Essex Vacation Rentals

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Our top choices for Essex vacation rentals

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
United States
lesia k.
The price is ¥15,544
¥24,939 total
includes taxes & fees
May 4 - May 5
First Floor Studio Apartment in Historic Chestertown

Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD
Bel Air
10.0 out of 10, Exceptional, (2 reviews)
"Check in was quick and easy, property was exactly as I thought it would be and amenities were great."
United States
Joseph N.
The price is ¥8,636
¥17,476 total
includes taxes & fees
May 4 - May 5
Restful Non-Shared Basement Suite In Harford MD

* Lovely Gem w/ Perfect Combo of Flair & Class *

* Lovely Gem w/ Perfect Combo of Flair & Class *
Lutherville-Timonium
9.8 out of 10, Exceptional, (65 reviews)
"This was the perfect home away from home for me and my pup while visiting family in Baltimore. The home itself is very nicely furnished/decorated...stylish yet comfy. The backyard is completely fenced in, so it was perfect for the dog. "
United States
Leslie M.
The price is ¥23,394
¥41,709 total
includes taxes & fees
May 6 - May 7
* Lovely Gem w/ Perfect Combo of Flair & Class *

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (39 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is ¥21,196
¥51,549 total
includes taxes & fees
May 4 - May 5
Large 2 bedroom house with private parking in a nice neighborhood

Luxury Waterfront Home Built for Entertaining!

Luxury Waterfront Home Built for Entertaining!
Abingdon
9.0 out of 10, Wonderful, (9 reviews)
"Excellent communication with host, we had everything we needed"
United States
Kelly W.
The price is ¥125,608
¥190,064 total
includes taxes & fees
May 4 - May 5
Luxury Waterfront Home Built for Entertaining!

4 Mi to Universities: Quaint Parkville Apartment!

4 Mi to Universities: Quaint Parkville Apartment!
3.0 star property
Parkville
The price is ¥37,996
¥86,589 total
includes taxes & fees
May 4 - May 5
4 Mi to Universities: Quaint Parkville Apartment!

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

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (19 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is ¥18,496
¥44,528 total
includes taxes & fees
May 4 - May 5
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
The price is ¥56,524
¥103,636 total
includes taxes & fees
May 4 - May 5
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (27 reviews)
"Clean, loved the sunroom!"
United States
Jamie C.
The price is ¥47,103
¥60,678 total
includes taxes & fees
May 4 - May 5
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
8.0 out of 10, Very Good, (11 reviews)
"It is as advertised. Nothing fancy, but totally worth it. Street parking out front, quite good neighborhood. Quick walk to the stadiums and convention center. And our dog was happy and safe. "
United States
David Scott
The price is ¥13,283
¥18,744 total
includes taxes & fees
May 5 - May 6
Entire House 1BD King Bed near Downtown

The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove
Glen Burnie
9.0 out of 10, Wonderful, (11 reviews)
"THE PERFECT WATERSIDE GETAWAY!!! The Hideaway Spot is a true GEM of a location/property for "
United States
Karen M.
The Hideaway Spot- Waterfront w/ Dock on Long Cove

Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (32 reviews)
"Was a quaint little place to stay. It’s within walking distance to the harbor and Fells point so easy to walk to dining and some attractions. "
United States
Dawn P.
The price is ¥16,251
¥38,900 total
includes taxes & fees
May 6 - May 7
Cozy Modern Micro Apt in the Heart of Fells Point!

High Tide Haven Suite

High Tide Haven Suite
Kent County
10.0 out of 10, Exceptional, (1 review)
"The suite was really nice and extremely clean. Comfy, memory foam bed. Excellent shower with great water pressure. The ambiance in the room is serene and beachy making for a wonderful escape. Absolutely loved their screened in porch and view from the back deck. The hosts were very nice, had great communication and served the most delicious bagels. We left our phone charger there and they promptly called us in time to turn around and get it. Highly recommend this location and will stay there...
United States
Joell V.
The price is ¥22,892
¥28,281 total
includes taxes & fees
May 11 - May 12
High Tide Haven Suite

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Cape Saint Claire
9.8 out of 10, Exceptional, (11 reviews)
"Enjoyed our stay- thank you!"
United States
KateriK
The price is ¥38,310
¥109,184 total
includes taxes & fees
May 4 - May 5
Annapolis Home | Fenced Yard | Pool Table | 10 Guests

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ¥31,402
¥47,599 total
includes taxes & fees
May 4 - May 5
BAYSIDE BUNGALOW

Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
The price is ¥30,774
¥72,853 total
includes taxes & fees
May 6 - May 7
Idyllic Pasadena Retreat With Garden + Hot Tub!

* Gorgeous Loft Style House w/ Luxury, Charm, & Comfort *

* Gorgeous Loft Style House w/ Luxury, Charm, & Comfort *
Lutherville-Timonium
9.8 out of 10, Exceptional, (66 reviews)
"This house was perfect for small to medium groups or families."
United States
Jess C.
The price is ¥50,086
¥82,513 total
includes taxes & fees
May 10 - May 11
* Gorgeous Loft Style House w/ Luxury, Charm, & Comfort *

Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
Greektown
9.6 out of 10, Exceptional, (10 reviews)
"The house was clean and the beds were comfortable. "
United States
Karen B.
The price is ¥21,196
¥35,363 total
includes taxes & fees
May 4 - May 5
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
Severn
9.6 out of 10, Exceptional, (33 reviews)
"The house was great, a real home away from home."
United States
Rafi C.
The price is ¥35,610
¥156,781 total
includes taxes & fees
May 10 - May 11
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.
Annapolis
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is ¥33,109
¥83,029 total
includes taxes & fees
May 4 - May 5
Charming Pet-Friendly Stay - Near Bay & Beaches.
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

Search for holiday rentals in Essex on Expedia! You can easily find your home rentals, villas, holiday apartments in Essex using one of the methods below:

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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?

Rooftop Deck Escape! Free Parking!: This vacation home rental near Essex is located in the city center and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 Northern Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. You’ll find favorite places to visit like National Aquarium in Baltimore and Baltimore Inner Harbor Marina 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.