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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Compare 47 Vacation Homes in Crisfield with updated reviews, rates, and availability.

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

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house, attentive host, and a beautiful and quiet setting"
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
Waterfront Marion Station Retreat w/ Private Dock!
Marion Station Vacation Rental | 3BR | 3BA | 2,660 Sq Ft | Step-Free Entry

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!
Spectacular Waterfront on the Pocomoke River!
Welcome to Casa Del Rio perched on the Pocomoke River!

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!
Pet-Friendly Quantico Home w/ River Views!
Quantico Vacation Rental | 4BR | 2.5BA | Stairs Required | 2,000 Sq Ft

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

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

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball in Onancock
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

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

10.0 out of 10, Exceptional, (30)
"Beautiful panorama!"
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit
Creek House - Waterfront Oasis on Holden's Creek

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
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
10 Feb - 11 Feb
Cottage near the Bay
Beautiful Bayfront with Sanctuary Private Beach
Beach

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
Kitchen

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
Blue Heron - A Breathtaking Eastern Shore Vacation Experience!
Blue Heron is an inspiring Vacation Home only minutes from Chincoteague Island.

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!
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!
Miscellaneous

Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

9.0 out of 10, Wonderful, (2)
Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!
Cozy Barn Loft: Country Views & Central to Beaches
Queen bedroom. Dresser provided for clothing with hangers.

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 AED 547
AED 1,040 total
includes taxes & fees
10 Feb - 11 Feb
Cozy Barn Loft: Country Views & Central to Beaches
Historic home on Smith Island w/ dock!
The Pearl built in 1900 restored 2015

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!
Calling all hunters, almost 33 more acres across the street used for hunting.

Calling all hunters, almost 33 more acres across the street used for hunting.

8.8 out of 10, Excellent, (28)
"This house and property are beautiful. It is very secluded and right on the water. The house was spotless when I arrived and has everything you need or want. The pool is huge. I had an awesome stay and I cannot wait until I go back in August!"
Calling all hunters, almost 33 more acres across the street used for hunting.
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
Exterior

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...
The price is AED 952
AED 3,513 total
includes taxes & fees
4 Mar - 5 Mar
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
Tangier Island three bedroom house near the beach.
Living area

Tangier Island three bedroom house near the beach.

10.0 out of 10, Exceptional, (1)
"I booked 2 nights with my parents and grandparents at the island girl getaway. It was possibly the best beach experience I’ve had yet. Tangier is an incredible island rich with history and certainly worth a visit. We enjoyed the close proximity to the beach and the caretaker, Andy was very helpful and kind. We happened to come to the island when the tides were unusually high occasionally throughout the day, yet I would note that our house seemed to be the only one which had no water near it...
Tangier Island three bedroom house near the beach.
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
Exterior

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt

2.0 star property
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
River front Home built in 2021 with Private Pier
An aerial view of the surrounding area: Little Wicomico River and Chesapeake Bay

River front Home built in 2021 with Private Pier

10.0 out of 10, Exceptional, (6)
"Even better in person pictures don't give it enough Justice. House was better than expected master bedroom super nice super comfy bed had a great time enjoyed sitting on the dock. Super clean well taken care of house"
River front Home built in 2021 with Private Pier
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
Front view of the East Point Farmhouse.

Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.

10.0 out of 10, Exceptional, (76)
"Our family had a great time staying there for Thanksgiving. The house was charming and beautifully decorated in the style of the Eastern Shore. Plenty of space to hang out or spread out! The kids really loved the Turtle Room We would certainly stay here again!"
Whimsical Cottage with Gorgeous Views of the Bay, overlooking Russell Marina.
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
10 Feb - 11 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 Chesapeake Bay Condo w/ Boat Slip!
Crisfield Vacation Rental | 3BR | 2BA | 1,436 Sq Ft | Step-Free Access

Waterfront Chesapeake Bay Condo w/ Boat Slip!

10.0 out of 10, Exceptional, (11)
"We give a 10/10 for our week-long stay at this exquisite condo from its beautiful coastal colors and tasteful furnishings to the million dollar views of Tangier Sound and Jane's Island. Excellent communication from the hosts. Seamless check-in. Well-provisioned kitchen if you wanted to cook. We always dine out on vacation, and found a couple of good spots in town: From Scratch and Fisherman's Grille. Very comfy seating on the balcony and separate screened-in section gave us more places to unwind...
Waterfront Chesapeake Bay Condo w/ Boat Slip!
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.