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House vacation rentals in Essex

Find and book unique houses on Airbnb

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Popular amenities for Essex house rentals

House rentals with a pool

Top guest favorite
A large, clear swimming pool is surrounded by a well-maintained patio. A diving board is positioned at the edge, with a brick wall and lush greenery in the background. Sunlight reflects off the water's surface, enhancing the inviting atmosphere.
Home in Chestertown
5 out of 5 average rating, 23 reviews

Chestertown Watson Family Farm

LukeRating, 5 stars6 days ago
We had a great time. The view is one of the best we have stayed at. The hosts have thought of almost everything you could need or want to do. Our kids wanted to come back just to do more of the activities. The interior is obviously dated but it is thoughtful, functional, and clean. We felt cozy and at home! We will be back!
Superhost
A serene swimming pool is featured in a private outdoor area, surrounded by a stone deck. Two white lounge chairs are positioned nearby, with trees providing a shaded atmosphere. The clear water glistens under a partly cloudy sky, inviting relaxation.
Home in Edgewater
4.91 out of 5 average rating, 147 reviews

House in Edgewater Maryland

CarmenRating, 5 stars4 days ago
It was amazing.The pool is so fun.We had bad weather but we were still a little inside.The location is quiet and beautiful. We will come back for sure. Thank you
Superhost
A spacious exterior of a two-story home is presented, showcasing a brick facade and a covered balcony above the entrance. The driveway is paved, leading to a gravel area, with a fenced yard visible in the background, offering ample outdoor space.
Home in Pasadena
4.87 out of 5 average rating, 61 reviews

Beautiful Home Near Beach and Patapsco River

KristinaRating, 5 stars2 weeks ago
Place was great and large enough to accommodate 2 families (9 total people). We were excited to have a place with a pool but didn’t end up using it because it was a little chilly. Neighborhood was quiet and early morning walks were pleasant. Beds were comfortable too.
Guest favorite
The outdoor scene showcases a fenced-in area with a circular above-ground pool adjacent to a wooden deck. Lush green grass surrounds the pool area, with landscaped flower beds and trees in the background, creating a tranquil and spacious environment.
Home in Rock Hall
4.95 out of 5 average rating, 38 reviews

Rockfish Keeper

Mary JaneRating, 5 stars1 month ago
It was a great stay after a long day roaming around Washington DC and Maryland. The accommodation was clean and nicely decorated with very inspiring words of wisdom providing a cozy and comfortable retreat throughout our stay. Kelly has been very informative and detailed on the instructions to help us on a very smooth check in and check out process. The location was fantastic and quiet neighborhood. Overall, we had a wonderful time and would highly recommend this place to anyone looking for a memorable Airbnb experience!"
Top guest favorite
A clear swimming pool reflects the overcast sky and surrounding buildings. Multiple white lounge chairs are arranged around the pool, accompanied by blue umbrellas offering shade. The pool area is enclosed by a low fence, creating a serene atmosphere for relaxation.
Home in Rock Hall
5 out of 5 average rating, 15 reviews

The Mariner's House

ErinRating, 5 stars1 month ago
Wonderful property with lots of amenities!
Superhost
A heated pool is set by the water's edge, reflecting blue skies and surrounding trees. A wooden deck features picnic tables and a large umbrella, with a private pier visible in the distance along the water. Adirondack chairs invite relaxation.
Home in Edgewater
4.82 out of 5 average rating, 22 reviews

South River Beach Front House

Katherine Rating, 5 stars1 month ago
I stayed here the week of my wedding and it was absolutely perfect! From waking up each morning to have coffee on the dock with my pups and husband, to the beautiful views from each room in the house, we truly had a lovely time and chose the right Airbnb for such a special week in our lives.
Guest favorite
A charming neoclassical farmhouse is observed, set among leafy trees. A wide gravel driveway leads to the welcoming front porch, which features white columns. Lush greenery surrounds the home, enhancing the tranquil setting of the property.
Home in Chester
4.95 out of 5 average rating, 95 reviews

Waterfront Farmhouse Meets Modern Luxury

TrishRating, 5 stars2 weeks ago
The house is beautiful and worked well for our family. The host was very helpful and responded quickly to any questions we had. The grounds are lovely and very peaceful. Pictures don’t do this property justice.
Superhost
A serene outdoor area features four black wooden chairs arranged around a circular fire pit on a gravel surface. Lush green grass surrounds the space, while a white house with red doors is visible in the background, nestled among trees.
Home in Sykesville
4.9 out of 5 average rating, 90 reviews

Casa Blanca—where luxury meets tranquility

JyllianRating, 5 stars1 month ago
My stay at this Airbnb was absolutely wonderful! The space was beautifully decorated, clean, and had all the amenities I could have needed. The hosts were incredibly responsive and helpful from booking to check-out, answering all my questions promptly. I highly recommend this Airbnb to anyone looking for a relaxing and memorable getaway. I will definitely be back, in fact, I'm already exploring availability!

Weekly house rentals

Top guest favorite
A cozy living room features a light-colored sofa paired with a dark armchair and a stylish brown chair. A circular black table sits on a neutral-toned rug, while a large window allows natural light to brighten the space decorated with minimalistic art and plants.
Home in Parkville
5 out of 5 average rating, 12 reviews

A Cute 3 Bedrooms, 2 Baths Rambler

Jo SeldaRating, 5 stars2 weeks ago
To start, Thom was a great host. He has instructions & labels for everything around the house and that itself is so convenient. The home is spacious, & is in very peaceful neighborhood and a great location! I’d recommend and would book again if needed. Not knowing once I booked it was only 6 minutes away from my family who I was visiting. Highly recommend , would definitely book again !
Guest favorite
A welcoming single-story home with a light green exterior and brick accents is seen. The front yard features well-maintained shrubs and a lawn with fallen leaves. Large windows allow natural light to illuminate the interior, and a porch leads to the front door.
Home in Glen Burnie
4.92 out of 5 average rating, 12 reviews

Glen Burnie Hideaway

ScottRating, 5 stars5 days ago
What an amazing experience! This house truly felt like a home. You wouldn't know that it was an Airbnb. It felt like we were staying at a friend's house. The owners were extremely gracious. My wife and I were there for almost two weeks with my elderly parents. I can honestly say that we thoroughly enjoyed our stay and look forward to making this an annual trip back home to MD. Thank you for allowing us to stay in your home.
Guest favorite
A serene view from the balcony showcases the expansive Gunpowder River, framed by leafless trees along the shore. The water reflects a cloudy sky, offering a peaceful atmosphere that blends nature with the home's outdoor living spaces.
Home in Joppatowne
4.95 out of 5 average rating, 40 reviews

Mac's Waterfront Wonder

IsaiahRating, 5 stars3 weeks ago
I’ve been to this location three (3) times now and each time was a pleasure. Communication was great and him allowing a late check out was fantastic (especially with multiple kids, trying to get them ready). I will continue to select this location when we have to come into town for the location, price, communication, and peace of mind knowing exactly what we’ll receive. The only issue with this last stay (and I can only assume it was due to holiday because never happened before) was the trash can being full. I do not suspect this is a regular occurrence as he is very transparent. I’d recommend this place to anyone and again, will be booking multiple times in the future as we will be traveling to MD a lot more.
Guest favorite
A modern kitchen area features a large, speckled granite countertop with seating for four. Stainless steel appliances, including a refrigerator and an oven, are visible in the background, with white cabinetry and a clean, bright design enhancing the space.
Home in Rosedale
5 out of 5 average rating, 7 reviews

Private Entrance Suite Waterview

PatrickRating, 5 stars8 months ago
Place is as advertised.
Guest favorite
A charming two-story home features a blend of brick and siding, complemented by a welcoming porch. Lush greenery and vibrant flower beds surround the entrance, with a pathway leading to the front door. A manicured lawn creates an inviting outdoor space.
Home in Dundalk
4.89 out of 5 average rating, 65 reviews

Spacious Retreat:4-Bedroom Home with Hot Tub/Sauna

TheaRating, 5 stars3 weeks ago
I stayed at Fannie’s place for the long weekend and it was by far one of the best air b&b experience I’ve had yet. The house is beautiful, I love the furniture, and the house smells so good!! Not to mention they had a cute sign by the kitchen with my name welcoming me, and she went above and beyond having goodies for us!! The area is perfect. It’s not far from the main Baltimore area and there’s so many food places in the area that you can walk to and she had great recommendations as well. The backyard was so beautiful with the lights, the hot tub, and the outdoor room with the TV we really enjoyed our time out there. Fannie is extremely communicative with a fast turn around time, cares about her home, and is extremely helpful. I would 10000000% stay here again I love the area check out the Ethiopian cafe too!! Thanks Fannie 😊
Guest favorite
Kayaks in vibrant colors are positioned on grass near the water, with a scenic view of the Chesapeake Bay and docked boats in the background. Lush greenery surrounds the area, contributing to a serene waterfront atmosphere. Buildings and greenery line the opposite shore.
Home in Sparrows Point
4.93 out of 5 average rating, 43 reviews

Chesapeake Bay, Waterfront Home near Baltimore

AlanaRating, 5 stars1 week ago
I had a wonderful weekend stay at Erika's house! The house was nice and comfortable and the location was perfect. We walked to both of the restaurants, which were great, and both had playground areas for kids. We used Erika's kayaks to paddle to Pleasure Island which was the highlight of our trip! I would recommend staying here for a fun stay on the water.
Top guest favorite
A modern living area features large windows offering expansive views of the surrounding greenery. A sectional sofa and a wooden coffee table are arranged on a patterned rug. Natural light floods the space, complemented by a television positioned on the wall.
Home in Rock Hall
5 out of 5 average rating, 39 reviews

Water Views in Rock Hall

JillRating, 5 stars1 week ago
Incredible, serene home with thoughtful design and furnishings. Our family loved the house, which served as a great space to gather over meals, games and stories. The deck on two sides of the house, with great seating, provided a gentle welcome to the nature around with harbor views in the distance. As seasoned Eastern Shore folks, this was an introduction to Rock Hall, which we really enjoyed, especially the refuge. Thanks, Lauren, for your insightful planning and attentive care for the house and your guests.
Guest favorite
A historic stone house features a welcoming front porch with white railings, flanked by lush greenery and blooming flowers. The American flag adds a charming touch. A gently sloping landscape guides the eye towards the two-story structure, surrounded by natural beauty.
Home in Ellicott City
4.97 out of 5 average rating, 60 reviews

Historic Riverside Cottage

GaryRating, 5 stars5 days ago
Fabulous hosts! The place was perfect. We attended a music festival and Christina was so kind to offer up chairs, blankets, coolers, etc. Phenomenal hosts!!! Would recommend to anyone... and will.

Private house rentals

Guest favorite
An open living space is visible, featuring a comfortable sofa and a wooden coffee table. A dining area with black chairs is situated near a well-equipped kitchen, which includes stainless steel appliances. A large window allows natural light to fill the room.
Home in Middle River
4.95 out of 5 average rating, 21 reviews

The Shore House

BalaRating, 5 stars1 month ago
Lauren is an excellent host. The property was wonderful, clean and suit our needs. The perfect top it off was… there were adequate chips, and fritters - just after we drove in the house.👌 I was a bit hungry, and gave me some time to get my essentials for the stay - which, btw…wasn’t too far. It had a nice walk to the small beach, and we thoroughly enjoyed it. Lastly, Lauren was exceptional with our request for a late check out. Thank you. Definitely a 5 star! Will definitely stay at this same place, again. Regards Bala
Guest favorite
A brick exterior of a multi-story building is shown, featuring large windows and a welcoming entrance. The scene includes a tree-lined street with a lamppost and nearby traffic signs, showcasing the urban environment of Baltimore.
Home in Baltimore
4.92 out of 5 average rating, 79 reviews

2bd 2bath Luxury condo in the heart of Baltimore

BrianRating, 5 stars1 week ago
We had a great time. Blanca's place was perfect for what we needed. We were there for a Tiger's/Orioles game and the stadium was right across the street, so it was great! The only issue we had was the keypad not working but she made other accommodations so it was no big deal. We would definitely stay here again!
Guest favorite
A serene waterfront view captures the calm South River, dotted with docks and boats. Lush trees frame the scene, adding to the tranquil setting. The sky is clear with a few clouds, enhancing the natural beauty of this peaceful retreat.
Home in Riva
4.89 out of 5 average rating, 35 reviews

Waterfront Annapolis Getaway!

NicholeRating, 5 stars1 week ago
Beautiful place with a lovely spot on the south river. Loved the views and how the space allowed the views to really shine. Comfortable, clean, would stay again if I come back to the area. Very peaceful and what I was hoping for. (And not far to town/other things either!)
Guest favorite
A spacious deck is furnished with a large dining table set for six, surrounded by comfortable chairs. A lounge chair is positioned for relaxation. Scenic views of the waterfront and trees create a serene atmosphere, enhanced by string lights in the background.
Home in Middle River
4.95 out of 5 average rating, 41 reviews

Waterfront Home with Private Beach, Stunning Views

AbbyRating, 5 stars2 weeks ago
We rented this place for my parents 50th anniversary. The place was amazing and fit 5 families comfortably. The house had everything you could have imagined that you needed and then more. The place was off the beaten path and exactly what we were looking for. It was peaceful and quiet. The amenities including life preservers, kayaks, and paddle boards was awesome. We enjoyed a fire every night. I highly recommend this place!
Top guest favorite
An inviting living area features a blend of textures and colors, including a plush rug, a vibrant green sofa, and orange accent chairs. Large windows provide ample natural light, while a ceiling fan and spiral staircase add to the airy atmosphere. Decorative elements suggest a beach-inspired theme.
Home in Rock Hall
5 out of 5 average rating, 31 reviews

1-Particular Harbor: A Coastal Oasis!

FrannieRating, 5 stars1 week ago
We had an amazing weekend and Gregory’s home was perfect. So clean and well equipped. Gregory thought of everything!! Highly recommend ⭐️⭐️⭐️⭐️⭐️
Guest favorite
The open concept living area showcases a spacious sectional sofa, complemented by a coffee table and area rug. A modern kitchen, featuring a large island with high stools, is equipped with stainless steel appliances and white cabinetry. Natural light filters through multiple windows.
Home in Pasadena
4.93 out of 5 average rating, 44 reviews

3BD3BA in Riviera Beach*Fenced Yard*Pet Friendly*

ToniRating, 5 stars5 days ago
We loved staying here with two dogs, a lab and a golden retriever. We felt right at home the minute we walked in. It was very clean and nicely decorated. We would highly recommend this house.
Guest favorite
An aerial view showcases the stunning Heron House nestled on a waterfront point, surrounded by lush greenery and water. A spacious deck with outdoor seating and dining is visible, along with nearby boats docked along the shoreline under a twilight sky.
Home in Crownsville
4.93 out of 5 average rating, 15 reviews

Welcome to Heron House! Annapolis Waterfront Oasis

HaleyRating, 5 stars6 days ago
We had the best time enjoying Jody and Gail's beautiful home! The views were incredible, it was so peaceful, and the house had every amenity we could have wanted. A highlight was kayaking and swimming in the cove right to the side of the home. We cant wait to come back!
Guest favorite
A charming home is featured with a well-maintained exterior, showcasing large windows and a welcoming entrance. Four wicker chairs are arranged around a fire-pit on the grass, providing a cozy outdoor seating area for gatherings.
Home in Dundalk
4.96 out of 5 average rating, 24 reviews

Bayside Blue Waterfront w Pier

MeredithRating, 5 stars6 months ago
Had a great stay at Tiffany and Jack's, with my adult children. The layout provides easy opportunities for both privacy and group activity. We enjoyed setting the crab traps and paddling their very maneuverable kayaks. The house was fully stocked and very comfortable. The location is super close to several convenient stores and gas stations, and Baltimore is easy to access. I would highly recommend staying at Tiffany and Jack's air bnb.

Quick stats about house rentals in Essex

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ294 before taxes and fees

  • Total number of reviews

    510 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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