
Holiday houses in Essex
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Essex

Total holiday rentals
Explore 50 holiday rentals in Essex

Nightly prices starting at
Essex holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Essex holiday 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 holiday rentals in Essex
Guests agree: these stays are highly rated for location, cleanliness and more.

Waterfront Villa with HotTub/Gameroom/Theater room
Bring the whole family to this cozy place with lots of room for fun. Waterfront Villa with jaw dropping views. Soak in our 65 jet hot tub to relax and get that aqua massage or quality time around firepit. Great group movie night on our 100 inch theater screen, game night and 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.

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.

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.

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

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.

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.

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!

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.

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.

Luxury Fells Home w/Hot Tub, Poker Room, & Parking
Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!

Waterfront Oasis for Families/Remote Work
Your family will be wowed to see this waterfront home with 2 balconies, 2 king beds, Smart TVs, 4 bedrooms and an office+sofabed. Indulge in boating, jet skiing at a 5-min drive! Day trips to Baltimore, DC, Philly. This home is ideal for reunions, long stays, remote work. Beds/sofabeds for the first 11 guests; Air mattresses provided only if the house is reserved for more than 11 guests (extra $). Park 3 cars for free. Elegantly furnished. Perfectly located.

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.
Popular amenities for Essex holiday rentals
Other great holiday rentals in Essex

Waterfront home with dock and kayaks

Cozy Waterfront Cabin Escape

Lovin’ Life | Floating Getaway on Sue Creek

Elegance at Emerald

The Tranquil Abode

Charming 2-Bed Rosedale Retreat

3 Bedroom/2 Bath Cozy Apartment with Large Deck

The Oasis in Overlea 2
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.
Destinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
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- Ocean City Holiday rentals
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- Niagara Falls Holiday rentals
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- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Arlington National Cemetery
- Capital One Arena
- Georgetown Waterfront Park
- Washington Monument
- National Museum of African American History and Culture
- Betterton Beach
- CFG Bank Arena
- National Harbor
- Howard University
- Smithsonian National Zoological Park
- University of Delaware
- Baltimore Convention Center
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Patterson Park





