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Compare 24 Cottages in Crisfield with updated reviews, rates, and availability.

ESVA Down by the Sea & Pet Friendly
Exterior
ESVA Down by the Sea & Pet Friendly
10.0 out of 10, Exceptional, (2)
"Very nice place. Located in a great spot for our needs. First thing we noticed was how clean it was. I will definitely book this again on our next trip to ESVA!"
ESVA Down by the Sea & Pet Friendly
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
10.0 out of 10, Exceptional, (5)
"Very nice property, we made good use of the dock and were able to launch my 18.5 ft boat from the concrete ramp. Fishing, crabbing, boating were good (though crabs a bit on small side) the cottage was clean, well organized and neat. Everything was really nice and Genevieve was extremely responsive and pleasant to deal with."
The price is AED 713
AED 1,079 total
includes taxes & fees
6 Nov - 7 Nov
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
Exterior
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
10.0 out of 10, Exceptional, (4)
"Perfect peaceful days. Everything you could ask for and more. The house is charming and spotless. Communication instantaneous. Setting so calming. Thank you so very much for sharing your home! I want to come back please."
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Ewell Vacation Rental | 2BR | 1BR | 5 Steps Required | 1,476 Sq Ft
Pet-Friendly Smith Island Cottage w/ Golf Cart!
9.8 out of 10, Exceptional, (9)
"great but high tide problems to limit activity"
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Deal Island Bay Cottage
Sunsets at the nearby beach
Deal Island Bay Cottage
9.6 out of 10, Exceptional, (54)
"We got every year and stay here, it’s great! "
The price is AED 422
AED 794 total
includes taxes & fees
10 Nov - 11 Nov
Deal Island Bay Cottage
Charming Cottage - Ultimate Relaxation Destination
Sea Glass -- You know you love it
Charming Cottage - Ultimate Relaxation Destination
10.0 out of 10, Exceptional, (112)
"I had stayed at this property in the past and was really glad to get to stay again. It is clean, quiet, and close to the town center of Onancock. Really looking forward to returning!"
Charming Cottage - Ultimate Relaxation Destination
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Exterior
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
10.0 out of 10, Exceptional, (14)
"The house is great, so clean and well-equipped and has everything you need for a comfortable stay. Kim delivered delicious crabs right to the dinner table! We enjoyed riding the bikes around the island. Smith Island Bakery is only a few doors down!"
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
"Cottage by the Bay" in Crisfield, Maryland
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
10.0 out of 10, Exceptional, (5)
"The cottage is absolutely perfect! The decor is perfect, the amenities were thoughtful, and the house was immaculate! It was convenient to everything in town. The hosts were wonderful, friendly, knowledgeable and responded quickly to messages. We loved our stay and would definitely visit again!"
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
Home on Chesapeake Bay: Large Yard, Fire Pit
Living area
Home on Chesapeake Bay: Large Yard, Fire Pit
3.0 star property
Home on Chesapeake Bay: Large Yard, Fire Pit
Blue Heron Cottage On Smith's Island
Exterior
Blue Heron Cottage On Smith's Island
9.8 out of 10, Exceptional, (38)
"The stay was just perfect. We came with our own boat and it was easy to navigate to the house. The dock was 30 yards from the front door so easy to get out supplies to the house. (We did make use of the golf cart 😊). Neighbors are so friendly and they let us use their phone to call our family to let them know we arrived. Our cell phones did not work as it is a bit remote. We later found out that there is some coverage on the second floor of the house😁 Nevertheless we did not miss internet and...
Blue Heron Cottage On Smith's Island
'Cora's Cottage' Near Chesapeake Bay Access!
Painter Vacation Rental | 3BR | 2BA | 1,350 Sq Ft | Stairs Required
'Cora's Cottage' Near Chesapeake Bay Access!
10.0 out of 10, Exceptional, (1)
'Cora's Cottage' Near Chesapeake Bay Access!
Pet-friendly Quantico Home w/ River Views!
Living area
Pet-friendly Quantico Home w/ River Views!
3.0 star property
Pet-friendly Quantico Home w/ River Views!
Dog-friendly Westover Cottage w/ River Access!
Exterior
Dog-friendly Westover Cottage w/ River Access!
3.0 star property
Dog-friendly Westover Cottage w/ River Access!
Dog-Friendly Westover Cottage w/ River Access!
Westover Vacation Rental | 2BR | 1BA | 5 Steps to Enter | 1,152 Sq Ft
Dog-Friendly Westover Cottage w/ River Access!
10.0 out of 10, Exceptional, (5)
"Loved being right on the river. It was quiet, exactly the getaway we wanted! Very pet friendly. "
Dog-Friendly Westover Cottage w/ River Access!
Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier Vacation Rental | 4BR | 2BA | 4 Steps to Enter | 1,800 Sq Ft
Unique Tangier Cottage w/ Chesapeake Bay Views!
10.0 out of 10, Exceptional, (4)
"My family has rented 10's of properties in the US and Europe over the past 20 years, and Bella Vista is in the top 3. If you are interested in a deeper exploration of this fascinating island, we highly recommend you stay here. The home was recently beautiful renovated and decorated, with pretty much every need met for in home meal preparation. I guarantee you will not need much else! We also highly recommend meal service offered, which will complete this amazing experience for you! P.S. the host...
Unique Tangier Cottage w/ Chesapeake Bay Views!
Pet-friendly Smith Island Cottage w/ Golf Cart!
Exterior
Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
Pet-friendly Smith Island Cottage w/ Golf Cart!
Waterfront Maryland Retreat w/ Dock & Bay View!
Deal Island Historic District Vacation Rental | 3BR | 2BA | 3 Steps Required
Waterfront Maryland Retreat w/ Dock & Bay View!
9.6 out of 10, Exceptional, (5)
"The house was wonderful. Very comfortable. Kitchen well appointed with everything we needed. Location on the water ideal for crabbing, fishing, or just relaxing. (Make sure to have needed supplies since stores etc are not nearby but that seems to be the way with any waterfront property). We had our first experience with “costal flooding” which made it a bit more interesting. Neighbors were very nice. Would highly recommend staying at this property. "
Waterfront Maryland Retreat w/ Dock & Bay View!
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Outdoor dining
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
9.4 out of 10, Exceptional, (19)
"Well equipped, quality kayak and sup options. Gorgeous views, sunsets. Intend to go back."
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Waterfront Marion Station Retreat w/ Private Dock!
Property grounds
Waterfront Marion Station Retreat w/ Private Dock!
3.0 star property
Waterfront Marion Station Retreat w/ Private Dock!
'cora's Cottage' Near Chesapeake Bay Access!
Exterior
'cora's Cottage' Near Chesapeake Bay Access!
3.0 star property
'cora's Cottage' Near Chesapeake Bay Access!
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 Crisfield

Waterfront 3 bedroom condo. Fall and oysters are here!
Amazing sunsets
Waterfront 3 bedroom condo. Fall and oysters are here!
10.0 out of 10, Exceptional, (35)
"We thoroughly enjoyed our time at this lovely condo. The waterfront view was absolutely spectacular! The condo's decor was lovely and it was very well appointed. We appreciated all the little extras included for our convenience. It was very clean and comfortable. We loved sitting on the glider and listening to the sounds of the shore while taking in the phenomenal sunsets."
Waterfront 3 bedroom condo. Fall and oysters are here!
Cottage near the Bay
Dining
Cottage near the Bay
8.8 out of 10, Excellent, (26)
"Attended a family wedding in the area. Perfect distance "
The price is AED 331
AED 732 total
includes taxes & fees
6 Nov - 7 Nov
Cottage near the Bay
Simply the best...Beautiful condo overlooking the Chesapeake bay.
Beautiful Views From The Balcony
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (115)
"The place is wonderful. The people of Crisfield are friendly and helpful. The condo is perfect and we will return… "
Simply the best...Beautiful condo overlooking the Chesapeake bay.
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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