Apartment holiday rentals in Dorchester County

Find and book unique apartments on Airbnb

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Popular amenities for Dorchester County apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Trappe
4.75 out of 5 average rating, 8 reviews

ALL INCLUDED- Chic Move in Ready

PeterRating, 5 stars6 months ago
Convenient for working on a boat in Oxford. Less expensive than staying in Oxford.
Top guest favourite
Flat in Cambridge
4.95 out of 5 average rating, 99 reviews

2nd floor studio apartment

DanaRating, 5 stars2 days ago
We had a great stay. Would highly recommend to anyone, especially those doing Ironman races. Full kitchen and plenty of space!
Top guest favourite
Flat in Cambridge
4.98 out of 5 average rating, 202 reviews

Private apt above garage w/ pier and water access

KamranRating, 5 stars8 months ago
We had an amazing stay at this Airbnb during the GFNY cycling event in Cambridge, MD. The property was spotless and located just about a mile from the event site, which made getting to and from the race incredibly easy. The quiet neighborhood and proximity to the water provided a peaceful and relaxing atmosphere—perfect for unwinding before and after the event. The two-bedroom unit was fully stocked with everything we needed, and the beds were extremely comfortable. Jason was incredibly accommodating, even allowing us a late check-out to fit our event schedule, which was a huge help. I would highly recommend this place to anyone visiting the area, whether for an event or just to enjoy a quiet getaway. We’ll definitely stay here again!
Top guest favourite
Flat in Lexington Park
4.97 out of 5 average rating, 568 reviews

Historic St. Mary's City, MD

AnnaRating, 5 stars2 days ago
Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.
Superhost
Flat in Cambridge
4.91 out of 5 average rating, 129 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

JoanRating, 5 stars1 day ago
We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.
Guest favourite
Flat in Lusby
4.93 out of 5 average rating, 134 reviews

Morning Light Apartment

OliviaRating, 5 stars3 weeks ago
Mary's place was everything we could've asked for. It had a well stocked kitchen, comfy bed, and nice shower. She was very communicative and we would love to stay again.
Flat in Eden
4.76 out of 5 average rating, 125 reviews

Eden Farm: Private Studio Minutes from Salisbury

LisaRating, 5 stars6 months ago
Our stay was lovely! The property is quiet and peaceful. The apartment is right above the roosters so we could hear them crow every morning, but it didn't bother us. The parking is a bit of a walk from the apartment, but everything was clearly labeled and easy to find. The kitchen had basic pots and pans, plates and bowls, and utensils. But did not have things like cooking oil, salt/pepper, etc. It didn't hinder our stay, but these are mentioned in the listing, so it was noted. Overall, we enjoyed our stay!
Top guest favourite
Flat in Church Creek
4.97 out of 5 average rating, 415 reviews

Church Creek Natures' Rest

ChristinaRating, 5 stars1 week ago
This place was so clean and comfortable. The deck was very quiet and private. The entire place was very accommodating. The beds were so comfy that it was hard to get motivated in the mornings….lol. The local Rise Up coffee was a special touch. It is one of my favorite places to get coffee when I’m in the Cambridge area. I had two other quest with me and they too agree that the place was delightful. The steps going up to the apartment were a bit difficult for my 77 year old mother but other than that we had a wonderful visit. I would highly recommend Kara’s place. Thank you again!

Family-friendly apartment rentals

Guest favourite
Flat in Cambridge
4.85 out of 5 average rating, 20 reviews

Cozy 3rd Floor Apartment in Historic West End

JudithRating, 5 stars3 months ago
We actually ended up staying at another property of Mary’s because of a boiler issue at the original place. Mary got in touch immediately & offered an upgrade for the price of our original stay. She made sure we got everything we needed, sending over supplies & solving an issue with the tv. A super responsive host and we much appreciated that! The place we ended up at was right on the Choptank River with gorgeous views and even ducks to feed!!! (Mary supplied the duck food!) A great, relaxing stay!!
Top guest favourite
Flat in Cambridge
4.98 out of 5 average rating, 202 reviews

Private apt above garage w/ pier and water access

KamranRating, 5 stars8 months ago
We had an amazing stay at this Airbnb during the GFNY cycling event in Cambridge, MD. The property was spotless and located just about a mile from the event site, which made getting to and from the race incredibly easy. The quiet neighborhood and proximity to the water provided a peaceful and relaxing atmosphere—perfect for unwinding before and after the event. The two-bedroom unit was fully stocked with everything we needed, and the beds were extremely comfortable. Jason was incredibly accommodating, even allowing us a late check-out to fit our event schedule, which was a huge help. I would highly recommend this place to anyone visiting the area, whether for an event or just to enjoy a quiet getaway. We’ll definitely stay here again!
Flat in Cambridge
4.56 out of 5 average rating, 9 reviews

Turn of the Century Gracious Living

RoxanneRating, 5 stars22 months ago
Lovely & comfortable space in a charming town. Mary was so helpful and easy to get a hold of. Great, great find.
Top guest favourite
Flat in Lexington Park
4.97 out of 5 average rating, 568 reviews

Historic St. Mary's City, MD

AnnaRating, 5 stars2 days ago
Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

Destinations to explore