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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Crisfield Cottages

Dog-Friendly Westover Cottage w/ River Access!
Fridge, microwave, stovetop, dishwasher

Dog-Friendly Westover Cottage w/ River Access!

9.8 out of 10, Exceptional, (10)
"Loved being right on the river. It was quiet, exactly the getaway we wanted! Very pet friendly. "
Dog-Friendly Westover Cottage w/ River Access!
Charming Cottage - Ultimate Relaxation Destination
Exterior

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (114)
"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
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
Fridge, microwave, oven, stovetop

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
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Aerial view

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Miscellaneous

Pet-Friendly Smith Island Cottage w/ Golf Cart!

10.0 out of 10, Exceptional, (11)
"great but high tide problems to limit activity"
Pet-Friendly Smith Island Cottage w/ Golf Cart!
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
Waterfront Maryland Retreat w/ Dock & Bay View!
Beach

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!
ESVA Down by the Sea & Pet Friendly
Exterior

ESVA Down by the Sea & Pet Friendly

9.6 out of 10, Exceptional, (4)
"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
Unique Tangier Cottage w/ Chesapeake Bay Views!
Fridge, microwave, oven, stovetop

Unique Tangier Cottage w/ Chesapeake Bay Views!

10.0 out of 10, Exceptional, (5)
"Was great, very comfortable and owner was more than helpful!!"
Unique Tangier Cottage w/ Chesapeake Bay Views!
Beautiful, Waterfront, Luxury
Terrace/patio

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
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)
"Perfect base to go out and explore and fish the Chesapeake. "
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Blue Heron Cottage On Smith's Island
Beach

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
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Property grounds

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (5)
"The place is amazing. The pictures on the site do not do the property justice as it is absolutely amazing. Can’t wait to stay there again."
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
'Cora's Cottage' Near Chesapeake Bay Access!
Beach

'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!
Pet-friendly Smith Island Cottage w/ Golf Cart!
Miscellaneous

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!
Dog-friendly Westover Cottage w/ River Access!
Cottage (2 Bedrooms) | Interior

Dog-friendly Westover Cottage w/ River Access!

3.0 star property
8.0 out of 10, Very good, (1)
"It was great and family enjoyed our relaxation "
Dog-friendly Westover Cottage w/ River Access!
11 Mi to Chincoteague: Atlantic Home w/ Decks!
Property grounds

11 Mi to Chincoteague: Atlantic Home w/ Decks!

3.0 star property
11 Mi to Chincoteague: Atlantic Home w/ Decks!
1 Mi to Boat Ramp: Peaceful Deal Island Home!
Outdoor dining

1 Mi to Boat Ramp: Peaceful Deal Island Home!

3.0 star property
1 Mi to Boat Ramp: Peaceful Deal Island Home!
Unique Tangier Cottage w/ Chesapeake Bay Views!
Interior

Unique Tangier Cottage w/ Chesapeake Bay Views!

3.0 star property
Unique Tangier Cottage w/ Chesapeake Bay Views!
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Interior

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

3.0 star property
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
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 CA $124
CA $273 total
includes taxes & fees
May 3 - May 4
Cottage near the Bay
Walk to Main St: Condo w/ Pool Access in Crisfield
Fridge, microwave, stovetop, dishwasher

Walk to Main St: Condo w/ Pool Access in Crisfield

8.0 out of 10, Very good, (2)
"It’s a small town and this is by far the nicest place to stay. Very homey and the locals are extremely nice."
Walk to Main St: Condo w/ Pool Access in Crisfield
Come, sit back and relax at the "Catch of the Bay"
Terrace/patio

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

10.0 out of 10, Exceptional, (5)
"It was very good, very clean and cozy. I would recommend the place for sure."
Come, sit back and relax at the "Catch of the 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.