Essex Holiday Rentals

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Our top choices for Essex holiday 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 HK$776
HK$1,244 total
includes taxes & fees
4 May - 5 May
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 HK$431
HK$872 total
includes taxes & fees
4 May - 5 May
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 HK$1,167
HK$2,081 total
includes taxes & fees
6 May - 7 May
* 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 HK$1,058
HK$2,572 total
includes taxes & fees
4 May - 5 May
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 HK$6,268
HK$9,484 total
includes taxes & fees
4 May - 5 May
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 HK$1,896
HK$4,321 total
includes taxes & fees
4 May - 5 May
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 HK$923
HK$2,222 total
includes taxes & fees
4 May - 5 May
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 HK$2,820
HK$5,171 total
includes taxes & fees
4 May - 5 May
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 HK$2,350
HK$3,028 total
includes taxes & fees
4 May - 5 May
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 HK$663
HK$935 total
includes taxes & fees
5 May - 6 May
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 HK$811
HK$1,905 total
includes taxes & fees
5 May - 6 May
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 HK$1,142
HK$1,411 total
includes taxes & fees
4 May - 5 May
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 HK$1,912
HK$5,448 total
includes taxes & fees
4 May - 5 May
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 HK$1,567
HK$2,375 total
includes taxes & fees
4 May - 5 May
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 HK$1,536
HK$3,635 total
includes taxes & fees
6 May - 7 May
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 HK$2,499
HK$4,126 total
includes taxes & fees
10 May - 11 May
* 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 HK$952
HK$1,642 total
includes taxes & fees
4 May - 5 May
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 HK$1,692
HK$7,708 total
includes taxes & fees
4 May - 5 May
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 HK$1,652
HK$4,143 total
includes taxes & fees
4 May - 5 May
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 holiday rentals in Essex?

Yes, there are holiday rentals where you'll be only 7.3 mi (11.8 km) from National Aquarium in Baltimore, providing a more secluded option to escape the hustle and bustle. 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?

Rooftop Deck Escape! Free Parking!: This holiday home rental outside of Essex is located in the city centre, and has a balcony, a selection of games and a BBQ 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 that you can cook with friends or family.

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?

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 favourite places to visit such as National Aquarium in Baltimore 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.