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

Crisfield Holiday Rentals

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Our top choices for Crisfield holiday rentals

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is NZ$330
includes taxes & fees
6 July - 7 July
Cottage near the Bay

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Onancock
9.8 out of 10, Exceptional, (11 reviews)
The price is NZ$494
includes taxes & fees
14 July - 15 July
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch
Onancock
The price is NZ$512
includes taxes & fees
13 July - 14 July
Private First Floor of Historic Victorian–King Bed, Full Kitchen, Screened Porch

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, (1 review)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is NZ$428
includes taxes & fees
9 July - 10 July
Tangier Escape, great place get away from it all on Deal Island, MD.

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, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is NZ$542
includes taxes & fees
2 July - 3 July
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

The Social - Short Stays on Market

The Social - Short Stays on Market
Onancock
The price is NZ$507
includes taxes & fees
2 July - 3 July
The Social - Short Stays on Market

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is NZ$468
includes taxes & fees
5 July - 6 July
Cozy Barn Loft: Country Views & Central to Beaches

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is NZ$606
includes taxes & fees
5 July - 6 July
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
The price is NZ$542
includes taxes & fees
7 July - 8 July
The Lilliston - Short Stays on Market

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is NZ$484
includes taxes & fees
23 July - 24 July
Deal Island Bay Cottage

The Glick - Short Stays on Market

The Glick - Short Stays on Market
Onancock
The price is NZ$538
includes taxes & fees
7 July - 8 July
The Glick - Short Stays on Market

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is NZ$615
includes taxes & fees
6 July - 7 July
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home

Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home
Onancock
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful expansive spaces for family get togethers. And a very responsive host. "
United States
Unspecified U.
The price is NZ$1,882
includes taxes & fees
5 July - 6 July
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home

Historic Victorian Home–3 King Bedrooms w/55"4KTVs, Full Kitchen, Screened Porch

Historic Victorian Home–3 King Bedrooms w/55"4KTVs, Full Kitchen, Screened Porch
Onancock
The price is NZ$1,136
includes taxes & fees
14 July - 15 July
Historic Victorian Home–3 King Bedrooms w/55"4KTVs, Full Kitchen, Screened Porch
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

Find out more about Crisfield

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Crisfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Crisfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Crisfield. Seeing all the best attractions is bound to make you fall in love with Crisfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Crisfield short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Crisfield?

Yes, there are holiday rentals close to the most popular sights in Crisfield, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Crisfield has a good selection of seafood restaurants. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best holiday rentals that Crisfield has to offer?

Cottage near the Bay: This highly rated holiday home rental in Crisfield is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Our travellers also rate Come, sit back and relax at the "Catch of the Bay" as a favourite home for rent in Crisfield.

How many holiday rentals will I find in Crisfield?

Choose from 6 Expedia holiday rentals in Crisfield for a memorable holiday.

What’s there to see and do in Crisfield?

Jersey Island and Crisfield Municipal Park are a couple of scenic spots to enjoy the outdoors, whereas J. Millard Tawes Museum is one of the cultural attractions. Somers Cove Marina and Crisfield City Dock are other places to visit while you're in town.

What’s a holiday rental in Crisfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Crisfield. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family gatherings.