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.

Turn of the Century Gracious Living

Beautifully restored, historic, 1st floor apartment in Cambridge, MD is just 2 blocks from the magnificent Choptank River. It is within walking distance to the downtown restaurants, shops and waterfront city parks. You’ll love the high ceilings, beautiful trim and lovely architectural features. This entire first floor apartment with a lovely front porch is ideal for couples, solo adventurers, business travelers, and families (with kids).

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.

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.

A Log Cabin Wilderness Escape

Take it easy at this private, unique log cabin tranquil getaway sanctuary. Come experience our cabin tucked away with an all wood interior loft studio apartment on 100 acres of forest with walking and riding trails. There is an outdoor table and chairs with an umbrella, a grill and small fire pit to enjoy cooking and have a meal outdoors.

Coastal Hideaway near CalvertCliffs • Beach Access

Cozy coastal hideaway perfect for relaxing year-round. Enjoy a private entrance, peaceful setting, and bright coastal décor in a spacious lower-level apartment. Nearby community beaches, a quiet lake, Solomons Island dining, Calvert Cliffs State Park, Flag Ponds Nature Park, and the Chesapeake Bay are all within easy reach.

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.