Apartment vacation rentals in Dorchester County

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Top-rated apartment rentals in Dorchester County

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Guest favorite

Rental unit in Cambridge

4.92 out of 5 average rating, 119 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

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”.

Guest favorite

Rental unit in Cambridge

4.95 out of 5 average rating, 21 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 take a bike ride down the lane to explore quiet back roads and beautiful country scenery. A short 15 minute drive into the town of Cambridge offers unique boutiques and restaurants, sightseeing and Sailwinds Park.

Guest favorite

Rental unit in Lexington Park

4.97 out of 5 average rating, 545 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.

Guest favorite

Rental unit in Church Creek

4.97 out of 5 average rating, 403 reviews

Church Creek Natures' Rest

Nature's Rest is ideally located, just minutes to Blackwater Wildlife Refuge The Harriet Tubman Museum, as well as boat ramps for easy access to the Chesapeake Bay and it's 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.

Guest favorite

Rental unit in Lexington Park

5 out of 5 average rating, 352 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!

Guest favorite

Rental unit in Cambridge

4.98 out of 5 average rating, 203 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.

Guest favorite

Rental unit in Cambridge

5 out of 5 average rating, 11 reviews

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND

This is a beautiful furnished water view one bedroom apartment located just a few blocks from Long Wharf and the Cambridge Yacht Club. This is the perfect location for visiting professionals, vacation escapes from the Baltimore/Washington area and for sports events like the Ironman. It has great views of the Choptank from almost every room. It is tastefully furnished with antiques, has a private deck with water view, has CAC and washer/dryer.

Rental unit in Lusby

5 out of 5 average rating, 4 reviews

Welcome to 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, laundry & workspace. We are home to goats, hens, roosters, ducks, geese, turkeys, dogs, cats & a house rooster (he doesn’t crow). Enjoy the animals from a distance, or set up a time to meet the residents! Either way, enjoy your stay!

Rental unit in Lusby

4.61 out of 5 average rating, 100 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.

Rental unit in Cambridge

4.83 out of 5 average rating, 18 reviews

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.