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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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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, 183 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, 50 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.

Superhost
Townhouse in Baltimore
4.94 out of 5 average rating, 105 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

Top guest favorite
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.
Apartment in Washington Hill
4.98 out of 5 average rating, 414 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 favorite
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.
Apartment in Butchers Hill
4.99 out of 5 average rating, 467 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 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
4.97 out of 5 average rating, 32 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.

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, 202 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
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, 37 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 favorite
A rustic outdoor scene features several alpacas grazing and exploring a spacious area. A weathered barn is visible in the background, surrounded by trees and open land. A black water trough is placed nearby, reflecting the clear blue sky with scattered white clouds.
Farm stay in Bel Air
4.99 out of 5 average rating, 156 reviews

Watch Deer from a Farm Cottage

Farm Animals, Wildlife, Country Living close to all conveniences. Located within 5 minutes of I-95 in Bel Air, Maryland in an upscale neighborhood, within walking distance to Cedar Lane Sports Complex and short drive to Hospitals, Restaurants, Theatres etc. Quaint, freshly cleaned & sanitized interior amenities like Comfort Grande Beds, Egyptian cotton linens, ultra quiet HVAC and other features of a quality home in a modest exterior awaits you in this primitive gentleman's farm setting.

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, 14 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, 171 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 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, 288 reviews

A place unique 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,121 GYDG$26,944 GYDG$29,868 GYDG$31,539 GYDG$36,552 GYDG$35,716 GYDG$36,552 GYDG$35,299 GYDG$34,254 GYDG$35,090 GYDG$31,121 GYDG$31,121 GYD
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Frequently Asked Questions

  • 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 a kitchen, over 20 homes with air conditioning, over 20 homes with free parking, 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 apartment rentals in Essex have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Essex. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Essex have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Essex. Enjoy a tailored experience with all the comforts you desire.

  • 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 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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$6,266 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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