Vacation rentals in Bowleys Quarters

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Top-rated vacation rentals in Bowleys Quarters

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Top guest favorite
A spacious lounge area features comfortable seating with a sectional sofa and two dark leather sofas. A modern coffee table sits atop an area rug, and a wall-mounted smart TV is visible. Natural light enters through several windows, contributing to the inviting atmosphere.
Guest suite in Joppatowne
4.99 out of 5 average rating, 177 reviews

Cozy, clean & spacious lower level of a new home

This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking

Top guest favorite
A wide view of the Chesapeake Bay features a vibrant rainbow arching across a cloudy sky. A wooden deck and a thatched-roof area are visible in the foreground, while boats are docked at the piers along the water's edge.
Cottage in Essex
5 out of 5 average rating, 49 reviews

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.

Top guest favorite
A wooden pier extends over calm waters, featuring three light blue adirondack chairs arranged for relaxation. Lush green trees line the shore, and various homes are visible in the background, contributing to a scenic view of the waterway.
Home in Essex
5 out of 5 average rating, 28 reviews

Sue Creek Waterfront Cottage

Kick back & relax on the water in a fully renovated private 2 story home w/ a dedicated pier located on Sue Creek on the Chesapeake Bay! Includes 2 master bedrooms each with a queen size bed and dedicated bathroom with large shower stall. Kitchen & Great room are fully equipped with all amenities for a comfortable stay. Outside includes a large patio with furniture and charcoal grill, a pier w/ 2 Kayaks & private parking area. Convenient to many water & land establishments! No Pets or smokin

Top guest favorite
The image features a spacious outdoor area with a hot tub and a relaxing seating arrangement. Views of the waterfront are visible in the background, framed by lush green trees. A blue hammock is draped nearby, and a basket of towels rests on a small table.
Home in Middle River
5 out of 5 average rating, 28 reviews

Waterfront Paradise on Seneca Creek w/Hot Tub

Welcome to this luxurious waterfront home on Seneca creek with breathtaking views and amazing sunsets! This home features 4 bedrooms and 4 full bathrooms with water views from just about every room in the house. Plenty of outdoor space for relaxing, sitting by the firepit, chilling out in the hammocks, soaking in the hot tub, frolicking in the water or fishing from the private pier. This home is convenient to many activities, but you may never want to leave as it’s a destination all on its own.

Guest favorite
A serene sunset is viewed over calm waters, reflecting warm orange and gold hues. Silhouettes of trees and a boat dock are visible in the foreground, with a few boats gently resting on the still water.
Apartment in Dundalk
4.96 out of 5 average rating, 27 reviews

Waterfront Romantic Studio

Unwind at our private studio getaway-featuring an updated kitchen & bathroom, and cozy sleeping area. Separate entrance for complete privacy. Step out onto the shared deck and take in stunning water views, perfect for your morning coffee or a relaxing evening drink enjoy the waterfront vibe. Make memories around the fire pit or explore nearby state parks with scenic hiking trails and beaches. Whether you’re here for a show, a convention, or just some sightseeing, only 20 minutes from Baltimore.

Top guest favorite
The exterior of a renovated historic church features a striking red door and intricate Gothic-style windows. The building is set against a twilight sky, highlighting the brick facade and architectural details. The surrounding area is paved and there are hints of greenery.
Religious building in Washington Hill
4.96 out of 5 average rating, 357 reviews

Gorgeous Studio Apt. In Historic Chapel w/ Parking

This stunning private studio rivals Baltimore’s top hotels and is packed with premium amenities most Airbnbs don’t offer. Once a mystery church set for demolition, it’s now a fully renovated mid-century modern gem with private access, a fully stocked kitchenette, new hardwood floors, and a luxe stone tile rain shower. Sleep soundly with down feather bedding, enjoy luxury toiletries, a 55” smart TV, and courtyard views through gorgeous French doors—all in a prime location with easy, free parking

Guest favorite
The exterior of the home is framed by a colorful landscape of blooming azaleas in vibrant reds and pinks. A driveway leads up to the house, which is nestled among green trees, providing a serene and inviting ambiance.
Bungalow in Baltimore
4.98 out of 5 average rating, 269 reviews

Cozy Retreat Bungalow 20 min to downtown Baltimore

Welcome home! Whether you are in town for business or leisure, this home will meet your needs at a very competitive price, and we are only 20 minutes from downtown Baltimore. If you're looking for a clean, comfortable, airy, and memorable home for your trip, congratulations, you just found it! No more worries about finding parking, handling the noise from neighbors above or below you, or sharing the house with anybody else. The entire house is all yours to enjoy. You will enjoy your stay here!

Top guest favorite
A calm body of water reflects clear blue skies and wispy clouds, with faint sunbeams glimmering across the surface. A wooden dock stretches into the water, framed by trees and distant houses along the shoreline, providing a serene waterfront atmosphere.
Cabin in Middle River
5 out of 5 average rating, 46 reviews

Cozy Waterfront Cabin Escape

Want to escape the city for a night or week and spend time sitting by the water reflecting and taking it all in, this is the cabin for you. Two (2) bedroom, 1.5 bath shore cabin (600 sqft) that provides the perfect balance of indoor charm with outdoor access and enjoyment. Bring your kayaks and launch them from the dock and explore beautiful Seneca Creek or just sit and relax in the hot tub. High-speed internet makes this a great working location as well with raise/lower desk and 2nd monitor.

Top guest favorite
The wrap-around deck offers a view of the waterfront, where calm waters reflect the sky. Two wicker chairs are positioned along the railing, inviting relaxation. Nearby, a grassy area leads to a shared pier, enhancing the outdoor experience.
Home in Essex
5 out of 5 average rating, 34 reviews

The Waterside Nest

Escape to this serene 3-bedroom, 2-bath waterfront home in Middle River, blending modern coastal design with nature’s tranquility. Enjoy lounging on the deck with stunning beach and water views, fish from the shared pier, or kayak on calm waters. Inside, unwind in the open living area, cook in the chef’s kitchen, and relax in the luxury master suite. With a sandy beach, fire pit, hot tub, and easy access to dining, shopping, and attractions, this retreat is ideal for relaxation and adventure.

Top guest favorite
The bedroom features a queen bed with dark bedding and decorative pillows. A stylish rug overlays the carpet, complementing the room's color scheme. A full-length mirror is positioned against the wall, and a small nightstand with a lamp adds functionality. Natural light enters through a nearby window dressed with blackout curtains.
Home in Nottingham
4.87 out of 5 average rating, 23 reviews

Private 1BR/1BA | Home Comfort & Hotel Perks

Prime Location | Hotel Amenities w+ Home Comfort Less than 5-30 min to shopping, hospitals, BWI, & attractions! This suite blends hotel ease w/ home comfort—perfect for professionals & remote workers. ✔ Work & unwind – Sit-stand desk + Smart TV ✔ Stocked & ready – Coffee, snacks, mini fridge & microwave ✔ Rest well – Queen bed, satin pillows & blackout curtains ✔ Spacious storage – Walk-in closet, drawers, iron & mirror ✔ Self-care & fitness – fitness gear, beauty products & yard accessory

Guest favorite
A houseboat is docked at a marina, featuring a spacious upper deck under a blue canopy. The exterior showcases large windows and a white hull, surrounded by green trees. A wooden dock extends in front, offering easy access to the boat.
Houseboat in Essex
5 out of 5 average rating, 13 reviews

Lovin’ Life | Floating Getaway on Sue Creek

Escape the ordinary & fall in love with life on the water aboard “Lovin’ Life”—a cozy, romantic retreat on our beautifully maintained 2003 Gibson Classic, a unique blend of houseboat & cabin cruiser. Docked on peaceful Sue Creek, this floating hideaway offers a memorable stay filled with relaxation, waterfront views, & fun! Houseboat Charm • Outdoor Fun • Waterfront Dining Steps Away! On-site Charley’s Waterfront Restaurant with indoor & outdoor dining + plenty of TVs for sports fans!

Superhost
A modern living room is presented with a gray sectional sofa and a round coffee table at its center. A 55" TV is mounted on the wall, with a console table beneath it. Natural light filters in through a nearby window, creating a bright ambiance.
Home in Middle River
5 out of 5 average rating, 5 reviews

*Contractor/Temporary Housing Gem* 3BR 2BA

Are you a CONTRACTOR looking for the perfect temporary residence for your team? Have you been DISPLACED while your own home is under construction? Visiting NURSE or MEDICAL professional? Come RELAX and REFRESH in this modern and tasteful townhome carefully curated and designed for mid-term rentals. Enjoy the many large 4k TV's or some private space in the basement, with an XBOX available for free upon request! This fully-stocked townhome is your perfect home away from home!

Popular amenities for Bowleys Quarters vacation rentals