Photo by Elizabeth Csanady

Search Vacation Homes in Essex

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Compare 534 Vacation Homes in Essex with updated reviews, rates, and availability.

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (202)
"Clean property, cute outdoor space. Worked perfect for visiting our plebe at USNA due to location right across from the yard and proximity to town. Didn't need to utilize our car once we arrived. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Canton’s Finest Luxury Stay: Walk to Park, Bars!
9.8 out of 10, Exceptional, (11)
"Really great location, the park nearby was great, especially for our dog. The kitchen and bathrooms were not as clean as expected, but linens were clean. Overall, very nice apartment and would stay here again."
The price is SAR 410
SAR 1,055 total
includes taxes & fees
17 Nov - 18 Nov
Canton’s Finest Luxury Stay: Walk to Park, Bars!
USNA family Waterfront Paradise just minutes from Annapolis and Baltimore, MD.
USNA family Waterfront Paradise just minutes from Annapolis and Baltimore, MD.
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
House on the Gwynns Falls
10.0 out of 10, Exceptional, (4)
"Mary's home is lovely! She is welcoming and kind and the check-in process is simple. I would stay at the home in the future."
The price is SAR 635
SAR 825 total
includes taxes & fees
16 Nov - 17 Nov
House on the Gwynns Falls
Modern Farmhouse 3Br/3.5Bth Home ☆☆Close to Johns Hopkins University &Downtown☆☆
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great thank you "
Modern Farmhouse 3Br/3.5Bth Home ☆☆Close to Johns Hopkins University &Downtown☆☆
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (20)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Luxurious, Inner Harbor Federal Hill Townhome
9.0 out of 10, Wonderful, (18)
"Fantastic location convenient for walking to stadiums, inner harbor, and many restaurants. Owner was friendly and very responsive, and house was just as described. Would definitely consider staying here again!"
The price is SAR 875
SAR 1,753 total
includes taxes & fees
16 Nov - 17 Nov
Luxurious, Inner Harbor Federal Hill Townhome
Charming garden row home, easy 4 block walk to the heart of Annapolis.
10.0 out of 10, Exceptional, (108)
"We have stayed at this property multiple times since we have a son at the Naval Academy. This place is beautiful, well appointed and comfortable. The hosts are very responsive and they go out of their way to make their guests feel extra special- we will be back. "
Charming garden row home, easy 4 block walk to the heart of Annapolis.
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
10.0 out of 10, Exceptional, (70)
"Beautiful clean house close to Annapolis. "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Charming Historic Townhouse Steps From USNA
10.0 out of 10, Exceptional, (20)
"We had the best time at this rental — it was accessible, cozy, stocked with things like good toilet paper (silly, but we noticed and appreciated!), and in an amazing location! Absolutely recommend! "
Charming Historic Townhouse Steps From USNA
Idyllic Pasadena Retreat with Garden + Hot Tub!
9.8 out of 10, Exceptional, (21)
"This place was a wonderful little getaway for my partner and I! It's even more lovely than in the photos! Spacious and very comfortable and cozy. Immaculately clean and well stocked with the essentials. The king bed was very very comfy. The hot tub was amazing and super relaxing! The patio is beautiful and the fountain in the back yard is adorable and added a lovely bit of scenery and ambiance as well. It's also in a great location, just a couple minutes away from anything you might need, like...
Idyllic Pasadena Retreat with Garden + Hot Tub!
Fox Cottage *Pet Friendly*
10.0 out of 10, Exceptional, (32)
"Great stay at this property. Comfortable bed and couch and great shower. Nearby to Baltimore and Columbia. The dogs loved staying here. The host was super responsive and flexible with our stay. Would stay here again!"
The price is SAR 507
SAR 1,055 total
includes taxes & fees
18 Nov - 19 Nov
Fox Cottage *Pet Friendly*
Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard
10.0 out of 10, Exceptional, (16)
"Very clean, great location - easily walkable for a USNA reunion to stadium and alumni center!"
Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard
Federal Hill & Inner Harbor Lux Retreat: Sleeps 6
2.0 star property
10.0 out of 10, Exceptional, (2)
"Great house for a fun weekend. Super clean and comfortable. Withing walking distance of good restaurants and stadiums. Will definately look to book this location again when we are back in Baltimore."
Federal Hill & Inner Harbor Lux Retreat: Sleeps 6
Charming Waterfront house with expansive views of the Chesapeake Bay and Sunsets
10.0 out of 10, Exceptional, (1)
"What a wonderful home, spacious just beautiful! But the view of the bay was everyone’s favorite, we spent 98% of the time outside only inside for eating and sleeping. The grandkids didn’t pick up and electronic device the entire time, they played basketball, fished, cornhole, counting boats. The only time a TV was turned on was to watch Big Blue Madness and the Kentucky/Vandy game (we’re from Kentucky). But if you like TV there is one in every room! This home is very well stocked with everything...
Charming Waterfront house with expansive views of the Chesapeake Bay and Sunsets
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
2.0 star property
10.0 out of 10, Exceptional, (16)
"We were in town for a family’s wedding and this place did not let down! We all had our own space and bathroom so getting ready was a breeze. The place was clean and well taken care of. Decor was adorable. It was a great location for us since the ceremony was held at the art museum. They gave us great recommendations for places to eat. They also were great at responding quickly to any questions we had! Loved this place would definitely stay again!!"
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
Rooftop Deck Escape! Free Parking!
9.0 out of 10, Wonderful, (23)
"Good location, close to Light Street. House was nice, enjoyed the rooftop deck with fire table. "
The price is SAR 428
SAR 1,046 total
includes taxes & fees
17 Nov - 18 Nov
Rooftop Deck Escape! Free Parking!
Cozy & Luxury 4 bedroom Baltimore downtown home
7.8 out of 10, Good, (27)
"Very nice place. Easy access to major amenities. No complaints at all. Highly recommend. "
Cozy & Luxury 4 bedroom Baltimore downtown home
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
9.4 out of 10, Exceptional, (24)
"We had a great stay. Ray, the host was easy to communicate with and very hands-on and helpful. The place exceeded expectations. Really a lot of room. The garage was nice to have. Only thing the Rooftop deck needs some sprucing up and some better outdoor furniture. Otherwise the place was Great."
Beautiful Luxury waterfront Property,clean,Fully sterilized,Family oriented.
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

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (202)
"Clean property, cute outdoor space. Worked perfect for visiting our plebe at USNA due to location right across from the yard and proximity to town. Didn't need to utilize our car once we arrived. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Rooftop Deck Escape! Free Parking!
9.0 out of 10, Wonderful, (23)
"Good location, close to Light Street. House was nice, enjoyed the rooftop deck with fire table. "
The price is SAR 428
SAR 1,046 total
includes taxes & fees
17 Nov - 18 Nov
Rooftop Deck Escape! Free Parking!
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
10.0 out of 10, Exceptional, (16)
"Perfect place for Ravens Game. Walking distance to stadium. Super clean. Nice neighbors. Responsive host. "
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
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.