House vacation rentals in Essex

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Top-rated house rentals in Essex

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

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Guest favorite
A spacious rooftop deck features a shaded seating area surrounded by greenery. Comfortable couches provide ample seating, and a glass table holds decorative items and refreshments. The backdrop showcases colorful buildings and autumn foliage.
Home in Canton
4.94 out of 5 average rating, 310 reviews

Luxury Home, Gorgeous Roof Deck (By Marina & Park)

The safest and most central location in Baltimore. This smart townhome is within walking distance to Baltimore’s Best — restaurants, clubs, Fell’s Point, and the Inner Harbor. There are 2 bedrooms with plush queen beds, large wardrobes for your clothing, and 2 full bathrooms. One room has a romantic, four-poster bed with canopy. The other bedroom is fun and sleek, with a 60” flatscreen TV (65” HDTV in the living room). Relax on the spacious rooftop deck with 3 couches and seating for 11 people.

Top guest favorite
A sunroom features a yellow door leading outside, with a comfortable seating area adorned with floral patterns and yellow cushions. Lush greenery hangs from the ceiling and sits on various surfaces, creating a vibrant and fresh environment, illuminated by natural light from the nearby windows.
Home in Baltimore
4.95 out of 5 average rating, 218 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 favorite
A wooden dock extends over calm waters, leading to a charming home surrounded by trees. The house, featuring large windows, is illuminated as dusk approaches. Adirondack chairs are placed along the shoreline, inviting relaxation in the natural setting.
Home in Stevensville
4.99 out of 5 average rating, 139 reviews

Kent Island Waterfront Home with Amazing Sunsets

Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

Top guest favorite
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, 133 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.

Top guest favorite
A bright living space is characterized by light blue walls and hardwood flooring. A brown recliner and a wooden coffee table are present, along with a turquoise entertainment unit housing a television. Natural light fills the room through multiple windows, enhancing the inviting atmosphere.
Home in Chestertown
4.97 out of 5 average rating, 117 reviews

2 Beds, 2.5 Baths - Perfect Downtown Location

Charming and inviting, this beautifully updated home in historic Chestertown offers the perfect blend of comfort and location. Featuring 2 bedrooms—each with its own en suite bath—plus an additional half bath on the first floor, it comfortably accommodates up to 4 adults. Enjoy bright, thoughtfully designed living spaces throughout. Just a few blocks from downtown shops, restaurants, and waterfront, and an easy walk to Washington College.

Superhost
A two-story home built into the hillside is framed by lush greenery. A wooden porch, supported by stone pillars, features a railing and an American flag. The exterior showcases a mix of siding and stone, with large front windows allowing natural light into the interior.
Home in Ellicott City
4.82 out of 5 average rating, 144 reviews

Mello-Ray River House

PETS STAY FREE!! At our Historic 3BR, 2BA colonial on Frederick Rd—once the main route from Baltimore to Ellicott City. Built on a foundation dating to the late 1700s, the current structure has stood since 1875. Overlooks the Patapsco River and the B&O Railroad, the first in the nation. Features hardwood floors, modern kitchen, central air, and fenced patio. Walk to shops, parks, and the historic district.

Guest favorite
Home in Baltimore
4.86 out of 5 average rating, 668 reviews

The Belevdere Lodge of Evesham Park

The Belevdere Lodge of Evesham Park is not as pretentious as it sounds. As you walk in, the first floor is filled with cheery colors to greet your party. The living room is comfortable and cozy. The dinning room is great for family dinners or having a meal on the road that's not in a restaurant. The modern kitchen is fully stocked with all the utensils to use to cook a great homemade meal.

Top guest favorite
A screened-in porch provides a serene setting with two wicker chairs facing a small table. Peaceful views of the calm waterfront and surrounding greenery are visible, enhancing the connection with nature.
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.

Top guest favorite
A wooden pier extends into calm water, flanked by tall grasses and greenery. The sky features soft clouds, casting gentle light on the serene scene. Nearby structures are visible along the shoreline, enhancing the tranquil waterfront setting.
Home in Middle River
4.98 out of 5 average rating, 131 reviews

Beautiful, quiet waterfront house. Lots of room!

Quiet retreat with a beautiful waterfront view for the whole family and more. Many fun amenities! Minutes from many great restaurants and a drive-in theater. Thirty minutes to the football or baseball stadiums. Fourty minutes from BWI Airport. Fourteen minutes from White Marsh with shopping and many more restaurants galore.

Guest favorite
A modern living area features a sectional sofa in teal with a mustard throw blanket, paired with wooden furniture. Abstract wall art is displayed on light-colored walls. A dining table with chairs and a stylish light fixture are visible in the background, complemented by a view of the kitchen.
Home in Baltimore
4.96 out of 5 average rating, 216 reviews

Renovated 2BR/2BA Row Home

Come enjoy being located a short distance to all the Baltimore fun. The house includes two spacious rooms, two and a half bathrooms and more. The common spaces are fully renovated showstoppers. Come check it out! The property is protected by a security system and front door camera.

Guest favorite
Home in Dundalk
4.95 out of 5 average rating, 107 reviews

B’more Restful 3 Bedroom 2.5 Bath, Townhouse

Enjoy a quiet, clean, and comfortable stay with easy access from the highway. Our space is well maintained, peaceful, and designed for a restful night’s sleep. Pet and child friendly. Perfect for travelers looking for convenience without sacrificing comfort or calm.

Guest favorite
A view into the home showcases an open layout with rich hardwood floors. A wooden dining table with four chairs is positioned centrally. A green plant adds a touch of nature near the wall. The kitchen and additional areas are visible in the background.
Home in Sparrows Point
4.75 out of 5 average rating, 110 reviews

Bohemian by the Bay

A traditional shore home conveniently located near Baltimore. Our place is perfect for those seeking to escape the city or for out-of-town guests looking for something unique. The house has great art on the walls, a small collection of books, but no TV.

Popular amenities for Essex house rentals

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  5. Essex
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