A driftwood log on a sandy beach with the ocean in the background.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Crisfield vacation homes

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

1. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (63 reviews)
"Nice cottage at the end of a quiet lane, priced reasonably. Host is very accommodating. We had a lovely stay and enjoyed our time in Crisfield."
United States
Karen J.
The price is ￥12,823
￥29,534 total
includes taxes & fees
Oct 15 - Oct 16
Cottage near the Bay
A marina at sunset with boats docked and buildings in the background.

2. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Come out and enjoy Autumn at the HH Ranch on Smith Island.
Smith Island
9.8 out of 10, Exceptional, (16 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is ￥31,662
￥52,944 total
includes taxes & fees
Oct 16 - Oct 17
Come out and enjoy Autumn at the HH Ranch on Smith Island.
A sandy beach with footprints, a pier in the distance, and a clear sky.

3. Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is ￥17,414
￥38,931 total
includes taxes & fees
Oct 18 - Oct 19
Tangier Escape, great place get away from it all on Deal Island, MD.
A row of white houses by a lake with American flags.

4. Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly
Smith Island
9.4 out of 10, Exceptional, (3 reviews)
"This is a great place to stay on Smith Island. Easy access to most areas. The Golf cart is also nice to have. The house has everything you need and many extras too! Highly recommend a visit here."
United States
Margaret A.
The price is ￥30,396
￥54,706 total
includes taxes & fees
Oct 13 - Oct 14
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly
A staircase with a dark door at the bottom and a light fixture above it.

5. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is ￥24,079
￥50,308 total
includes taxes & fees
Oct 13 - Oct 14
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
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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Top Crisfield Hotel Reviews

The Whitehaven Hotel

The Whitehaven Hotel

10/10 Excellent
"I was so delightfully impressed with this place. It’s just an adorable old mansion. I’d say converted into bed breakfast. The innkeepers are an adorable couple. Place is right on the water. It’s gorgeous. I stayed to visit my son at college. It was a tiny bit out of the way but so worth it. Pretty area. I’ll be back no doubt."
Stephen 1-night trip
Posted 21 hours ago
The Whitehaven Hotel

Find out more about Crisfield

Crisfield Vacation Homes information

Number of reviews
49
Accommodation
60 Vacation Homes
Lowest Price
￥29,534
Highest Price
￥54,706