just 90 minutes outside DC, The Lake House will become your new go-to retreat from the hustle. Come relax and make memories on the water with your family and friends.

Historic St. Mary's City, MD
1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

Chic Loft | Rest and Relax Near Solomon's & Beach
STAY IN or ADVENTURE OUT Relax in a chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons Island & Calvert Cliffs. Enjoy our private, above-garage hideaway with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. Our open-concept space, has a bedroom area, bathroom, workspace, living room & kitchen. SMOKE FREE SCENT FREE PET FREE PEANUT FREE We offer an Air Purifier and use only all natural cleaning products.

Adorable Waterfront Apartment Weekend Getaway
Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Waterfront Barn Loft with Modern Cabin Vibe
Relax in nature for a while in our beautiful and cozy barn loft. The loft is located next to our primary residence on 7 private acres along scenic Rewastico Creek, offering year round beauty. Kayak on, or relax by, the tidal marsh creek which is fed by the Nanticoke River and Chesapeake Bay. Centrally located between popular Eastern Shore destinations such as Atlantic beaches and historic small towns. A serene oasis with abundant wildlife.

Rumbley Cottage on the Tangier Sound-Private Beach
Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Charming Cottage in Tyaskin, MD
Charming New England salt box style cedar sided cottage directly across from Tyaskin Park. The Cottage is larger inside than appears on the exterior due to vaulted ceilings in the living room, kitchen/ dining areas. Beautiful views of the Nanticoke river from the living room, dining area and large deck. Pine flooring in all rooms with the exception of the tile floor bath and carpeted loft.

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
Popular amenities for Dorchester County Accommodation with Beach Access
Apartment rentals with beach access

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND

Coastal Hideaway near CalvertCliffs • Beach Access

Station House East: Upscale Loft in Cambridge, MD

Little Slice of Cambridge. 2 bedroom, pet friendly

Historic St. Mary's City, MD

Adorable Waterfront Apartment Weekend Getaway
Holiday House Rentals with beach access

Starboard on McKeil Point, w/heated pool & hot tub

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

The Oxford House

Waterfront with sweeping bay view & private beach

Madison Bay Club House

Spacious Gorgeous Waterfront Home with Sunset View

Cove Point Cottage with Chesapeake Bay views

Private beach retreat in historic St. Mary's City
Other holiday rentals with beach access

Family Retreat - Private Pool, 4 Bedroom, Fire Pit

5 bedroom waterfront retreat with private dock

Beachfront Chesapeake Bay Retreat

Beautiful Waterfront Getaway on the Choptank River

New, Chic River Bungalow in Historic District

Rodo Beach Cottage - Dog Friendly Private Beach wi

Where the Road meets the Bay

Ye Ole Pirate House
Destinations to explore
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- Rentals with a hot tub Dorchester County
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- Family-friendly rentals Dorchester County
- Rentals with lake access Dorchester County
- Waterfront rentals Dorchester County
- Rentals with beach access Maryland
- Rentals with beach access United States
- Sandy Point State Park
- Six Flags America
- Plantation Lakes Golf and Country Club
- Piney Point Beach
- North Beach Boardwalk/Beach
- Ragged Point Beach
- Quiet Waters Park
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Heritage Shores
- Bayfront Beach
- Sandyland Beach
- Rose Haven Memorial Park
- Flounder Pavilion Beach Front - Sandy Point State Park
- Oxford Beach
- Guard Shore
- Gerry Boyle Park
- St George Island Beach
- Franklin Manor Community Private Park
- Idlewilde Restoration Project
- Brownies Beach
- Lake Presidential Golf Club
- Matapeake Clubhouse and Beach
- Triton Beach




