Crisfield Holiday Rentals from €171: Search Short-Term Rentals

Q: 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.

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Our top choices for Crisfield holiday rentals

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

1. Cottage near the Bay

Crisfield

Karen J.

includes taxes & fees

15 Oct - 16 Oct

A sandy beach with footprints, a pier in the distance, and a clear sky.

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

Deal Island Historic District

Jennifer P.

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with wooden ceiling, white cabinets, stainless steel appliances, and a central island with seating.

3. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

Tim B.

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

4. Deal Island Bay Cottage

Deal Island

"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"

Harold B.

includes taxes & fees

14 Oct - 15 Oct

A marina at sunset with boats docked and buildings in the background.

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

Smith Island

Samantha J.

includes taxes & fees

16 Oct - 17 Oct

A row of white houses by a lake with American flags.

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

Smith Island

Margaret A.

includes taxes & fees

13 Oct - 14 Oct

A hallway with striped sofas, a wooden floor, and wall-mounted lights.

7. The Glick - Short Stays on Market

Onancock

"Our weekend stay at The Glick was perfect!! The apartment was very clean, comfortable and nicely decorated, just like the pictures show. We really appreciated the Keurig coffee machine and comfy bed. All instructions for check in and check out were very clear and simple. We were within walking distance to several restaurants and shops. The town of Onancock is so peaceful and charming. The sunsets at the Wharf are beautiful. This is a wonderful location to stay while visiting on the Eastern Shore"

Tara M.

A two-story house with a front porch, a number '23314' on the door, and a small bench.

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

Accomac

Deborah G.

includes taxes & fees

13 Oct - 14 Oct

A staircase with a dark door at the bottom and a light fixture above it.

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

Accomac

Karen K.

includes taxes & fees

13 Oct - 14 Oct

10. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with a stainless steel refrigerator, a dark wall with framed artwork, and a brick wall with a hanging light fixture.

11. The Lilliston - Short Stays on Market

Onancock

Jacob P.

includes taxes & fees

14 Oct - 15 Oct

A bedroom with a brick wall, a bed with a green headboard, a wooden dresser, a chair, a flat-screen TV, and a large window.

12. The Oak - Short Stays on Market

Onancock

Betty A.

includes taxes & fees

22 Oct - 23 Oct

A living room with a brick wall, two windows, a television, a wicker chair, a sofa, and a lamp.

13. The Harbour - Short Stays on Market

Onancock

"The Harbour on Market in Onancock, VA was a gorgeous condo and we will absolutely love to vacation here again in the future. Everything was top notch and the amenities surpassed our expectations. We had an unfortunate incident beyond anyone’s control and needed to vacate sooner than expected; however, the owners were so amazing and accommodated our needs. We highly recommend this place! 5 FULL STARS!"

Jennifer M.

includes taxes & fees

25 Oct - 26 Oct

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Top Crisfield Hotel Reviews

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."

The Charlotte Hotel & Restaurant

8/10 Good

"The building was beautiful and the room decor was charming. Great pillows! Perfect location to walk around and explore Onancock. I would strongly suggest the owners clean the showerhead as the water was spraying in every direction and clean the blinds on the windows as they were visibly quite dirty."

Regal Inn

10/10 Excellent

"We took 2 rooms during a road trip, arriving close to midnight with our extended family of 6. We only stayed one night, mainly to rest, and overall it served that purpose very well. On the positive side, the place was clean, The beds were comfortable, and it was a very good value for money. We were able to get a good night’s rest after a long drive. The only downside was the noisy air conditioning, which made it a bit less comfortable during the night. Overall, it was a good short stay and met our basic needs for a stopover (at that budget price!)"

Find out more about Crisfield

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 €171 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 6 Expedia holiday rentals in Crisfield for a memorable holiday.

What’s there to see and do in Crisfield?

Jersey Island and Wellington Beach and 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.

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