Wohnungen als Ferienunterkünfte in Kent County

1-br apt in downtown Chestertown (Unit 1)

Note: Beginning Oct. 4, 2023, we have eliminated all booking fees and cleaning fees. The price you see is the price you get. 1-bedroom newly-renovated apartment located in a 5-unit apartment building near downtown Chestertown, MD. Unit 1 is located two blocks from High Street (think Evergrain Bakery!) and about four blocks from the Chester River. Enjoy a shared front porch with the other long-term tenants, or use the private back porch to sit and read the newspaper or enjoy the outside.

Country Living 3 Bed Historic Cottage Apartment

The Elliott House was built in 1854 and served as a general store and in later years a sporting goods & hardware shop. The owners have restored the residence, keeping many original characteristics but making comfortable for 21st century guests with wi-fi, central heat/AC, smart TV’s, & more! Spacious private backyard enclosed by bamboo and foliage. Tastefully appointed with outdoor Amish crafted furnishings. Only 1.5 miles to Betterton Beach and 10 minute drive to historic Chestertown.

Still Waters Suite - Cinnamon By The Bay

Still Waters is a studio suite with a corner view of downtown Rock Hall. It hosts a queen-size bed, fully-equipped kitchen, dining/work table, and private bathroom with bathtub/shower combo. Located upstairs, it hosts a wonderful vantage point of Rock Hall’s festivals. Leisurely walk to boating/fishing charter excursions, restaurants, Ferry Beach, and shopping opportunities. Enjoy stunning sunsets and lively conversation on the community deck located at the rear of the building.

DragonflyPeake Studio

Welcome to our cozy studio that we built for the comfort of our friends, family and Airbnbers. Our DragonflyPeake Studio is a centrally-located place. We are directly across from the Osprey and Haven Harbour Marinas and are in walking distance to the Ferry beach, Muskrat Alley for Breakfast and The Blue Heron for dinner and drinks. We are also a walk to town or bike ride. Enjoy a quiet cozy location with coffee or cocktails on the back deck.

Relax Inn

We welcome you to relax in this comfortable space for two with a plush king sized bed and a private bathroom. Enjoy the high speed internet and 50 inch smart TV. The kitchenette is equipped with a mini fridge, microwave, Keurig and a table for two. A coded entry will open into your private space that is attached to our home but separated by a locked door. We love to offer early check-in and late check-out as our calendar allows.

Unique modern apartment with a view

Modern, stylish and airy 2 bedroom apartment overlooking Main St. in the quaint fishing village of Rock Hall on the Chesapeake Bay. 5 minute or less walk to the water, shops and really nice restaurant options. Fully outfitted w/full kitchen & overlook balcony, too! Please note that taxes, which are separate from Airbnb room charges and service fees, are due upon check-in. Those taxes are 11% lodging and state taxes.

114 High Street First Floor Unit Chestertown

Experience the charm of Chestertown, Maryland by indulging in a stay at our upscale vacation residence. Located just a stone's throw away from the vibrant town center, you'll find a plethora of shops, cafes, and restaurants waiting to be explored. Perfect for a romantic weekend getaway!