Holiday rentals in Bowleys Quarters

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Top-rated holiday rentals in Bowleys Quarters

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Top guest favourite
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 favourite
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 favourite
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 favourite
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.

Top guest favourite
The historic building features a distinctive red brick façade, complemented by large windows and decorative trim. Lush green trees provide shade in front, while parked vehicles line the street, enhancing the inviting urban atmosphere.
Flat in Butchers Hill
4.98 out of 5 average rating, 457 reviews

Butchershill- Clean, Fireplace, King Bed, Parking!

My name is John S Marsiglia. Always clean, very comfortable new King Mattress, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" 4K smart TV, streaming only, Free Netflix, Prime,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, modern beautiful bathroom, dual shower heads&seats, private full size W&D

Guest favourite
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.
Flat 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 favourite
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

Top guest favourite
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.

Guest favourite
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, 12 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!

Top guest favourite
The living room features a high, wooden ceiling with large windows allowing natural light to fill the space. A comfortable arrangement of sofas and chairs offers ample seating, complemented by a stylish area rug. A modern fireplace adds warmth to the inviting design.
Home in Perry Hall
4.99 out of 5 average rating, 118 reviews

Gunpowder Retreat

Unwind and relax with friends & family at this peaceful mid-century modern home. Nestled along the Gunpowder Falls State Park you can enjoy long summer days lounging in the pool under a canopy of trees or take an adventure along the hiking trails easily accessible from the back yard. Although there is no reason to leave this oasis, shopping and restaurants are only a five-minute drive away. Enjoy the beauty of nature without giving up modern comforts in this 4 bedroom, 3 bath home.

Guest favourite
A well-equipped kitchenette is visible, featuring modern appliances, including a microwave and refrigerator, alongside ample storage and countertop space. A small dining area with a round white table and pink chairs is situated nearby, enhancing the inviting layout of the space.
Guest suite in Towson
4.92 out of 5 average rating, 149 reviews

Cozy Suite in Towson l Free Parking + Laundry

Welcome to your stylish, sun-filled, private basement apartment in Towson, MD! Unwind in a queen-sized bed, enjoy a spa-like rain shower, and cook meals in the fully equipped kitchenette with a microwave, Keurig, air fryer, and portable cooktop. Stream your favorite shows on the 43" Smart TV or work remotely with high-speed WiFi. Guests enjoy free street parking, private entrance, and a shared washer/dryer on-site, making it easy to settle in and feel right at home.

Top guest favourite
A bright and inviting basement suite features a queen bed with green and white striped bedding. A cozy sofa is positioned next to a staircase leading to the upper level. A small microwave is visible on a shelf nearby, adding to the functionality of the space.
Townhouse in Baltimore
5 out of 5 average rating, 22 reviews

Private basement and entrance

Relax in this peaceful SUITE. The renovated basement SUITE has a private entrance and long-term stay facilities, including a free in-unit washer and dryer, refrigerator, and stove. Convenience stores are just a minute's walk away in a walkable neighborhood We are proud to provide 5-star services for our guests, ensuring they have the best time during their stay with us. Please note that: ==> ***We do not accommodate reservations for someone else*** <==

Popular amenities for Bowleys Quarters holiday rentals