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Essex Vacation Rentals

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Vacation Rentals in Essex

Distinguished Apartment Rooftop Deck

3.5 star property
10.0 out of 10, Exceptional, (13)
"We had a great stay! A fantastic building in a very convenient area. "
The price is CA $690
CA $1,020 total
includes taxes & fees
Sep 7 - Sep 8
Distinguished Apartment Rooftop Deck

1-BD Home near Stadiums Free Parking

3.0 star property
8.4 out of 10, Very good, (5)
"Great property. Loved coziness and location. Will book again in the future. Wish I could’ve had a broom available to clean better after myself. "
The price is CA $121
CA $175 total
includes taxes & fees
Sep 8 - Sep 9
1-BD Home near Stadiums Free Parking

Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

10.0 out of 10, Exceptional, (2)
"Great location .. we walked to Camden Yards, coffee and lunch in Federal Hill and to inner Harbor. Nice street parking w your permits and very quiet. Would stay again for sure!"
The price is CA $259
CA $431 total
includes taxes & fees
Sep 8 - Sep 9
Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

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

10.0 out of 10, Exceptional, (34)
"We had 14 family members join us to celebrate my son’s graduation from the Naval Academy. The house is clean, the rooms were great, the property was beautiful, and it was close to USNA. Our family loved the open concept. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Cozy Modern Micro Apt in the Heart of Fells Point!

9.2 out of 10, Wonderful, (25)
"It was a very nice place, comfortable enjoyed our stay."
The price is CA $143
CA $339 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy 2 Bedroom in Charles Village: Midnight Manor

10.0 out of 10, Exceptional, (3)
"It was really nice & clean. Owner was easy to get in touch with & helpful"
The price is CA $193
CA $303 total
includes taxes & fees
Sep 9 - Sep 10
Cozy 2 Bedroom in Charles Village: Midnight Manor

Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

9.8 out of 10, Exceptional, (64)
"Awesome place!"
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat

Charming 2-bedroom townhome in Baltimore with WiFi, AC

10.0 out of 10, Exceptional, (4)
"Had an amazing stay "
Charming 2-bedroom townhome in Baltimore with WiFi, AC

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (192)
"We all had wonderful stay at Love point! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups

Rooftop Deck Escape! Free Parking!

8.4 out of 10, Very good, (31)
"Fun family stay"
The price is CA $148
CA $408 total
includes taxes & fees
Sep 7 - Sep 8
Rooftop Deck Escape! Free Parking!

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (47)
"Wonderful quiet night in Rock Hall. Quick walk to Blue Heron Oyster for dinner. "
The price is CA $276
CA $412 total
includes taxes & fees
Sep 9 - Sep 10
BAYSIDE BUNGALOW

Large 2 bedroom house with private parking in a nice neighborhood

9.4 out of 10, Exceptional, (28)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
The price is CA $214
CA $493 total
includes taxes & fees
Oct 1 - Oct 2
Large 2 bedroom house with private parking in a nice neighborhood

Downtown Loft & Close to EVERYTHING!

6.8 out of 10, (6)
"Nice place, but not for the older people like us. Central location to everything the harbor, bars and shopping."
Downtown Loft & Close to EVERYTHING!

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (79)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is CA $372
CA $683 total
includes taxes & fees
Sep 9 - Sep 10
Waterfront Oasis of Annapolis Star

Entire Unit-5min to M&TBank Camden Yards

3.0 star property
4.0 out of 10, (1)
"Not enough characters to submitt what I really wanna say. But will not refer to any1. ONLY GOOD THING IS THAT IT WAS CLOSE TO WERE WE ACTUALLY NEEDED TO BE"
The price is CA $348
CA $575 total
includes taxes & fees
Sep 8 - Sep 9
Entire Unit-5min to M&TBank Camden Yards

Waterfront Oasis w/ Private Dock, 3BR/2BA

9.4 out of 10, Exceptional, (35)
"Was a good time. Great location Beautiful sunset across the water. Thanks Jeremy "
Waterfront Oasis w/ Private Dock, 3BR/2BA

Luxury Waterfront Executive Family Home Annapolis with All Amenities

10.0 out of 10, Exceptional, (2)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
Luxury Waterfront Executive Family Home Annapolis with All Amenities

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

10.0 out of 10, Exceptional, (231)
"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Orioles, Ravens, Baltimore Inner Harbor, Towson

8.8 out of 10, Excellent, (9)
"very comfortable home, extra plus with an xbox included!"
Orioles, Ravens, Baltimore Inner Harbor, Towson

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

10.0 out of 10, Exceptional, (13)
"A very well maintained and comfy apartment that is just a short walk to the heart of Rock Hall. My family especially enjoyed the large private backyard. Rick made sure we had everything we needed."
The price is CA $171
CA $404 total
includes taxes & fees
Sep 7 - Sep 8
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
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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Top Essex Hotel Reviews

Find out more about Essex

Find out more about Essex

Everything you need to know about Essex vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Essex vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Essex vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Essex vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Essex. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Essex vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Essex vacation rentals we have selected for you start as low as CA $121 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Essex rentals

At Expedia, we put the best Essex vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Essex rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Essex vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Essex. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Essex?

Yes, we have vacation rentals where you'll be only 7.3 mi (11.8 km) from National Aquarium in Baltimore, giving you a secluded option if you'd like a quiet spot to stay. Our travelers 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 vacation rentals in Essex?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This vacation home rental near Essex offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Essex?

Expedia has 3 vacation rentals for your stay in Essex.

What can I see and do in Essex?

Rocky Point Park and Beach and Sue Island are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like Baltimore Cruise Terminal and National Aquarium in Baltimore in the larger area.

What are vacation rentals like in Essex?

Vacation rentals are private properties you can reserve for a short or long stay in Essex. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families.