Photo by Elizabeth Csanady

Holiday Rentals in Essex

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Holiday Rentals in Essex

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

10.0 out of 10, Exceptional, (16)
"Perfect place for Ravens Game. Walking distance to stadium. Super clean. Nice neighbors. Responsive host. "
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (20)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Luxury 4 bed King Suite! Mins to Towson!

8.4 out of 10, Very good, (9)
"We had a wonderful time with friends and family. The location was great and the home was really nice. Thank you."
The price is €379
includes taxes & fees
8 Dec - 9 Dec
Luxury 4 bed King Suite! Mins to Towson!

2BR Luxury Apartment Rooftop Pool & Gym

9.4 out of 10, Exceptional, (20)
"Overall it was pleasant. There as one little glitch, but it was out of your control. An evaluation due to a kitchen fire on the sixteenth floor. 27 flights of floors was very overwhelming. My 85 year old husband required assistance from the last 5 flights."
2BR Luxury Apartment Rooftop Pool & Gym

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

10.0 out of 10, Exceptional, (22)
"The pictures dont do this rental house justice. It was very clean and wonderfully decorated. The seperate unit was ideal for my daughter and her family. The "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

'At Fells Point' CitySide - 'Tons better than a hotel!'

9.8 out of 10, Exceptional, (175)
"Perfect location"
The price is €199
includes taxes & fees
3 Dec - 4 Dec
'At Fells Point' CitySide - 'Tons better than a hotel!'

Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16

10.0 out of 10, Exceptional, (48)
"The house was beautiful. The location was perfect. The owner was very responsive. 5 couples stayed in the house and we would all love to return. Thank you for everything!!"
Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16

Rooftop Deck Escape! Free Parking!

9.0 out of 10, Wonderful, (23)
"Good location, close to Light Street. House was nice, enjoyed the rooftop deck with fire table. "
The price is €276
includes taxes & fees
2 Dec - 3 Dec
Rooftop Deck Escape! Free Parking!

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (73)
"Perfect for a romantic weekend away!"
Amazing views, short walks to great dining!

'At Fells Point' Courtyard - Your historically restored apartment

9.6 out of 10, Exceptional, (79)
"The place was just as expected, the neighborhood is cute and quiet, the pub next door is great, and the water is a short walk away. Will likely stay here again. "
The price is €234
includes taxes & fees
4 Dec - 5 Dec
'At Fells Point' Courtyard - Your historically restored apartment

Modern Oasis - Close to M&T Stadium, John Hopkins & Downtown

10.0 out of 10, Exceptional, (24)
"It was an amazing time and everything was lovely in the house!"
Modern Oasis - Close to M&T Stadium, John Hopkins & Downtown

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (71)
"We had an amazing time! Beth and Andy are wonderful hosts! We are looking forward to another stay!"
The price is €435
includes taxes & fees
30 Nov - 1 Dec
Waterfront Oasis of Annapolis Star

Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

10.0 out of 10, Exceptional, (80)
"My husband and son really loved their stay at Pat & Ken's VRBO house! They enjoyed going on walks around the neighborhood, visiting the local restaurants, and sitting in the hot tub. It was perfect for our family. Pat & Ken are such gracious hosts, and we will definitely stay here again!"
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

10-minute walk to Johns Hopkins Medical Center. Spacious. Peaceful. Clean.

10.0 out of 10, Exceptional, (1)
"Veey good perfect"
10-minute walk to Johns Hopkins Medical Center. Spacious. Peaceful. Clean.

Luxurious, Inner Harbor Federal Hill Townhome

9.0 out of 10, Wonderful, (18)
"Fantastic location convenient for walking to stadiums, inner harbor, and many restaurants. Owner was friendly and very responsive, and house was just as described. Would definitely consider staying here again!"
The price is €462
includes taxes & fees
2 Dec - 3 Dec
Luxurious, Inner Harbor Federal Hill Townhome

Luxe Houseboat with Epic 360 Views of Baltimore Harbor

9.8 out of 10, Exceptional, (9)
"I took my three daughters on a girls weekend trip and wanted to do something different… This houseboat was perfect! Not only did it have every amenity we could need, but the rooftop was spectacular, the home was modern and efficient, and Brian was an amazing host!"
The price is €530
includes taxes & fees
2 Dec - 3 Dec
Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Freshly renovated 3-story home 1 block from USNA!

10.0 out of 10, Exceptional, (24)
"It was a great place to stay- location, layout and everything else was perfect. Would stay again for sure! "
The price is €658
includes taxes & fees
9 Dec - 10 Dec
Freshly renovated 3-story home 1 block from USNA!

The Heron's Nest at Atlantic Marina

10.0 out of 10, Exceptional, (286)
"We booked this property, along with the other property at the marina for our wedding weekend and WOW - we LOVED our stay. The views from this cute little cottage are phenomenal. We woke up each morning to watch the sunrise. The hosts were extremely accommodating and even helped secure our cake topper that we accidentally left behind in the whirlwind of check-out. This was the perfect spot for our first look as well. I would highly recommend booking this place for a cute romantic stay!"
The Heron's Nest at Atlantic Marina

Luxe Houseboat: Breathtaking Skyline 360 Views

10.0 out of 10, Exceptional, (12)
"Gorgeous floating home - wonderful windows to appreciate the fabulous water views Excellent rooftop space - comfy bed and sleep sofa - beautifully appointed kitchen and bathroom "
The price is €749
includes taxes & fees
2 Dec - 3 Dec
Luxe Houseboat: Breathtaking Skyline 360 Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Essex you may be interested in

Renaissance Baltimore Harborplace Hotel

4.0 star property
8.6 out of 10, Excellent, (2212)
"Clean and close to the Harbor"
The price is €114
includes taxes & fees
19 Dec - 20 Dec
Renaissance Baltimore Harborplace Hotel

Hyatt Place Baltimore Inner Harbor

3.5 star property
8.2 out of 10, Very good, (1767)
"The Location was great Whole Foods was down the block which made grocery shopping a breeze and restaurants walking distance. Only 15 min away from the harbor walking it was amazing. "
The price is €108
includes taxes & fees
16 Dec - 17 Dec
Hyatt Place Baltimore Inner Harbor

Holiday Inn Baltimore BWI Airport, an IHG Hotel

3.0 star property
9.2 out of 10, Wonderful, (1027)
"Natali, who checked me in, was very attentive. She also followed up with via text to make sure the room to my liking. The breakfast was some of the best hotel breakfasts that I have ever had. 10 out of 10"
The price is €103
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Baltimore BWI Airport, an IHG Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Essex?

Yes, there are holiday rentals close to the most popular sights in Essex, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Essex has a good selection of restaurants. Make sure you have time to check out the shopping and seaside during your trip.

What are some of the best holiday rentals that Essex has to offer?

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino: This holiday home rental outside of Essex has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Essex?

Expedia has 3 holiday rentals for your stay in Essex.

What can I see and do in Essex?

While exploring the area, visit family-friendly sights like Port Discovery Childrens Museum, or get outside and enjoy nature at Rocky Point Park and Beach. You’ll find favourite places to visit such as Baltimore Cruise Terminal and Baltimore Inner Harbor Marina in the wider area.

What are holiday rentals like in Essex?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Essex. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.