Apartment holiday rentals in Dorchester County

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Top-rated apartment rentals in Dorchester County

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Guest favourite
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.
Flat in Cambridge
4.9 out of 5 average rating, 146 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”.

Top guest favourite
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.
Flat in Church Creek
4.97 out of 5 average rating, 441 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 favourite
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.
Flat in Cambridge
4.92 out of 5 average rating, 13 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 favourite
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.
Flat in Cambridge
4.96 out of 5 average rating, 57 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.

Guest favourite
A spacious blue house features multiple large windows and a welcoming porch. Four chairs are arranged on the front porch, inviting relaxation. A tree provides shade, and a small white picket fence borders the property, enhancing the front yard's greenery.
Flat in Cambridge
5 out of 5 average rating, 13 reviews

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND

This is a beautiful furnished water view one bedroom apartment located just 50 feet from the Choptank River and only a few blocks from 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, WiFi, TV, stereo, and washer/dryer.

Top guest favourite
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.
Flat in Lexington Park
4.97 out of 5 average rating, 610 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 favourite
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.
Flat in Lusby
5 out of 5 average rating, 9 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.
Flat in Cambridge
4.6 out of 5 average rating, 10 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!

Top guest favourite
Flat in Cambridge
5 out of 5 average rating, 7 reviews

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.

Guest favourite
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.
Flat in Park Hall
4.89 out of 5 average rating, 28 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.

Top guest favourite
Flat in Lusby
4.9 out of 5 average rating, 10 reviews

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.

Guest favourite
A cozy sleeping area features a black metal bed frame with a gray quilt and decorative pillows in shades of blue. A bedside lamp stands beside the bed, and a square mirror is mounted on the wall. Light gray walls create a calm atmosphere.
Flat in Lusby
4.93 out of 5 average rating, 152 reviews

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 .

Popular amenities for Dorchester County apartment rentals