Holiday rentals in Bowleys Quarters

4.88 out of 5 average rating, 237 reviews

Home in Timonium

* Beautiful Oasis w/ No Detail Spared

Kick back and relax in this calm, stylish space! No details were spared in the latest renovation to Maura & Pete's Airbnb properties. From the moment you walk in you will be overwhelmed with the tremendous comfort in the living room leading to a kitchen well equipped with your cooking needs. Along the way there is a washer & dryer if needed. Upstairs you will find a gorgeous bathroom right next to a perfectly laid out bedroom w/ plush king bed where you can watch your favorite show on the HD TV!

Guest suite in Joppatowne

4.99 out of 5 average rating, 151 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

5 out of 5 average rating, 43 reviews

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.

5 out of 5 average rating, 17 reviews

Home in Essex

Sue Creek Waterfront Cottage

Kick back & relax on the water in a fully renovated private 2 story home with dedicated pier located on Sue Creek, off Middle River on the Chesapeake Bay! Includes 2 master bedrooms each with a 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 grill, a pier with 2 Kayaks, & a private parking area. Convenient to many water and land establishments! No Pets or smoking!

5 out of 5 average rating, 17 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.

4.99 out of 5 average rating, 409 reviews

Flat in Patterson Park

Butchershill-Private Clean Cozy Fireplace 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

4.83 out of 5 average rating, 6 reviews

Flat in Dundalk

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.

4.95 out of 5 average rating, 21 reviews

The Shore House

Come enjoy all Bowleys Quarters has to offer while staying in this beautiful, newly renovated home within walking distance to Miami Beach County Park. This home offers 3 bedrooms, 2 full bathrooms, a laundry room with washer and dryer, a kitchen out of a chef’s dream, a comfortable living room, a spacious front porch, a large backyard and views of the Chesapeake Bay. You’ll be within walking distance to the beach and will be a five minute drive to a handful of local, waterfront restaurants.

5 out of 5 average rating, 31 reviews

Cabin in Middle River

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.

Campervan/Motorhome in Sparrows Point

4.85 out of 5 average rating, 158 reviews

Cozy Camper, 2010 Brookstone RV - Waterfront

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.

5 out of 5 average rating, 10 reviews

Home in Essex

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.

4.95 out of 5 average rating, 157 reviews

Farm stay in Essex

Studio Apartment at historic Walnut Grove

Apartment in the wing of the historic Walnut Grove farmhouse with its own central heating and cooling. Our farmette has 10 free range hens outside your window, and pets. Beautiful sunsets, bald eagles, osprey, and water fowl viewed from the dock across the street. 12 miles to Baltimore and 5 miles from 95. Local dining, shopping, parks, and golf course, tennis court at the school. Smoke, vape and pot on free property for everyone's enjoyment.

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Other great holiday rentals in Bowleys Quarters

4.93 out of 5 average rating, 14 reviews

Sunlit haven in Middle River.

DianaRating, 5 starstoday

Albert has been very responsive & accommodating. We absolutely enjoyed our stay!

Private room in Perry Hall

4.94 out of 5 average rating, 32 reviews

Simple, cozy, quiet and clean private room.

SaraRating, 5 stars2 weeks ago

My stay was fabulous! It was above and beyond what I visioned or expected! Already planning to go back for more! Feeling so grateful! Thank you, Donnalynn! See you soon!

5 out of 5 average rating, 11 reviews

Townhouse in Nottingham

Weekends in White Marsh

JuliaRating, 5 stars1 week ago

I had a wonderful stay at Austin and Lindsay’s house! The space was clean, cozy, and thoughtfully stocked with everything I needed 💙from extra linens and towels to dishes and kitchen essentials. They really went the extra mile to make sure guests feel at home. Highly recommend this place for anyone looking for a comfortable staycation .

4.86 out of 5 average rating, 7 reviews

Home in Dundalk

Waterfront Villa , 3 bedroom & theater/Game room

ShirisRating, 5 stars4 days ago

"Absolutely loved my stay here! The place was immaculately clean, spacious, and exceeded my expectations with all the amazing amenities. The host was super responsive and made sure we had everything we needed. The living room was beautifully decorated, and the basement game area was a fantastic touch for entertainment. The beds and sheets were so comfy! Communication with the host was seamless and top-notch - 10/10! Would highly recommend and can't wait to visit again. Thanks for the wonderful experience!"

Home in Rock Hall

5 out of 5 average rating, 4 reviews

Chesapeake Bay Retreat W/Breathtaking Views

MichelleRating, 5 stars1 month ago

We had an amazing stay! The house was beautiful, clean, and super comfortable and the views were absolutely breathtaking. Everything was just as described, if not better. Joeanna was a great host and made everything easy. We’d definitely love to come back

4.87 out of 5 average rating, 23 reviews

Private room in Dundalk

Boho Baltimore Getaway

T.Rating, 5 stars2 weeks ago

Haelly and baby Israel were the sweetest! They are both full of life and I loved it. The bed was extremely comfortable and there’s a USB port on the side of the bed which I thought was cool. They are both very pleasant to talk to and share space with. I will definitely be back again if they’ll have me. ❤️

5 out of 5 average rating, 6 reviews

Charming Hideaway By The Water

MichaelRating, 5 stars1 month ago

Beautiful stay. Felt right at home. The hospitality was excellent