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Holiday rentals in Essex

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Essex

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 31 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 historic row home showcases an elegant brick facade featuring multiple large windows that illuminate the interior. A welcoming entrance is complemented by light-colored trim. Surrounding trees outline the building, adding to the charming appeal of the neighborhood.
Flat in Baltimore
4.97 out of 5 average rating, 478 reviews

Stunning 1BR Apt. in Historic Row Home w/ Parking

Just steps from Baltimore’s Inner Harbor, Fells Point, Little Italy, and John’s Hopkins Hospital, this fully equipped one bedroom apartment has everything you need! This modern and contemporary unit inside one of Baltimore’s historic row homes (built 1850) features tall ceilings and beautiful floor to ceiling windows. Apartment includes a full kitchen, full bathroom, one bedroom with office space, living room with HD TV and sofa bed, and a washer/dryer in unit. A bike is also available for use!

Top guest favourite
Flat in Baltimore
4.98 out of 5 average rating, 518 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

Top guest favourite
A charming exterior of the Retro-Lux Suite is presented, showcasing a light-colored house with large windows and a welcoming front porch. Colorful flowers in various shades, including pink and yellow, frame the entrance, enhancing the peaceful and inviting atmosphere of the property.
Home in Baltimore
4.95 out of 5 average rating, 217 reviews

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.

Top guest favourite
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, 49 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 favourite
A spacious living area features a large sectional sofa arranged around a central area rug. The open layout includes a kitchen with modern appliances visible in the background. Ambient lighting and ceiling fans enhance the room's comfort and functionality.
Flat in Sparrows Point
4.97 out of 5 average rating, 103 reviews

Safe, quiet neighborhood close to downtown!

Private, clean, spacious studio apartment in a safe, quiet community located on the Chesapeake Bay. Walk out the yard to a walking/bike path leading you to the North Point State Park. Bikes available upon request. *6-14 miles from most major hospitals and great for traveling professionals. *9 miles from Camden yards and M&T Bank to attend sports events. *12 miles from BWI airport. Will decorate for special occasions Free, convenient parking Hot tub

Guest favourite
A wooden dock extends into a body of water, framed by vibrant colors of an evening sunset. Shades of orange, pink, and purple blend across the sky, reflecting on the water's surface, creating a serene atmosphere.
Farm stay in Essex
4.94 out of 5 average rating, 174 reviews

Studio Apartment at historic Walnut Grove

Apartment in the wing of the historic Walnut Grove farmhouse with its own central heating and cooling and spa tub. 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. Close to Baltimore and 5 miles from 95. Local dining, shopping, parks, and golf course, tennis court at the school. No smoking , vaping or pot allowed inside or outside.

Top guest favourite
Flat in Essex
4.97 out of 5 average rating, 302 reviews

A unique place on sue creek

Enjoy your private apartment and deck on the water or come sit down by the waterfront and watch the Ospreys, herons, ducks and the occasional eagle. Fishing off the pier and possible small boat docking available. We are close to Rocky Point golf club, Baltimore yacht club, 20 minutes from Camden Yards and M&T stadium. We are 38 minutes from BWI. You will have private parking in a quiet safe neighborhood. Sorry, no pets allowed.

Top guest favourite
Place to stay in Glen Burnie
4.93 out of 5 average rating, 392 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Guest favourite
The exterior of the waterfront home showcases a spacious wooden deck with a ramp leading to double glass doors. The structure is framed by large windows, and the surrounding greenery adds a natural touch to the entryway.
Home in Essex
4.88 out of 5 average rating, 91 reviews

Waterfront getaway Essex, MD

Take it easy at this unique and tranquil getaway. 2 Bedroom, 1 Bath recently renovated Waterfront home in Essex, MD. Modern and fully equipped Kitchen, dining room, and living room. Cozzy bedrooms, High-speed internet & WIFI, 77” smart TV. Outdoor gas grill. Washer and dryer available. Ample parking space. Over 100 feet of Waterfront will allow you to fish, crab, paddleboard, kayak, and enjoy the waterfront dream.

Top guest favourite
An aerial view captures the waterfront cottage situated on the South River. The property is surrounded by water and greenery, featuring a manicured lawn with a patio area. A private dock is visible, leading from the house to the water, alongside a pool nestled within the landscaping.
Guest house in Annapolis
5 out of 5 average rating, 208 reviews

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

Top guest favourite
A screened-in porch offers comfortable seating with blue cushions on the sofas and a wooden coffee table. Large windows provide views of calm waters and surrounding greenery. A dining table with bright chairs adds a pop of color, complemented by warm ambient lighting from overhead fixtures.
Home in Glen Burnie
4.97 out of 5 average rating, 174 reviews

12 M to Naval Academy | Waterfront Paradise

Discover the perfect blend of tranquility and convenience at our charming waterfront property. Nestled away in a serene setting yet close to all the action, this home offers an ideal escape. Imagine unwinding on the expansive screened-in porch, taking in the peaceful views of calm waters, or dropping a crab pot to catch some of Maryland's renowned Blue Crabs.

Popular amenities for Essex holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Baltimore County
  5. Essex