Vacation rentals in Essex

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Quick stats about vacation rentals in Essex

  • Total vacation rentals

    Explore 50 vacation rentals in Essex

  • Nightly prices starting at

    Essex vacation rentals start at G$8,351 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,570 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

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Essex vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Essex rentals

  • 4.8 Average rating

    Essex stays are highly rated by guests—averaging 4.8 out of 5!

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
Home in Essex
5.0 out of 5 average rating, 37 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

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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
4.95 out of 5 average rating, 78 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.

ValueLocationQuiet

Guest favorite
Home in Essex
5.0 out of 5 average rating, 51 reviews

Waterfront Villa with HotTub/Gameroom/Theater room

Bring the whole family to this cozy place with lots of room for fun. Waterfront Villa with pier & jaw dropping views. Soak in our 65 jet hot tub to relax and get that aqua massage or quality time around firepit. Group movie night on our 100 inch theater screen, game night & enjoy those homemade recipes indoors or outdoors in large fully equipped kitchen or outdoor sitting and dining savoring the view. The huge grill will add to the sizzle of the outdoor experience. Pool table & Multiple games.

LocationFamilyComfort

Top guest favorite
Home in Middle River
5.0 out of 5 average rating, 42 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.

ValueFamilyBathroom

Top guest favorite
Four dark wooden Adirondack chairs are arranged around a circular fire pit on a gravel area. The tranquil waters of Frog Mortar Creek reflect the surrounding trees, while a dock with posts is visible in the background, enhancing the outdoor relaxation space.
Home in Middle River
5.0 out of 5 average rating, 20 reviews

Waterfront Home in Middle River

Welcome to our charming waterfront home, a perfect getaway for families seeking adventure, and relaxation. Nestled along a serene body of water, this cozy retreat offers a ton of fun activities for you, and your family or friends. Enjoy sitting by the fire, fishing off the dock, playing a game of corn hole, or heading inside and playing a board game. If you’re feeling like you want to take a trip down the road, check out Bengies drive in theater. One of the biggest drive in theaters in the US!

LocationValueRiver

Top guest favorite
A calm body of water reflects clear blue skies and wispy clouds, with faint sunbeams glimmering across the surface. A wooden dock stretches into the water, framed by trees and distant houses along the shoreline, providing a serene waterfront atmosphere.
Cabin in Middle River
5.0 out of 5 average rating, 60 reviews

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.

LocationFamilyView

Guest favorite
The living area features a spacious layout with large windows allowing natural light to fill the room. Two patterned armchairs are positioned around a central console with a television. A light fixture hangs from the ceiling, complementing the hardwood flooring and neutral wall colors.
Bungalow in Sparrows Point
4.95 out of 5 average rating, 169 reviews

Boatyard Bungalow, 6 beds; 2 Full Baths-Waterfront

The original schoolhouse for Edgemere that was built in 1898 and converted to a residential home/marina in the 1950s. With over 2,200 sq. ft., it's a perfect environment for wedding venue preparations, family and friend reunions. Please don't exceed maximum number of twelve (12) guests at any one time in the house, during the day; or ten (10) staying the night in the house. Additional Pirate & Mermaid Bath House on property should extra toilets and showers be needed from April-November only.

FamilyLocationGrill

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
5.0 out of 5 average rating, 64 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.

FamilyValueGetting around

Top guest favorite
Home in Dundalk
4.98 out of 5 average rating, 40 reviews

Waterfront home with dock and kayaks

Welcome to your serene escape on the water. This peaceful waterfront home is tucked away in a quiet, friendly neighborhood- perfect for relaxing mornings, sunset views, and unwinding by the shore. Step outside and enjoy direct access to the water, ideal for kayaking, fishing, or simply soaking in the view with your morning coffee. Just a short walk away you will find a local gem of a restaurant offering daily live music, best crushes in town, and delicious food without getting in the car.

FamilyValueKitchen

Superhost
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
4.7 out of 5 average rating, 27 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!

LocationFamilySleep quality

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
4.95 out of 5 average rating, 182 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.

ValueLocationComfort

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, 319 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.

FamilyLocationNearby

Popular amenities for Essex vacation rentals

Frequently Asked Questions

  • 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.

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

    Experience the best of Essex with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • 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.

  • Do apartment rentals in Essex have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning 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 wifi?

    Absolutely! We offer over 20 house 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.