Search Holiday Rentals in Crisfield

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May 2 - May 3
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May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Top Holiday Rentals in Crisfield

Private kitchen | Fridge, microwave, oven, stovetop
Cottage near the Bay
9.0 out of 10, Wonderful, (12)
"Came to md duck. Very nice and convenient place to stay. Would definitely stay there again"
The price is £160
per night
21 May - 22 May
Cottage near the Bay
Smart TV, fireplace
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (100)
"Beautifully decorated and having an awesome view, this condo brings pure Joy!"
Simply the best...Beautiful condo overlooking the Chesapeake bay.
View from property
Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!
Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!
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Fridge, microwave, oven, stovetop
No longer taking reservations at this time. Our apologies.
10.0 out of 10, Exceptional, (4)
"Great communication from host. Cleanliness of the property, quiet. Great views of the water. Would definitely book again"
No longer taking reservations at this time. Our apologies.
Exterior
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
Terrace/patio
Come, sit back and relax at the "Catch of the Bay"
10.0 out of 10, Exceptional, (3)
"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"
Property grounds
Breathtaking Top Floor Waterfront Condo with Boat Slip in Crisfield
9.8 out of 10, Exceptional, (59)
"Great location and views. Condo was clean and exactly as the description says. Owners were quick to call back when I reached out. Would definitely rent again."
The price is £400
per night
27 May - 28 May
Breathtaking Top Floor Waterfront Condo with Boat Slip in Crisfield
Outdoor dining
Beautiful Waterfront Condo w/ Community Pool!
9.8 out of 10, Exceptional, (8)
"Very nice condo with everything you need."
Beautiful Waterfront Condo w/ Community Pool!
SPECTACULAR CORNER UNIT - Direct Waterfront Condo in Crisfield, Md
10.0 out of 10, Exceptional, (199)
"Very clean, amazing views, great small town restaurants, and amazing host."
SPECTACULAR CORNER UNIT - Direct Waterfront Condo in Crisfield, Md
Property grounds
Cozy Contemporary Home
The price is £414
per night
3 May - 4 May
Cozy Contemporary Home
Property grounds
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
Interior
Cabin at Holdens Creek on Eastern Shore of VA
9.6 out of 10, Exceptional, (145)
"We get together once a year, 5 guys, to hang out, catch up, shoot skeet, target shoot and fish. We do this at a different location every year. This location worked out great. It was private, allowed shooting and had enough room to sleep 5. We would use this cabin again!"
Cabin at Holdens Creek on Eastern Shore of VA
Property grounds
As close as you can get to the ocean south of Chincoteague
10.0 out of 10, Exceptional, (122)
"Such a great spot to unwind. Activities and restaurants all within a short drive Birdwatching and kayaking right out front Sunrises are beautiful from the kitchen table or the deck. Star gazing came in a close second"
As close as you can get to the ocean south of Chincoteague
Outdoor dining
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, (9)
"The house was lovely and the beach was beautiful. There’s not much more to say!"
The price is £323
per night
5 May - 6 May
Beautiful Bayfront with Sanctuary Private Beach
Exterior
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
10.0 out of 10, Exceptional, (11)
"The property was amazing and any minor issue we had. They were right there to fix it. The island was welcoming, as well as just the right amount of quiet and slow down that we were looking for. I recommend anybody needing to detach disconnect to enjoy property for a couple of days or even longer. The hospitality was amazing. We will be back."
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Fridge, microwave, oven, stovetop
Cozy Barn Loft: Country Views & Central to Beaches
10.0 out of 10, Exceptional, (8)
"Sarah and her family did such a wonderful job with this loft it was beautiful and comfy. Loved how much they had in this place for your stay, they thought of everything! We would book this again and stay longer to meet the animals, family and just to get away from it all. You want a quite, peaceful night sleep with the sound of frogs and crickets this is your place!!!"
The price is £228
per night
6 May - 7 May
Cozy Barn Loft: Country Views & Central to Beaches
Property grounds
Inviting Waterfront Cottage on Cedar Creek
10.0 out of 10, Exceptional, (23)
"Wonderful property. Will stay again and again."
Inviting Waterfront Cottage on Cedar Creek
Exterior
Historic home on Smith Island w/ dock!
9.4 out of 10, Exceptional, (29)
"This was one of the most relaxing stays the family has ever had. Who can argue with Smith Island Cake from the bakery for breakfast!! The house was a great little hideaway to celebrate a 14th birthday and a 23rd anniversary. Having easy access to a boat dock allowed us to bring our own boat and so the freedom to fish the waters surrounding Smith Island, an afternoon trip to Tylerton for the absolute delicious crab cakes and a chat with Duke, a day trip to Crisfield for the annual boat docking...
Historic home on Smith Island w/ dock!
Lake
Rock Hall on the water
9.4 out of 10, Exceptional, (42)
"We were scouting this house as a potential place to bring friends, and while we really liked the house there are a few things we noticed that might make us hesitant to bring a larger group. The ground floor was badly in need of vacuuming and there was hair in the shower drain. We never could connect to internet and had no cell service so couldn't even let anyone know. Finally, the water has a highly sulfur odor. Overall it seemed no-one had been in the house in a while and it needed some more...
Rock Hall on the water
View from property
Charming 3-bedroom house with game room in Historic Onancock. Pet friendly
Charming 3-bedroom house with game room in Historic Onancock. Pet friendly
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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.

Crisfield Holiday Rental Travel Info

Number of holiday rentals
3
Popular accommodation
Crisfield condos
Known landmarks
J. Millard Tawes Museum, Somers Cove Marina and Smith Island
International airport
Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)

Other types of properties in Crisfield you may be interested in

Private kitchen | Fridge, microwave, oven, stovetop
Cottage near the Bay
9.0 out of 10, Wonderful, (12)
"Came to md duck. Very nice and convenient place to stay. Would definitely stay there again"
The price is £160
per night
21 May - 22 May
Cottage near the Bay
View from property
Home of the Terrapin King
9.4 out of 10, Exceptional, (103)
"Very relaxing spot and the view is spectacular!"
Home of the Terrapin King
Smart TV, fireplace
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (100)
"Beautifully decorated and having an awesome view, this condo brings pure Joy!"
Simply the best...Beautiful condo overlooking the Chesapeake 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.

Everything you need to know about Crisfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Crisfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Crisfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Crisfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crisfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Crisfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crisfield holiday rentals we have selected for you start as low as £160 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Crisfield rentals

At Expedia, we put the best Crisfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Crisfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Crisfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Crisfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 5 Expedia holiday rentals in Crisfield for a memorable holiday.

What’s there to see and do in Crisfield?

Enjoy the area's cultural attractions such as J. Millard Tawes Museum, or get outdoors into nature at a spot like Smith Island. In the wider area, you’ll find Somers Cove Marina and Tangier Island.

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.

Recent reviews of Crisfield properties
Expedia verified reviews

Onley Inn

Onley Inn

5/5 Excellent
Solid option for the price
"Reasonably well updated and clean. Served the purpose for a 1-night stay while traveling."
A verified traveller stayed at Onley Inn
Posted 5 days ago
Onley Inn