Holiday Rentals in Crisfield

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Holiday Rentals in Crisfield

Private kitchen
Cottage near the Bay
9.0 out of 10, Wonderful, (13)
"Come stay at this wonderful house in lovely Crisfield Maryland. You won't be sorry. The host is fantastic and gets back to you quickly if you have questions. Thank you for everything."
The price is €186
includes taxes & fees
30 May - 31 May
Cottage near the Bay
Outdoor pool
Waterfront 3 bedroom condo. Spring is here!
10.0 out of 10, Exceptional, (18)
"Love the decor, furniture and everything you could want/need. Very comfortable and felt like a friend's house. Perfect for our girls trip and one day we never left the condo"
Waterfront 3 bedroom condo. Spring is here!
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"
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Property grounds
Stylish Condo with a Great View
10.0 out of 10, Exceptional, (4)
"The property is in a great locationwith beautiful sunsets. It was perfect for a thanksgiving trip."
The price is €328
includes taxes & fees
12 Jun - 13 Jun
Stylish Condo with a Great View
Smart TV, fireplace
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (101)
"The condo was perfect. Checkin was easy, was as described and the view was amazing. Would recommend to anyone looking for a relaxing getaway"
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!
Private kitchen
Victorian Get Away
Victorian Get Away
Property grounds
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
10.0 out of 10, Exceptional, (2)
"The property was very beautiful! Enjoyed the stay and communication with the host was excellent!"
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
Pool
Breathtaking Top Floor Waterfront Condo with Wrap Around Balcony and Boat Slip
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."
Breathtaking Top Floor Waterfront Condo with Wrap Around Balcony and Boat Slip
Outdoor dining
Beautiful Waterfront Condo w/ Community Pool!
9.8 out of 10, Exceptional, (9)
"Loved the condo. Well furnished, exceptionally clean and well stocked. Porches are perfect for relaxing, reading or a cocktail whatching sunset. Will be back for sure."
Beautiful Waterfront Condo w/ Community Pool!
Property grounds
Cozy Contemporary Home
The price is €484
includes taxes & fees
30 May - 31 May
Cozy Contemporary Home
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
Outdoor dining
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, (10)
"House was exactly as advertised and expected. Would stay agian for sure"
The price is €374
includes taxes & fees
30 May - 31 May
Beautiful Bayfront with Sanctuary Private Beach
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)
"The house was perfect for our family’s long weekend stay in April 2024. The location is splendid for its views, water accessibility and peace and quiet. We kayaked to the barrier island (approx.15 min) and found many pristine whelk sea shells. We thoroughly enjoyed crabbing and fishing in the creek as well bird watching. The homeowners really have provided just about everything you could ask for as far as amenities and supplies. Additionally they were very helpful and informative when we had...
The price is €474
includes taxes & fees
16 Jun - 17 Jun
As close as you can get to the ocean south of Chincoteague
Property grounds
Pet-Friendly Quantico Home w/ River Views!
10.0 out of 10, Exceptional, (2)
"Beautifully decorated and clean spacious waterfront house with plenty of amenities. Plenty of rooms and outdoor areas to enjoy."
Pet-Friendly Quantico Home w/ River Views!
Beach nearby, sun-loungers
Quaint Island Getaway
10.0 out of 10, Exceptional, (10)
"Sarah was an amazing host. The checking/ out processes was super simple. The place was clean, smelled nice, and the property itself was very well kept. Aside from the great hose and rental house itself, Deal island offers a small town environment with super friendly locals. I cant wait to book with Sarah again!"
Quaint Island Getaway
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
Property grounds
Awesome private off grid cabin with creek view.
9.4 out of 10, Exceptional, (9)
"Beautiful slice of heaven on the creek. Lots of wildlife and close enough to downtown that you can have a nice night out or just light a fire and enjoy nature."
Awesome private off grid cabin with creek view.
Property grounds
Inviting Waterfront Cottage on Cedar Creek
10.0 out of 10, Exceptional, (25)
"Three family groups - 5 adults and one toddler - lot of room so not on top of each other - we cooked in all weekend - nicely equipped kitchen, roomy dining table (also great for games and cards). Thoroughly enjoyed the porch room - beautiful view. Walked around the yard with the toddler - spacious. Used the kayaks - nice to have that option. Took some walks - nice area. Next door neighbor - not close, but was playing loud music while setting up for a party, a minor irritant. During the party...
Inviting Waterfront Cottage on Cedar Creek
Don't see what you're looking for?
See all available properties in Crisfield
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.

Other types of properties in Crisfield you may be interested in

Private kitchen
Cottage near the Bay
9.0 out of 10, Wonderful, (13)
"Come stay at this wonderful house in lovely Crisfield Maryland. You won't be sorry. The host is fantastic and gets back to you quickly if you have questions. Thank you for everything."
The price is €186
includes taxes & fees
30 May - 31 May
Cottage near the Bay
View from property
Home of the Terrapin King
9.4 out of 10, Exceptional, (104)
"If you are looking for a home with history and charm that’s away from it all, the Home of the Terrapin King is it. Because the house is on a peninsula, you are away from the hustle and bustle of a typical town. There is plenty to enjoy some quality family/friend time. The house itself could use a little TLC as any rental would periodically need and considering it’s a 100+ year old house, but it is perfectly decorated in keeping with the Eastern Shore area. The views are incredible, especially...
Home of the Terrapin King
Outdoor pool
Waterfront 3 bedroom condo. Spring is here!
10.0 out of 10, Exceptional, (18)
"Love the decor, furniture and everything you could want/need. Very comfortable and felt like a friend's house. Perfect for our girls trip and one day we never left the condo"
Waterfront 3 bedroom condo. Spring is here!
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 €186 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

Holiday Inn Express Pocomoke, an IHG Hotel

Holiday Inn Express Pocomoke, an IHG Hotel

5/5 Excellent
"Friendly Staff"
A verified traveller stayed at Holiday Inn Express Pocomoke, an IHG Hotel
Posted 2 days ago
Holiday Inn Express Pocomoke, an IHG Hotel