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Compare 562 Vacation Homes in Essex with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (22)
"Couldn't ask for a better location for walking to The Bank. Parking pass good on game days. Had no problem parking right out front. Excellent communication with host and house was very nicely appointed! Stairs wider and safer than most in Pigtown"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Rooftop Deck Escape! Free Parking!

8.8 out of 10, Excellent, (26)
"Overall place was great and was in perfect location for our family trip to a ravens game. However we were looking forward to the fire pit on the roof but there was no full propane tanks. There was multiple empty propane tank"
The price is AED 441
AED 1,048 total
includes taxes & fees
10 Mar - 11 Mar
Rooftop Deck Escape! Free Parking!

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

10.0 out of 10, Exceptional, (46)
"We had a wonderful time. The home is absolutely fabulous! We are already talking about when we can return. Peaceful and restorative, just what we needed. "
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

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

10.0 out of 10, Exceptional, (207)
"We loved our stay here! The location is unbeatable and having access to parking was very convenient. The house itself was quaint with character and very clean! My husband and I stayed with our 4 young children and had ample space. The beds were all comfy and the kitchen had everything we needed. Communication with the host was great! We really hope to stay here again in the future! "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

10.0 out of 10, Exceptional, (51)
"We really enjoyed everything, location and house was really great. I think neighbors should be more understanding, that it is a vacation property so some sounds should be expected."
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Freshly renovated 3-story home 1 block from USNA!

9.8 out of 10, Exceptional, (31)
"What a perfect house in a central location to all things walkable in Downtown Annapolis. House had everything we needed, was comfortable and clean. "
The price is AED 635
AED 2,500 total
includes taxes & fees
4 Mar - 5 Mar
Freshly renovated 3-story home 1 block from USNA!

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

10.0 out of 10, Exceptional, (73)
"Heron house was perfect for our family weekend getaway. Doug and Kris are great hosts and made our stay as easy as could be! "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.6 out of 10, Exceptional, (4)
"An absolute stunning view from the four season enclosed porch. This beautiful home is well equiped and a perfect location for Fall and Winter hunting trips near Chestertown/Kennedyville. Plenty of rooms/bathrooms/beds. Highly recommend!!!"
Pet-Friendly Home on Chester River w/ Dock!

Walk to Lake & Boat Ramp: Central Gem in Annapolis

Walk to Lake & Boat Ramp: Central Gem in Annapolis

Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning

3.0 star property
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning

Luxury Federal Hill Home w/Rooftop & 4 Parking Spots

9.6 out of 10, Exceptional, (14)
"Turns out the property was just as it looked online. Location was great...close to Blue Moon Two (a fantastic place for an amazing breakfast), grocery and a couple of small bars. Easy access for Lyft to get us around town and definitely a plus to have parking included! Miles, our host, was great and responded super quickly to any questions we had. Would recommend. "
The price is AED 735
AED 1,425 total
includes taxes & fees
6 Mar - 7 Mar
Luxury Federal Hill Home w/Rooftop & 4 Parking Spots

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

10.0 out of 10, Exceptional, (14)
"This property from website fit the beds and bathrooms we needed so everyone got their own bed. When we opened the front door it was better looking in person than on web.Would absolutely recommend this place and we will definitely be back."
The price is AED 1,010
AED 1,285 total
includes taxes & fees
20 Mar - 21 Mar
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Charming Home: Parking, Sleeps 10, WFH Space

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great Location for the event we attended. Plenty of room and bathrooms for our family. Would stay again when visiting Baltimore.Susan Church "
Charming Home: Parking, Sleeps 10, WFH Space

Newly renovated single family home with attached guest suite

Newly renovated single family home with attached guest suite

House on the Gwynns Falls

8.6 out of 10, Excellent, (10)
"Mary was a very gracious host and very accommodating when we added a 6th person at the last minute. She was always very responsive when I messaged her and greeted us with a warm welcome when we arrived. The house is a beautiful historic home tucked away in quiet neighborhood "
The price is AED 621
AED 814 total
includes taxes & fees
5 Mar - 6 Mar
House on the Gwynns Falls

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

10.0 out of 10, Exceptional, (24)
"Very nice house to stay for the holiday. Perfect layout. Great communication with the owners. View gorgeous. "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Welcome to the Charm City Getaway!

9.4 out of 10, Exceptional, (3)
"We had a pleasant stay in Mr. Farrow’s home. It’s spacious, clean, and felt like home. Doc made sure we had everything we needed. We barely noticed that he was sharing his home with us. He was very accommodating to our needs and responded to us within a reasonable time. We would definitely stay here again."
The price is AED 555
AED 1,531 total
includes taxes & fees
23 Mar - 24 Mar
Welcome to the Charm City Getaway!

Quirky Baltimore Townhome ~ 2 Mi to Inner Harbor

9.2 out of 10, Wonderful, (10)
"Outstanding rental in a great location. The place was clean and check-in/out was no issue. Will stay again!"
Quirky Baltimore Townhome ~ 2 Mi to Inner Harbor

Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

8.8 out of 10, Excellent, (11)
"The location is spectacular with expansive views of the Chesapeake Bay and the Bay Bridge. The house itself is immaculate and had lots of space for our family. I would imagine it's even better in the summer when the pool is available.One caution: the playhouse is really cool but not a place to let younger kids play unsupervised."
Kent Island Waterfront | Game Room | Pool | Outdoor Dining | Stunning View

Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking

10.0 out of 10, Exceptional, (6)
"This was one of my favorite stays. The house is gorgeous, location is key, communication with the owner was impeccable. We will be coming back!"
The price is AED 1,102
AED 2,142 total
includes taxes & fees
10 Mar - 11 Mar
Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking
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 property types in Essex

Fantastic 2 bedrooms apt. Harbor

4.0 star property
10.0 out of 10, Exceptional, (1)
"It was a nice place"
Fantastic 2 bedrooms apt. Harbor

Spectacular Penthouse at 39 west.

4.0 star property
6.0 out of 10, (2)
"This booking is a SCAM! Do not waste your time. I made a reservation for my family to stay in the penthouse, to celebrate my husband’s birthday. We arrive at the building and front desk staff are unaware of any arrangements. I called the number for the “property owner” and get voicemail which directs me to call another number. That number goes to voicemail for a Ms. Jacobs, who then texts me “hello???” after I made several attempts to call her. I asked her about the booking and she was very...
The price is AED 750
AED 1,396 total
includes taxes & fees
17 Mar - 18 Mar
Spectacular Penthouse at 39 west.

Entire House 1BD King Bed near Downtown

2.0 star property
2.0 out of 10, (1)
"The property management has horrible communication, very unprofessional and lacks customer service. After driving 5 hrs to get to Baltimore they canceled my reservation 10 minutes before i arrived at the property and couldn't give me a clear explanation why my reservation was canceled. They offered me a property for 15 hrs. My original reservation was for 5 days. I ending up declining and driving back home which was a 5 hr drive. Horrible people. They did not care that i was traveling with a...
The price is AED 314
AED 529 total
includes taxes & fees
4 Mar - 5 Mar
Entire House 1BD King Bed near Downtown
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.