Apartment vacation rentals in Dorchester County

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”.

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.

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.

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.

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.

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!

Pint-Sized on Poplar | Across the Street from RAR

Stylish loft for two, directly across from RAR Brewing in downtown Cambridge. Located above Night Kitchen Coffee Roasters. - Queen bed with premium linens - Nespresso Vertuo with pod selection - Fast WiFi & smart HDTV with streaming - Rain head shower with Element Brooklyn products - In-unit washer & dryer - Full kitchen - Pint-sized full bathroom Steps to RAR Brewing, the Choptank waterfront, and other downtown activities.

Coastal Hideaway near CalvertCliffs • Beach Access

Cozy coastal hideaway perfect for relaxing year-round. Spacious basement apartment with a private entrance, peaceful setting, and bright coastal décor. Enjoy nearby community beaches and a quiet lake for shoreline strolls, sea glass hunting, or birdwatching. Minutes from Solomons Island dining, Calvert Cliffs State Park, and Flag Ponds Nature Park. Ideal for weekend escapes, work trips, or exploring the Chesapeake Bay.

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.

Cozy 3rd Floor Apartment in Historic West End

Freshly updated 1000 sq ft 3rd fl apt with birds eye view of the beautiful Choptank River. Located in the heart of the Historic District you are close to everything in town. Soho-like soaring ceilings... living/dining area, one bedroom, large kitchen & large bath. Full-sized washer/dryer. Cable TV and excellent WI-FI. Light and airy. Perfect for couple or single guest. Sorry no kids or pets.

The Sailboat one bedroom

Newly furbished 1 bedroom apartment, modern and comfortable, ideal for singles or couples. Has a full kitchen with refrigerator, microwave, oven, and stove. Wifi is included with your stay. All the basic necessities you need are included for a nice comfortable stay.

Morning Light Apartment

Lovely 1-bedroom efficiency apartment with queen bed. This rental is close to town center. This apartment is on the ground floor. Please include the number of guests .