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Vacation rentals in Essex

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Essex

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

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Guest favorite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 212 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

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, 173 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, 48 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.

Guest favorite
Townhouse in Baltimore
4.94 out of 5 average rating, 101 reviews

City Retreat | Wi-Fi, Multi TVs, Pvt Parking,

- Sunlit family rm with electric built-in fireplace & smart TV - Dining for 6, smart TV, electric fireplace and Multi-lighting options for the mode - Fully-equipped kitchen, coffee bar, knee bar - 2nd Family Rm with Sleeper sofa, prvt bath, books, games, laundry - 2 upstairs bedrooms with ceiling fans, smart TVs - Common full bath with tub & shower - Prvt parking for 2 - Classic front porch seating - Central to plenty of restaurant options We're excited to host you. Book Now or Ask me anything

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, 26 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, 352 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 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, 33 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.

Superhost
A studio apartment is shown, featuring a spacious bed with a patterned duvet in the background. A colorful sofa with decorative cushions is positioned beside a low glass coffee table on a patterned rug. A wall-mounted TV and a standing fan are visible.
Apartment in Baltimore
4.79 out of 5 average rating, 498 reviews

Awesome studio tucked away & Centrally located !

Bayview is very close to Greektown, Little Italy, Fells Point and Canton. Each of these commercial developments are no more than 1-2 miles from Drew Street. Restaurants, the waterfront and shopping districts are all located in each of these developments and provide a wide array of tastes and treats. Therefore, if you are a foodie, like wine/beer, antique shops or like to hear a band or singer every once in a while, you can definitely find something to do and travel via Uber, Lyft or Taxi.

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, 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!

Guest favorite
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, 169 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.

Guest favorite
An inviting living space is highlighted by warm wood flooring and a cozy leather sofa. Framed artwork adorns the walls, while a dining table and green accent piece provide unique touches. Natural light illuminates the area, and a staircase leads to the upper level.
Townhouse in Patterson Park
4.91 out of 5 average rating, 142 reviews

Cozy, Cute and Clean rowhouse w/ 2 Masters!

Welcome to Baltimore! My house has everything you will need for your short or long term visit. It’s walking distance to John's Hopkins hospital, Patterson Park( beauty, tennis courts, basketball courts, good place for running or biking). The house is also very close to Fells Point, Canton ,a $10 Uber to Camden yards and $15 to M&T. I have lots of small kind of useless appliances like a waffle maker and juicer, if you’re into that sort of thing.

Top guest favorite
A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.
Apartment in Essex
4.97 out of 5 average rating, 283 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.

Popular amenities for Essex vacation rentals

When is the best time to visit Essex?

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Avg. priceG$31,158 GYDG$26,976 GYDG$29,904 GYDG$31,576 GYDG$36,595 GYDG$35,759 GYDG$36,595 GYDG$35,341 GYDG$34,295 GYDG$35,131 GYDG$31,158 GYDG$31,158 GYD
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Frequently Asked Questions

  • Do house rentals in Essex have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Essex. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Essex have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Essex. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Essex?

    Essex has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Essex?

    Yes! Work meets play with ease at over 30 vacation rentals in Essex featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Essex?

    Experience the best of Essex with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Essex?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Essex?

    Four-legged friends are welcome in Essex. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Essex have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Essex. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Essex

  • Total vacation rentals

    Explore 40 vacation rentals in Essex

  • Nightly prices starting at

    Essex vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Essex vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Essex rentals

  • 4.9 Average rating

    Essex stays are highly rated by guests—averaging 4.9 out of 5!

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