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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 26 Cottages in Crisfield with updated reviews, rates, and availability.

Deal Island Bay Cottage
Sunsets at the nearby beach

Deal Island Bay Cottage

9.8 out of 10, Exceptional, (56)
"We got every year and stay here, it’s great! "
The price is AED 569
AED 1,012 total
includes taxes & fees
20 Feb - 21 Feb
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, (114)
"This was our second stay. It’s extremely convenient to Commonwealth Senior Living where my mother lives. This was a sweet little cottage to relax and regroup after some very hard days of moving her to Assisted Living. "
Charming Cottage - Ultimate Relaxation Destination
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Vacation Rental Property 500 ft From Town Beach.

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
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, (5)
"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!
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, (6)
"As a mom of two , one with Tourette’s and comorbidies that go with it, relaxing getaways are few and far between. This was just what the doctor ordered. Kayaking, fishing, nature walks!! "
Dog-Friendly Westover Cottage w/ River Access!
ESVA Down by the Sea & Pet Friendly
Exterior

ESVA Down by the Sea & Pet Friendly

9.4 out of 10, Exceptional, (3)
"My work team stayed here while on a project for Eastern Shore. It is a good location for our project. GPS did led us to the wrong location, but the homeowner helped. The house was clean, and the beds were comfortable. "
ESVA Down by the Sea & Pet Friendly
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, (5)
"Great location close to main road but quiet and removed from the busy tourist area of the island. Clean property with all the necessities. Quick and easy communication with property manager.."
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!
Beautiful, Waterfront, Luxury

Beautiful, Waterfront, Luxury

10.0 out of 10, Exceptional, (4)
"Great place for a weekend away - house was beautiful and hosts were always quick to answer"
Beautiful, Waterfront, Luxury
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!

9.8 out of 10, Exceptional, (6)
"Beautiful sunset views and well accommodating house. "
Waterfront Maryland Retreat w/ Dock & Bay View!
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, (15)
"Micky and Kim were great hosts and the house was awesome. They were very accommodating. Will definitely be back! "
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
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, (2)
"House was very clean and comfortable. Great spot for a family with young adults. Nice bike ride or walk to the beautiful water area. "
'Cora's Cottage' Near Chesapeake Bay Access!
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."
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w 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!
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!
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!
SOUTHSIDE COTTAGE ~No Cleaning Fee~
Living area

SOUTHSIDE COTTAGE ~No Cleaning Fee~

10.0 out of 10, Exceptional, (8)
"This property is an updated, tastefully decorated, well maintained and squeaky clean home. The beds were comfortable and linens and pillows fresh and clean. There were many thoughtful amenities. It is a small cozy home, but we never felt crowded."
SOUTHSIDE COTTAGE ~No Cleaning Fee~
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
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

Cottage near the Bay
Dining

Cottage near the Bay

8.8 out of 10, Excellent, (29)
"Great time"
The price is AED 331
AED 724 total
includes taxes & fees
20 Feb - 21 Feb
Cottage near the Bay
Come, sit back and relax at the "Catch of the Bay"
Dining

Come, sit back and relax at the "Catch of the Bay"

10.0 out of 10, Exceptional, (5)
"This was a great place to stay and I highly recommend it to anyone. We were really impressed with all the "extras" that were included. We didn't need to go out any buy anything unexpected."
Come, sit back and relax at the "Catch of the Bay"
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, (38)
"Wonderful experience and wonderful stay at a beautiful property. Property manager communicated efficiently and everything was as described. Had a wonderful stay. "
Waterfront 3 bedroom condo. Fall and oysters are here!
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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