Vacation rentals in Bowleys Quarters

Cottage in Essex

The Little House of Rockaway Beach, Maryland

Unwind at this new home in a quiet, safe neighborhood on the Chesapeake Bay. Designed by the host, the house is decorated with a mix of vintage and new items lovingly chosen to create an eclectic coastal cottage. Four adults (no pets) will sleep comfortably on a queen bed and a sleep sofa w/queen mattress. The clean and modern kitchen is fully equipped. Enjoy water views from the attached deck or walk a short distance to the waterfront where a designated deck offers seating and water sport gear.

Nov 13 – 20

Bungalow in Baltimore

RetroLux Guest Suite 20 min to Downtown Baltimore

Retro-Lux Suite has the feel of a luxurious separate apartment with all the necessities you may need during your stay; from a warm and cozy bedroom, a clean and airy bathroom, to an inviting bright living room/kitchenette combo well stocked for your needs. The icing on the cake is a fantastic zen-like sunroom to enjoy your morning coffee/tea, or a glass of wine in the evening. Best of all, it's on the first floor, easy to get in and out; you can't go wrong staying at this unique guest suite.

Sep 4 – 11

Guest suite in Arnold

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Jul 1 – 8

Camper/RV in Sparrows Point

Cozy Camper, 2010 Brookstone RV

38 foot Fifth Wheel RV located at marina. Fully equipped kitchen, 1 bath and 1 bedroom with comfy King bed. Living space includes dinette with 4 chairs, sofa w/ full size air mattress and two recliners set up in front of a 42" flat screen TV. Heat and air provide the perfect accommodations no matter the weather. Enjoy sitting by the fire pit or explore the Bay on one of our two Kayaks. A stone's throw from Trade Point Atlantic, Key Bridge work site. Just 15-20 minutes to downtown Baltimore.

Jul 15 – 22

Apartment in Baltimore

Cozy Studio Apartment

Cozy little separate entrance studio in the basement of my house. Has a queen size memory foam bed, comfy large couch, bean bag, 73 inch screen tv, 2 seater table, mini fridge, coffee maker, and insta pot. Bathroom stocked with soap & shampoo mini bottles. Quiet hours Sunday-Thursday is 10pm to 7am. Friday & Saturday 12am to 7am. I do have a cat that runs around upstairs and I also play music as well as take zoom calls throughout the day. At night the house is QUIET. No smoking. No parties.

Jun 10 – 17

Guesthouse in White Marsh

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

Apr 20 – 27

Cottage in Glen Burnie

Home away from home

This is a small house with private parking close to Baltimore and Annapolis. I have one queen size Murphy bed, one single pull out couch. It has an updated kitchen, updated bathroom, walk-in closet, Internet and heating and cooling. I also have a pellet stove. my kitchen is fully stocked with dishes, knives, forks, pots and pans. The bathroom has towels and rugs. I tried to add all the amenities to make it as comfortable as home. Look at pet rules under the other things to note section.

Aug 25 – Sep 1

Guest suite in Baltimore

Pristine Suite in the Burbs

Fully renovated and updated in-law suite with private entrance & outdoor space on bottom level of a detached house in the suburbs of Baltimore. The space includes indoor & outdoor dining tables with a new deck, spacious bathroom & bedroom with a brand new king bed & hi-def TV equipped with Netflix, Hulu, Prime & Disney+ (no live tv or cable). There are 2 off-street well-lit parking spaces. LONG-TERM RENTING AVAILABLE - Please message for availability ***No smoking on the property***

Guest suite in Chestertown

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

Sep 13 – 20