Apartment holiday rentals in Dorchester County

4.9 out of 5 average rating, 141 reviews

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”.

Apartment in Church Creek

4.96 out of 5 average rating, 426 reviews

Nature's Rest in Church Creek

Nature's Rest is located just minutes from Blackwater Wildlife Refuge, The Harriet Tubman Museum, Blackwater Adventures! Boat ramps are close by for easy access to the Chesapeake Bay and its tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.

5 out of 5 average rating, 5 reviews

Station House East: Upscale Loft in Cambridge, MD

Step into charm and comfort in this beautifully renovated 1-bedroom, 1.5-bath loft condo, nestled in the heart of historic downtown Cambridge, MD. Located in a lovingly restored building, this unique space features vaulted ceilings and original mahogany millwork. The unit is fully stocked with everything you need. Just outside you’ll find the best of Cambridge: restaurants, boutiques, and galleries. Need more space? Ask about booking the adjacent unit to create a 2-bedroom, 2.5-bathroom setup.

4.98 out of 5 average rating, 50 reviews

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.

Apartment in Lexington Park

4.97 out of 5 average rating, 589 reviews

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.

Apartment in Lexington Park

5 out of 5 average rating, 396 reviews

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!

4.98 out of 5 average rating, 207 reviews

Private apt above garage w/ pier and water access

New 2 Bedroom apartment along the picturesque Choptank River. This quiet and spacious 2nd floor Private garage apartment features an open concept with 2 bedrooms, a full kitchen, living room, washer & dryer with optional garage area to store bikes or beach gear. Bike, walk or drive to local restaurants, parks and downtown attractions. Private beach and pier access!!! Close to all of the Ironman festivities and conveniently located to Rt 50. Kayaks on site.

5 out of 5 average rating, 8 reviews

Apartment in Lusby

Gilly’s Getaway!

Welcome to Gilly's Getaway, your home away from home on the premises of a working nonprofit animal sanctuary. This basement apartment has its own private entrance, full kitchen w/dishwasher and laundry and a desk to be used as a workspace, should you need it. We are home to goats, hens, roosters, ducks, geese, turkeys, dogs & cats. Enjoy the animals from a distance, or set up a time to meet the residents! Either way, enjoy your stay!

Superhost

Apartment in Lusby

4.62 out of 5 average rating, 103 reviews

The Grove Studio

A newly renovated studio apartment located in the basement of the home. It has a kitchenette with toaster, microwave, built induction hot plates on the countertop and a refrigerator. The living area has a small sofa couch and. wifi tv. The Bed is cozy and comfortable. The bathroom has all the necessary amenities and a walk-in shower. This is a quiet area of town and you can expect to feel at home during your travels.

5 out of 5 average rating, 10 reviews

Apartment in Park Hall

NEW Renovated Studio near St. Mary's City

Fully renovated bright modern studio conveniently located near St. Mary's City and NAS Patuxent River. Perfect for the business traveler supporting the Naval Air Warfare Center, Patuxent River, or historic enthusiast exploring Maryland's founding capital at St. Mary's City, and anyone with scholarly pursuits at St. Mary's College of Maryland. Clean with all the needed amenities for a peaceful stay.