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Compare 36 Cottages in Essex with updated reviews, rates, and availability.

Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, Dads day
10.0 out of 10, Exceptional, (62)
"This is our second stay and it was just as memorable and lovely as our first stay. Pat and Ken are fantastic hosts. They think of everything! They are super responsive when you have questions/issues. They also let you know about things going on in the community so that you can join if you wish. The house itself is perfect for us. It's very well and generously stocked. Having a washer and dryer on site is a life saver when you travel by plane. I would highly recommend the Firefly Cottage if you...
Firefly Cottage at the Cape, HOT TUB, community beach, back yard fun, Dads day
Eastern Shore beach cottage get-away
10.0 out of 10, Exceptional, (123)
"The cozy cottage is perfectly maintained and well equipped. The bay view is as advertised and lovely. The location in Rock Hall is ideal, quiet and convenient to everything. The property manager is responsive and informative. We had a great, relaxing getaway weekend and look forward to returning."
Eastern Shore beach cottage get-away
Owl Cottage
10.0 out of 10, Exceptional, (11)
"Property was perfect and very easy to find! Easy place to park and a great little town!"
Owl Cottage
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The Heron's Nest at Atlantic Marina
10.0 out of 10, Exceptional, (267)
"Everything is perfect over there … The paradise on earth .. Highly recommended "
The Heron's Nest at Atlantic Marina
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.8 out of 10, Exceptional, (17)
"This was the perfect space for our family of five. Check-in was a breeze and Isaac even went as far as to leave the lights on for us knowing we were getting in late. Isaac let us know he was available if we needed anything, but we did not. Despite the rain, we were able to enjoy the hot tub overlooking the creek. The view was stunning! If you are looking for a peaceful stay, this is it!"
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
10.0 out of 10, Exceptional, (20)
"Beautiful house in peaceful West Annapolis, a short distance from the local shops and restaurants and the Naval College. Well equipped, everything you need, a real home from home and a very friendly, helpful and accommodating host. Highly recommended place to stay!"
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Chic Baltimore Retreat - 6 Mi to Downtown!
3.5 star property
Chic Baltimore Retreat - 6 Mi to Downtown!
Waterfront and Wonderful! Welcome to the Bayburst Lodge.
9.0 out of 10, Wonderful, (2)
"We thoroughly enjoyed our Memorial Day stay at the Bayburst Lodge! Our son and his wife, our daughter and her boyfriend joined us. This home is located right on the water on a quaint road in Rock Hall. The home was spacious and clean and pet friendly. We enjoyed the small private beach right on the water and also caught some small fish right from the beach. We had amazing weather all weekend until Monday, but the rain held off until we left. We enjoyed eating at the Blue Heron and the Harbor...
The price is SAR 1,500
SAR 2,385 total
includes taxes & fees
22 Jum. II - 23 Jum. II
Waterfront and Wonderful! Welcome to the Bayburst Lodge.
Amazing views, short walks to great dining!
10.0 out of 10, Exceptional, (66)
"Jim was amazing and answered our questions, etc. almost immediately. He was wonderful and very accommodating. Cozy cottage, loved it."
Amazing views, short walks to great dining!
Pet Friendly! River Cottage for 2
8.6 out of 10, Excellent, (4)
"Beautiful views, private little cottage ideal for couples visiting with pets."
Pet Friendly! River Cottage for 2
Peaceful getaway convenient to local amenities including beach, boating & food
9.8 out of 10, Exceptional, (104)
"We were there for the local triathlon weekend. This property was centrally located within easy walking distance to the water, race site, and restaurants. We didn't get much of a chance to explore downtown but still had a great time relaxing and talking to the locals!"
Peaceful getaway convenient to local amenities including beach, boating & food
House w/Water Views of Rock Creek 2BA 2BA Cottage
10.0 out of 10, Exceptional, (9)
"Very decent little house; clean with all the necessary amenities. Renovation work was a bit rough in some places and the internet connection went away on our last full day. Property manager tried to help us restore it unsuccessfully. No TV without internet. Location is OK as it is very near the water but is only close to one OK restaurant: not close to any other restaurants, shopping, etc. Beds were very comfortable and showers worked very well. Nice furnishings and appliances as well. Overall,...
House w/Water Views of Rock Creek 2BA 2BA Cottage
Ruby's Sea Glass Cottage near Betterton Beach
10.0 out of 10, Exceptional, (10)
"We had a lovely weekend stay at Ruby’s sea glass cottage. It is newly renovated, completely outfitted with every amenity you could want or need, and walking distance to the beach and park. We enjoyed playing pickleball on the park’s courts and riding bicycles, grilling out and eating on the back porch, and sleeping in the comfortable beds! We were even entertained on the rainy morning as we played games and worked puzzles that the owner has on hand. A fantastic home that we heartily recommend!"
Ruby's Sea Glass Cottage near Betterton Beach
The Carriage House at Historic Belle Grove Manor
The Carriage House at Historic Belle Grove Manor
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
10.0 out of 10, Exceptional, (48)
"The property was very clean and well decorated. You could tell care and love is placed into the house and landscaping. The backyard and pool area is gorgeous! Despite unlucky/rainy weather and temperatures in the 60s, the pool was heated so warm that we went in everyday with the kids which was so nice. Annapolis is very close by. Plenty of fluffy towels, comfortable beds, nice small touches of welcome goodies and quality soap/shampoo, etc."
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay at Oyster Cottage! This historic dwelling, in a very walkable area of Rock Hall, is thoughtfully decorated with many artistic touches throughout the property. The upstairs beds and numerous downstairs seating arrangements are all very comfortable. The updated kitchen and ground-floor bathroom are well designed. We enjoyed sitting in a shaded area on the patio during the late afternoon. We had a relaxing visit and Diane is a very responsive property manager. Thanks for sharing...
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Waterfront Annapolis Home: Fire Pit & Fishing Pier
3.5 star property
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Joppatowne Home w/ Private Deck & Fireplace!
3.5 star property
Joppatowne Home w/ Private Deck & Fireplace!
Charming Baltimore Home w/ Deck & Fire Pit!
3.5 star property
Charming Baltimore Home w/ Deck & Fire Pit!
Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!
3.0 star property
Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!
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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.

Other property types in Essex

ROOST Baltimore
4.5 star property
9.6 out of 10, Exceptional, (140)
"Amazing simply as that ! "
The price is SAR 571
SAR 671 total
includes taxes & fees
1 Raj. - 2 Raj.
ROOST Baltimore
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (5)
"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino
9.8 out of 10, Exceptional, (6)
"Sky was a wonderful host. Was always checking to make sure we were good and if we needed anything. The house definitely exceeded our expectations. I stayed at this property for a staycation and the next time I want to do another one Sky’s property will be my number one choice. Thank you for a wonderful experience."
⭐️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.

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