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Compare 48 Vacation Homes in Crisfield with updated reviews, rates, and availability.

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

2.0 star property
9.4 out of 10, Exceptional, (3)
"The house worked out good for 4 hunters."
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Waterfront Marion Station Retreat w/ Private Dock!

8.6 out of 10, Excellent, (4)
"Home offers breathtaking views of the bay. Plenty of space for two families with children. Would love to come back!"
Waterfront Marion Station Retreat w/ Private Dock!

Pet-Friendly Quantico Home w/ River Views!

9.6 out of 10, Exceptional, (9)
"Well kept property with very comfortable beds! Breathtaking views of the Wicomico River!!"
Pet-Friendly Quantico Home w/ River Views!

Spectacular Waterfront on the Pocomoke River!

9.8 out of 10, Exceptional, (6)
"Such a lovely home on the perfect piece of property. We loved the porch and the firepit. Enough room for 8 people and a dog!"
Spectacular Waterfront on the Pocomoke River!

The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

10.0 out of 10, Exceptional, (29)
"Enjoyed out stay"
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball in Onancock

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball in Onancock

Beautiful Bayfront with Sanctuary Private Beach

9.0 out of 10, Wonderful, (17)
"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"
Beautiful Bayfront with Sanctuary Private Beach

Rock Hall on the water

9.4 out of 10, Exceptional, (47)
"Rock Hall is a beautiful property that is nicely situated between several quaint towns. We loved the space and the large yard for the kids and dog to run. I do feel that it was a bit overpriced for what the house offers. In contrast to other rentals I found this to be quite stark and lacking in the comforts that I look for during a stay. The house is very minimally furnished and there were no comfort items to be found. It would have been nice to have a flashlight for walking through the...
Rock Hall on the water

Cottage near the Bay

8.8 out of 10, Excellent, (29)
"Great time"
The price is SAR 338
SAR 744 total
includes taxes & fees
27 Jan - 28 Jan
Cottage near the Bay

Cozy Barn Loft: Country Views & Central to Beaches

10.0 out of 10, Exceptional, (15)
"We were only in the area for the night, but the loft was great and had anything you would need, and was spottless"
The price is SAR 394
SAR 854 total
includes taxes & fees
27 Jan - 28 Jan
Cozy Barn Loft: Country Views & Central to Beaches

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (36)
"The location was perfect, our host was extremely responsive and helpful. Chris gave us tips and set us up with the ferry Captain. Even though the large restaurant was closed there are 2 chefs that prepare wonderful meals! The srore/museum was ooen go meet the sweet manager! Thank you Chris for a wonderful family vacation!"
Historic home on Smith Island w/ dock!

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"

Quaint Island Getaway

10.0 out of 10, Exceptional, (13)
"Staying at the Quaint Island Getaway is always a pleasure! Sarah is an accessible host, the property is cozy and clean. My party loved the new firepit."
Quaint Island Getaway

Creek House - Waterfront Oasis on Holden's Creek

9.8 out of 10, Exceptional, (6)
"The location, accommodations and the quality of the amenities were stellar. The best vacation we have spent as a family! The whole experience was best in class!"
Creek House - Waterfront Oasis on Holden's Creek

The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views

9.8 out of 10, Exceptional, (6)
"We spent one evening at this quaint cottage. The setting is rustic; yet calm and quiet. The house has been completely updated, and many thoughtful extra items were included. The beds were comfortable. The listing said that there were two bathrooms. There was only one. Of special interest was a garage with several nice kayaks for our use."
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!

10.0 out of 10, Exceptional, (1)
"This location worked well for our large group which comprised of 3 generations. The historic style of the home works well with the renovations which include strong WiFi, new appliances and plenty of high-tech flat screen televisions. The area was very quiet and near plenty of shopping locations. This was the perfect home for family time and bonding. The host was responsive to our questions and requests. We definitely plan to stay here again! Thanks, Steve! Your home was perfect for our...
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!

Blue Heron - A Breathtaking Eastern Shore Vacation Experience!

9.8 out of 10, Exceptional, (29)
"Everything was clean! Beautiful house and property! Perfect for our family!!"
Blue Heron - A Breathtaking Eastern Shore Vacation Experience!

Home on Chesapeake Bay: Large Yard, Fire Pit

9.0 out of 10, Wonderful, (6)
"Very comfortable, clean and cute place with a peaceful back yard where we watched wildlife, and the neighbors adorable flock of chickens! ! Great location close to town."
Home on Chesapeake Bay: Large Yard, Fire Pit

Inviting Waterfront Cottage on Cedar Creek

10.0 out of 10, Exceptional, (34)
"Lovely small town!"
Inviting Waterfront Cottage on Cedar Creek

Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage

10.0 out of 10, Exceptional, (1)
"As many reviewers say, Smith Island is not a hot spot teaming with places to go. We knew this when booking. We brought our cameras, our water colors to paint, books, knitting, cards.... we had a WONDERFUL time. The cottage was beautiful and had everything we needed. The host even supplied us with board games and bug spray. We walked the length of the island several times and spent most mornings with our binoculars and cameras birding. If you want to relax and can entertain yourself it is a...
Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
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

8.8 out of 10, Excellent, (29)
"Great time"
The price is SAR 338
SAR 744 total
includes taxes & fees
27 Jan - 28 Jan
Cottage near the Bay

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"

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!
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.