Apartment vacation rentals in Dorchester County

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Top-rated apartment rentals in Dorchester County

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Guest favorite
A cozy living area features a dark leather sofa and two blue chairs arranged around a round coffee table. Soft lighting is provided by stylish lamps on both ends. Framed artwork lines the walls, and natural light streams through the curtains.
Apartment in Cambridge
4.9 out of 5 average rating, 144 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”.

Guest favorite
A bright dining area features a wooden table surrounded by four chairs, illuminated by natural light from the sliding glass doors. A cozy armchair with a soft throw blanket is present, with a clock and decorative art pieces on the walls, creating a welcoming atmosphere.
Apartment in Church Creek
4.96 out of 5 average rating, 427 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.

Guest favorite
A spacious wooden dining table is centrally positioned, adorned with a vase of fresh flowers. The kitchen area is visible in the background, featuring cabinetry and modern appliances. Exposed beams add character to the ceiling, enhancing the open feel of the loft.
Apartment in Cambridge
5 out of 5 average rating, 7 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.

Top guest favorite
Two white Adirondack chairs and a small table are positioned on a wooden deck extending over the water. String lights hang above, illuminating the space with a soft glow. The calm water and distant piers are visible under a clear blue sky.
Apartment in Cambridge
4.98 out of 5 average rating, 51 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.

Top guest favorite
The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.
Apartment in Lexington Park
4.97 out of 5 average rating, 591 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.

Top guest favorite
A serene view of the St. Mary's River is framed by a white awning. Calm waters reflect the clear blue sky and a single sailboat is visible in the distance. Lush greenery lines the far shore, enhancing the peaceful atmosphere.
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!

Top guest favorite
A serene scene along the Choptank River features a wooden deck leading to a dock, with several boat slips visible in the distance. A sculpture of a heron stands amidst a landscaped area, complemented by a bench nestled under a tree, providing a tranquil waterfront view.
Apartment in Cambridge
4.98 out of 5 average rating, 209 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
A wooden sign carved in the shape of a cloud displays the name "Gilly's Getaway" in bright blue lettering. An arrow painted in green indicates the direction to the entrance. A pot of yellow flowers is placed nearby, adding a welcoming touch to the outdoor space.
Apartment in Lusby
5 out of 5 average rating, 8 reviews

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!

The living area features two comfortable sofas flanking a central coffee table, set against a backdrop of large windows. A flat-screen TV is mounted on the wall. Light-colored curtains allow natural light to fill the space, highlighting the wooden floor and decorative area rug.
Apartment in Cambridge
4.5 out of 5 average rating, 8 reviews

Cambridge Apt in Walkable Neighborhood

Waterfront Setting | Close to Local Eats Explore the quiet side of the Chesapeake Bay with your closest travel buddy at this 1-bedroom, 1-bath vacation rental apartment in Cambridge, Maryland! Spend your days stepping back in time at the area's museums and historical sites, or book a boat tour and set sail on the Choptank River. After fun-filled days of exploration, head back to unwind in the comfort of this cozy abode. Book today!

Superhost
The living area features a green sofa adorned with yellow pillows beside a brown sofa. A small wooden table sits in front of the sofas, complemented by a decorative plant and framed artwork hanging on the brick wall.
Apartment in Lusby
4.61 out of 5 average rating, 105 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.

Guest favorite
A cozy seating area is showcased with a tan leather couch, accompanied by a light green throw. A wooden coffee table displays decorative items, while an accent lamp provides soft lighting. Soft textures are complemented by neutral-colored walls and a piece of landscape artwork.
Apartment in Park Hall
5 out of 5 average rating, 10 reviews

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.

Guest favorite
A spacious, two-story white house features a wraparound porch and a round entrance. Large windows allow natural light to fill the interior. A well-maintained lawn with scattered leaves highlights the seasonal changes, while mature trees provide shade along the property line.
Apartment in Cambridge
4.85 out of 5 average rating, 20 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.

Popular amenities for Dorchester County apartment rentals