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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 682 Vacation Homes in Essex with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

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

10.0 out of 10, Exceptional, (180)
"This house was so cozy yet spacious! The house was amply stocked with just about everything you would want or need. The owner responded to our inquiries immediately! I hope we go back there again! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
House on the Gwynns Falls
Outdoor dining

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 815 total
includes taxes & fees
8 Apr - 9 Apr
House on the Gwynns Falls
Affordable Luxury Town Home in Federal Hill Baltimore.
Fridge, microwave, oven, stovetop

Affordable Luxury Town Home in Federal Hill Baltimore.

9.6 out of 10, Exceptional, (39)
"Our 4th time at this property. Manager is responsive and accommodating. The home is comfortable, clean and well appointed. Excellent location in safe, walkable neighborhood. Free street parking. Highly recommend. "
Affordable Luxury Town Home in Federal Hill Baltimore.
Cozy 2BR Retreat with Free Parking & Prime Location
Aerial view

Cozy 2BR Retreat with Free Parking & Prime Location

9.6 out of 10, Exceptional, (24)
"Great trip- thank you! "
Cozy 2BR Retreat with Free Parking & Prime Location
Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!
Fridge, microwave, oven, stovetop

Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!

Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
Miscellaneous

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.
Entire House by the Fells Point, JHU.
Fridge, microwave, oven, stovetop

Entire House by the Fells Point, JHU.

9.8 out of 10, Exceptional, (21)
"Typical row house with lots of stairs but very clean & comfortable. Loved having a pack & play for our 2 year old granddaughter. Host was very nice. Would stay again."
Entire House by the Fells Point, JHU.
Charming Home: Parking, Sleeps 10, WFH Space
Fridge, microwave, oven, stovetop

Charming Home: Parking, Sleeps 10, WFH Space

2.0 star property
10.0 out of 10, Exceptional, (5)
"The house was great. Fit the 8 of us perfectly. Parking is on the street and first come first served so you may not be right in front of the rental. Arming and disarming the alarm was easy. We had one issue and the agent was easy to reach and help troubleshoot the issue. "
Charming Home: Parking, Sleeps 10, WFH Space
Cozy home away from home
Fridge, microwave, oven, stovetop

Cozy home away from home

7.8 out of 10, Good, (6)
"Property was as listed and was cleanl"
Cozy home away from home
Steps to USNA Gate 3 at historic Gatehouse, on-site parking
Fridge, microwave, oven, stovetop

Steps to USNA Gate 3 at historic Gatehouse, on-site parking

2.5 star property
10.0 out of 10, Exceptional, (5)
"A great location and plenty of room for visiting groups to be in and out. Clean and well provisioned. Parking was a great feature as well."
Steps to USNA Gate 3 at historic Gatehouse, on-site parking
PERFECT LOCATION in the heart of history
Exterior

PERFECT LOCATION in the heart of history

10.0 out of 10, Exceptional, (196)
"great time"
PERFECT LOCATION in the heart of history
Step into History: Charming Fells Point Retreat
Property grounds

Step into History: Charming Fells Point Retreat

Step into History: Charming Fells Point Retreat
2nd flr loft near Johns Hopkins
Fridge, microwave, oven, stovetop

2nd flr loft near Johns Hopkins

2nd flr loft near Johns Hopkins
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

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
Rooftop Deck Escape! Free Parking!
Smart TV, stereo

Rooftop Deck Escape! Free Parking!

8.8 out of 10, Excellent, (27)
"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 1,005 total
includes taxes & fees
5 May - 6 May
Rooftop Deck Escape! Free Parking!
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Interior

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.
Luxurious, Inner Harbor Federal Hill Townhome
Beach

Luxurious, Inner Harbor Federal Hill Townhome

9.0 out of 10, Wonderful, (23)
"Love the place, great communication with the host and we cant wait to play Baltimore again and stay at this here again!!"
The price is AED 856
AED 1,714 total
includes taxes & fees
7 Apr - 8 Apr
Luxurious, Inner Harbor Federal Hill Townhome
Charming garden row home, easy 4 block walk to the heart of Annapolis.
Exterior

Charming garden row home, easy 4 block walk to the heart of Annapolis.

10.0 out of 10, Exceptional, (109)
"I visited my midshipman and I couldn’t have asked for a better place! Very comfortable & spacious-yet not too big. It was as if we were home. Location was awesome. Mike was great with immediate communication-especially in preparing us with info well before our check in day! I would definitely stay here again! "
Charming garden row home, easy 4 block walk to the heart of Annapolis.
Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (7)
"Great property, awesome location, great stay, plan to stay again, loved the experience "
The price is AED 1,102
AED 2,155 total
includes taxes & fees
21 Apr - 22 Apr
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
Lobby

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
Simple, Cheap, and Cozy ROOM 1
Private kitchen

Simple, Cheap, and Cozy ROOM 1

10.0 out of 10, Exceptional, (1)
"This property was amazing. It was within walking distance of everything I had to do during my stay in Baltimore. Dont judge a book by its cover--this is a very economical and well maintained place for people visiting Baltimore."
The price is AED 110
AED 216 total
includes taxes & fees
17 Apr - 18 Apr
Simple, Cheap, and Cozy ROOM 1
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

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

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
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.