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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 40 Cottages in Essex with updated reviews, rates, and availability.

Waterfront River Cottage for 2, dog-friendly
On the beach

Waterfront River Cottage for 2, dog-friendly

9.2 out of 10, Wonderful, (7)
"It's a beautiful location and we enjoyed our visit."
Waterfront River Cottage for 2, dog-friendly
Peaceful getaway convenient to local amenities including beach, boating & food
Beach towels

Peaceful getaway convenient to local amenities including beach, boating & food

9.8 out of 10, Exceptional, (109)
"We were in town for the local triathlon and had a great stay! My kids (3&4) and I were able to walk to the finish line from the location. The house was clean and large enough that we were all comfortable. If you have kids, it’s across the street from a cool boat playground. Diane was very responsive to my questions and provided plenty of towels, blankets, etc. Overall, a great stay! "
Peaceful getaway convenient to local amenities including beach, boating & food
Chic Baltimore Retreat - 6 Mi to Downtown!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Chic Baltimore Retreat - 6 Mi to Downtown!

3.0 star property
Chic Baltimore Retreat - 6 Mi to Downtown!
Amazing views, short walks to great dining!
View from property

Amazing views, short walks to great dining!

10.0 out of 10, Exceptional, (78)
"Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available."
Amazing views, short walks to great dining!
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Terrace/patio

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

10.0 out of 10, Exceptional, (26)
"Amazing house! perfect for my family and our stay in Annapolis. Perfect location to everything. We had all of the amenities we needed and everything was easy to use. If I had one thing negative to say, I wish I could have had my dogs with us, I would have gladly paid a cleaning fee to have them there. Luckily I was able to make other arrangements. Thank you for sharing your house with my family!"
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
The Heron's Nest at Atlantic Marina
Exterior

The Heron's Nest at Atlantic Marina

10.0 out of 10, Exceptional, (286)
"We booked this property, along with the other property at the marina for our wedding weekend and WOW - we LOVED our stay. The views from this cute little cottage are phenomenal. We woke up each morning to watch the sunrise. The hosts were extremely accommodating and even helped secure our cake topper that we accidentally left behind in the whirlwind of check-out. This was the perfect spot for our first look as well. I would highly recommend booking this place for a cute romantic stay!"
The Heron's Nest at Atlantic Marina
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Property grounds

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.8 out of 10, Exceptional, (22)
"My husband and I stayed here for 3 nights while I recovered from a surgery. It was a perfect, peaceful cottage and beautiful neighborhood. "
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Eastern Shore beach cottage get-away
Sun loungers

Eastern Shore beach cottage get-away

10.0 out of 10, Exceptional, (133)
"Perfect location for watching the sunsets as the house is located right across the street from the beach. Also, an easy bike ride to restaurants and shops on Main St. The house is clean and comfortable. Highly recommend to other guests!"
Eastern Shore beach cottage get-away
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, spring break
Exterior

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, spring break

10.0 out of 10, Exceptional, (85)
"Our eighth stay at this property was just as good as ever. It is our home-away-from-home when visiting family in Annapolis. Highly recommended!"
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, spring break
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Property grounds

Rare find! Chic cottage, salt water heated pool May 15-Oct15.

10.0 out of 10, Exceptional, (50)
"The house was even nicer than in photos or descriptions. The house very spacious, the pool and pool area were perfect for our needs. The hosts were very gracious, communicative, and easy to work with. I would definitely recommend this property."
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
Property grounds

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

10.0 out of 10, Exceptional, (7)
"We really enjoyed our long weekend at The Oyster Cottage. We needed some rest and relaxation and this cottage was perfect. Very well maintained and stocked! "
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!
House w/Water Views of Rock Creek 2BA 2BA Cottage
Terrace/patio

House w/Water Views of Rock Creek 2BA 2BA Cottage

10.0 out of 10, Exceptional, (24)
"The house provided a clean, bright, spacious, well-equipped place for a family Thanksgiving gathering. It made for a very comfortable few days. The host was very responsive when we had questions before our stay."
House w/Water Views of Rock Creek 2BA 2BA Cottage
Rock Creek Cottage, Waterfront, Serene Views
Fridge, microwave, oven, stovetop

Rock Creek Cottage, Waterfront, Serene Views

10.0 out of 10, Exceptional, (1)
"Absolutely amazing place for my husband and I to relax with our midshipmen. Very clean, beautifully decorated and the view on the dock each morning was stunning! Close to restaurants (loved 3 B’s Bakery) and host was awesome! "
Rock Creek Cottage, Waterfront, Serene Views
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Exterior

Waterfront Annapolis Home: Fire Pit & Fishing Pier

3.0 star property
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Fire Pit & Gazebo - Luxe Severn Family Home!
Interior

Fire Pit & Gazebo - Luxe Severn Family Home!

3.0 star property
Fire Pit & Gazebo - Luxe Severn Family Home!
Sunny Glen Burnie Home - On-site Water Access
Terrace/patio

Sunny Glen Burnie Home - On-site Water Access

3.0 star property
Sunny Glen Burnie Home - On-site Water Access
6 Mi to Dtwn Baltimore: Home w/ Fire Pit!
House (3 Bedrooms) | Interior

6 Mi to Dtwn Baltimore: Home w/ Fire Pit!

3.0 star property
6 Mi to Dtwn Baltimore: Home w/ Fire Pit!
Near Top Attractions: Deck Dining at Severn Home!
TV, video-game console

Near Top Attractions: Deck Dining at Severn Home!

3.0 star property
Near Top Attractions: Deck Dining at Severn Home!
Baltimore Area Vacation Rental w/ Deck!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Baltimore Area Vacation Rental w/ Deck!

3.0 star property
Baltimore Area Vacation Rental w/ Deck!
Cozy Nautical Cottage in Annapolis w/ Beautiful Outdoor Space
Fridge, microwave, oven, stovetop

Cozy Nautical Cottage in Annapolis w/ Beautiful Outdoor Space

8.8 out of 10, Excellent, (3)
"The most lovely and completely outfitted and furnished with the latest tech and very nice amenities. The owner William answers any and all questions within minutes. The perfect spot to get away from it all yet near the Naval Academy very close by. Our first trip to this region and will not be our last."
Cozy Nautical Cottage in Annapolis w/ Beautiful Outdoor Space
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
Spectacular Penthouse at 39 west.
Lobby

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
Apartment | Private kitchen

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.