Holiday rentals with a patio in Dorchester County

Madison Bay Club House

Bring the whole family to this peaceful place to stay. Located on the water at Madison Bay, just south of Cambridge. The laid back idyllic rural fishing village will make you immediately relax. A bird watchers paradise location with cultural and historical significance close by. A short drive to Blackwater National Wildlife Refuge and the Harriet Tubman birthplace and museum. Bay views from every room. Beautiful sunsets. Your own little beach access to launch your Kayak and your own 190' pier.

Happy Campers Waterfront Suite

Come and experience a relaxing getaway at our Waterfront Suite! Happy Campers is located near the corner of the Choptank River and the Chesapeake Bay, surrounded by acres of farm land. You will enjoy quiet days, whether you choose to lounge on chairs by the water and birdwatch or walk or bike down the lane to explore quiet back roads and beautiful country scenery. A short 15 minute drive into the town of Cambridge offers unique shops and restaurants, sightseeing and nearby Blackwater Refuge.

Sunset Retreat on the Nanticoke

Looking for a true "escape" on the Eastern Shore? This waterfront property has it all. Located just 15 miles from downtown Salisbury, MD, and everyday conveniences, this property is one of a kind! This beautiful house provides the comfort and relaxation you need between all the activities on the property including some of the best fishing on the entire Nanticoke, hiking the 75 acres of woods and waterfront, kayaking or even just enjoying the incredible sunsets as you sit around the firepit.

Pizza Friday

Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet waterfront oasis boasts four-bedroom and two-full baths with large picture windows offering panoramic water views from almost every room. The large updated kitchen features stainless appliances, ample cabinetry, granite countertops, and a breakfast nook. There is a large sunny dock, a pizza oven, kayaks and a canoe to enjoy the water. If you're looking for the perfect weekend getaway, this is it!

Soul Oasis - home on the Chesapeake Bay

You can hear the waves of the Chesapeake Bay from the new trex deck. The beach is a short walk away where you can find fossils and sharks teeth and see plenty of nature. 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! 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.

Relaxing Retreat on the Hudson

Escape to this stunningly renovated 5-bed, 2-bath waterfront retreat on Hudson Creek in Cambridge, MD. Perfect for small-large groups. Relax in the giant living room, cook in the gourmet kitchen, dock your boat at the pier, charge your EV at the garage, and enjoy the serene water views. 20 min from town - peaceful seclusion. The perfect balance of comfort and style for families, friends, or a memorable getaway. Fishing, Crabbing, Hunting, Writing, WFH, Yoga. Pet-friendly.

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

Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

Waterfront & Hot Tub! 4 BR/4 BA - Central Location

Enjoy this large peaceful Waterfront cabin-style home with your whole group! This beautifully updated home is super spacious, has lots of great amenities, and is centrally located for easy access to all that Cambridge has to offer! Huge backyard has an oversized patio with private hot tub, fire pit & beautiful water views! We are located on Hurst Creek off the Choptank River. Hurst Creek is a great calm waterway that can be enjoyed in kayaks or small power boats.

Blackwater Refuge Lodge

Get away from the city and forget your worries in this spacious and serene lodge that borders Blackwater National Wildlife Refuge. Lots of room for family and friends to stay to enjoy 365 degree waterfront views. There is plenty of space for outdoor activities and parking along with the centralized location of visiting local businesses. The property is less than 1 mile from the Harriet Tubman Museum, and 15 minute drive to Hoopers Island or Cambridge, MD.