Apartment vacation rentals in Dorchester County

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Dorchester County

Guests agree: these apartments are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Apartment in Cambridge

4.92 out of 5 average rating, 101 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”.

Aug 30 – Sep 6

G$30,189 GYD per night

Apartment in Lusby

5.0 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, workspace and laundry. The second bedroom has a daybed & trundle that can be used as two single beds or one queen. We are home to goats, hens, roosters, ducks, geese, turkeys, dogs, cats & a cockatoo. Enjoy the animals from a distance, or set up a time to meet the residents! Either way, enjoy your stay!

Sep 1 – 8

G$21,764 GYD per night

Guest favorite

Apartment in Lexington Park

4.97 out of 5 average rating, 511 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.

Apr 7 – 14

G$23,719 GYD per night

Guest favorite

Apartment in Hurlock

5.0 out of 5 average rating, 7 reviews

Stairway to Heaven

The is my home not just an Air bnb .My favorite place is still sitting out on the deck looking at the landscape. The place is a simple and suitable for a couple, single traveler or on a business trip. Designed and furnished by me. sleeps up to 2 people, sheets, blankets and linens are included. Kitchen is fully equipped with all major appliances. I do have a dog but she is not allowed on any of the furniture and you won't know she has ever stepped in their Wifi is weak- so be prepared

Jan 18 – 25

G$27,346 GYD per night

Guest favorite

Apartment in Church Creek

4.97 out of 5 average rating, 372 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.

Feb 16 – 23

G$27,405 GYD per night

Guest favorite

Apartment in Lexington Park

5.0 out of 5 average rating, 316 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!

Feb 6 – 13

G$18,357 GYD per night

Guest favorite

Apartment in Cambridge

4.98 out of 5 average rating, 189 reviews

Spacious garage apt w/ access to private pier

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.

Aug 22 – 29

G$50,421 GYD per night

Guest favorite

Apartment in Cambridge

5.0 out of 5 average rating, 9 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.

Jun 21 – 28

G$52,968 GYD per night

Apartment in Cambridge

4.82 out of 5 average rating, 17 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.

Jul 7 – 14

G$28,395 GYD per night

Superhost

Apartment in Trappe

4.78 out of 5 average rating, 9 reviews

The Colorful Cow--

Cozy and quiet apartment located in the small town of Trappe, Maryland. Trappe is centrally located between Easton and Cambridge- perfect for those that work in either towns. We are pet friendly! All included except electric (must put in guests name if stay is more than 30 days) PETS WELCOME with a $300 pet fee

Jul 6 – 13

G$18,652 GYD per night

Apartment in Cambridge

4.6 out of 5 average rating, 15 reviews

Apt located near hunting/fishing/Ironman

Renovated with a country feel. Plenty of natural light in a quiet setting. Close to downtown Cambridge, Blackwater Refuge, Hunting and Fishing and the Harriet Tubman Museum as well as many more Eastern Shore Treasures! Note: prior cancellations by host were due to Covid-19

Aug 25 – Sep 1

G$19,224 GYD per night

Apartment in Lusby

4.63 out of 5 average rating, 64 reviews

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.

Sep 30 – Oct 7

G$15,756 GYD per night