Apartment holiday rentals in Queen Anne's County

Find and book unique apartments on Airbnb

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Popular amenities for Queen Anne's County apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Chestertown
4.98 out of 5 average rating, 104 reviews

RIVER WATCH

Eric Rating, 5 stars2 months ago
Comfortable beds, spacious layout, great shower and great scenery
Guest favourite
Flat in Wye Mills
4.76 out of 5 average rating, 63 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

TalleRating, 5 stars5 days ago
What a wonderful place for a peaceful, lakeside getaway. Upon entering the space i immediately wanted to move in! So cozy and spacious with great natural light. I loved watching the sun set beyond the lake. Kevin was a gracious and responsive host. I felt very welcome and cared for. Highly recommend!
Top guest favourite
Flat in Chestertown
4.97 out of 5 average rating, 228 reviews

Private cozy cottage - center of Chestertown .

JenniferRating, 5 stars2 weeks ago
We enjoyed everything about our stay here! Beautifully decorated. Lots of great and thoughtful amenities. The large gardens and grounds are so pretty and our dogs enjoyed exploring everywhere. Great location with easy walking to all the restaurants and shops but still private and secluded. Everyone was friendly and welcoming. I would definitely stay here again and recommend to anyone.
Guest favourite
Flat in Chestertown
4.9 out of 5 average rating, 78 reviews

1-br apt in downtown Chestertown (Unit 1)

SusanRating, 5 stars1 month ago
We found this beautiful place when we needed a dog-friendy rental for our large dog while visiting our son at college. The rental is in a fanatic location, a very short walk to the waterfront and downtown Chestertown and its great shops and restaurants. The rental was immaculate and very comfortable. It had everything we needed. The backyard was more private than we thought and our dog enjoyed playing fetch in the back. The bedding was comfortable and relaxing. The host was very responsive and helpful. Great experience! Thank you!
Guest favourite
Flat in Centreville
4.9 out of 5 average rating, 29 reviews

⋘ Private Wye BranchManorApartment ⋙Private entree

MattRating, 5 stars2 months ago
Clean, peaceful and exactly as described.
Top guest favourite
Flat in Chester
4.97 out of 5 average rating, 262 reviews

Cozy Waterfront Apartment Chester, MD

BrettRating, 5 stars3 months ago
We needed a quiet and private space to relax. Jordan’s space was all of this. We stayed here for a month and hardly ever heard Jordan and her family. Jordan was quick to respond if we had any questions. The bed was very comfortable and the views of the water were nice.
Top guest favourite
Flat in Chestertown
5 out of 5 average rating, 9 reviews

114 High Street Upper Floors Unit Chestertown

ZuleymaRating, 5 stars5 months ago
Katie was an amazing host and communicator! We loved the space and it was exactly as it was shown. The location was unbeatable. Would love to stay here again!
Top guest favourite
Flat in Chestertown
4.98 out of 5 average rating, 87 reviews

Bright, new apartment in the heart of Chestertown

KendraRating, 5 stars1 month ago
Everything about this airbnb was wonderful for our dtay in Chestertown! You can not beat the location- right across the street was a wonderful bakery and we were just a few minutes walk away from numerous restaurants, the farmers market, and the park. We felt very comfortable and even with 2 small kids the appartment was spacious and easy to maintain during our stay. I am hoping we can stay there the next time we are in Chestertown- it was a great apartment and Julie was a great host!

Private apartment rentals

Guest favourite
Flat in Rock Hall
5 out of 5 average rating, 12 reviews

Knot's Landing, spacious Apt. downtown Rock Hall

JeffRating, 5 stars9 months ago
We had a very positive experience. The apartment’s rooms were clean and comfortable, and it always seemed sunny and nice. Most furnishings felt relatively new and fresh, and they even had a baby gate for our toddler. The downtown area is very walkable from the apartment, and there is a nice cafe right across the street. We didn’t require much contact with the hosts, but they promptly responded to the few messages we sent. We’d definitely stay here again when we visit in the future.
Guest favourite
Flat in Wye Mills
4.76 out of 5 average rating, 63 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

TalleRating, 5 stars5 days ago
What a wonderful place for a peaceful, lakeside getaway. Upon entering the space i immediately wanted to move in! So cozy and spacious with great natural light. I loved watching the sun set beyond the lake. Kevin was a gracious and responsive host. I felt very welcome and cared for. Highly recommend!
Top guest favourite
Flat in Rock Hall
4.97 out of 5 average rating, 29 reviews

Traveler Guest Suite - Cinnamon By The Bay

VictoriaRating, 5 stars3 weeks ago
Deborah was a great host! Very communicative and helpful when we had questions. The contactless checkin could not have been easier. The place was super clean and had the things you need to be comfortable. We loved that it was right in town and very walkable to restaurants, grocery store, West Marine and the hardware store. It’s the perfect spot for boat cruisers who have a boat on the hard and can’t live aboard while doing the work.
Top guest favourite
Flat in Chestertown
5 out of 5 average rating, 9 reviews

114 High Street Upper Floors Unit Chestertown

ZuleymaRating, 5 stars5 months ago
Katie was an amazing host and communicator! We loved the space and it was exactly as it was shown. The location was unbeatable. Would love to stay here again!
Flat in Annapolis
4.57 out of 5 average rating, 7 reviews

Harmony Haven

KieraRating, 5 stars2 months ago
First of all they were excellent host. We are very big on hospitality and if we had to grade them on a 1-10 scale I would rate them a 20. Beautiful home made me and my family felt welcomed. If we needed anything or had any questions they instantly responded. Most of all the nice big beautiful hot tub is what I would have to say we enjoyed the most. Being that we’re only a little under a hour away we will be back.
Top guest favourite
Flat in Rock Hall
5 out of 5 average rating, 93 reviews

Inspiration Guest Suite - Cinnamon By The Bay

DavidRating, 5 stars4 months ago
Comfortable, self-contained, with full kitchenette. Hotel-level of cleanliness. Comfortable bed. Short walk to bayside. Short drive to the stunning Eastern Neck Wildlife Refuge, a must see. In winter many of the surrounding shops have limited hours or are closed.
Top guest favourite
Flat in Stevensville
5 out of 5 average rating, 30 reviews

Apartment with Lounge Stevensville, MD

LindaRating, 5 stars5 months ago
Jordan was a delightful host. A lovely place in a quiet neighborhood. Close to the welcome party and wedding we attended.

Destinations to explore