Crisfield Vacation Rentals from $187: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Crisfield?

Cottage near the Bay : This highly rated vacation home rental in Crisfield is equipped with a barbecue grill, 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 you can cook with friends or family. Our travelers also rate Come, sit back and relax at the "Catch of the Bay" as a favorite home for rent in Crisfield.

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Our top choices for Crisfield vacation rentals

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

1. Cottage near the Bay

Crisfield

Pamela

$176 nightly

Sep 17 - Sep 18

Total with taxes and fees

A two-story house with a covered porch, wooden posts, and a red and white trim.

2. Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell

"The Castaway house was a wonderful spot for our family of 4. The house was so comfortable and it was fantastic to have access to the golf cart to tour the island!! The island was very welcoming. One highlight was a boat tour with Capt. Mark Kitching (410)603-1227. He took us through the marshes and outer islands, pointing out lots of birds (we saw Pelicans!!). Bring your own food if you want to cook- restaurants close early and groceries are limited. Cash or check for the boat over. It...

Laura J.

$216 nightly

Sep 18 - Sep 19

Total with taxes and fees

3. Pet-friendly Smith Island Cottage w/ Golf Cart!

Smith Island

Karl

$211 nightly

Sep 18 - Sep 19

Total with taxes and fees

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

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

Deal Island Historic District

Jennifer P.

$232 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

5. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

Tim B.

$368 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

6. The Lilliston - Short Stays on Market

Onancock

$226 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

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

Smith Island

Samantha J.

$326 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

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

Accomac

Karen K.

$288 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

9. Deal Island Bay Cottage

Deal Island

Christopher M.

$243 nightly

Oct 1 - Oct 2

Total with taxes and fees

A kitchen with a farmhouse sign, a clock, and a refrigerator.

10. Cozy Barn Loft: Country Views & Central to Beaches

Pocomoke City

Ryan B.

$242 nightly

Sep 17 - Sep 18

Total with taxes and fees

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

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

Accomac

Deborah G.

$323 nightly

Sep 29 - Sep 30

Total with taxes and fees

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

12. 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.

$227 nightly

Sep 22 - Sep 23

Total with taxes and fees

13. Unique Tangier Cottage w/ Chesapeake Bay Views!

Tangier

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

14. The Glick - Short Stays on Market

Onancock

"The Glick was a find! This spacious, nicely decorated one bedroom apartment is in the center of town and has all you need for two people. The king bed and sheets were comfortable, the place was spotless, there were plenty of towels and the water pressure was great in the shower. The kitchen is large with a Keurig coffee maker, and stocked with plates and cooking utensils. And there is a washer/dryer (one unit) in that space, which we used one time and worked great.We were very comfortable, and...

Sue E.

$215 nightly

Sep 22 - Sep 23

Total with taxes and fees

A room with a large window featuring wooden frames and teal curtains.

15. As close as you can get to the ocean south of Chincoteague

Parksley

brooks h.

$449 nightly

Sep 19 - Sep 20

Total with taxes and fees

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Top Crisfield Hotel Reviews

Studio 6 Suites Pocomoke City, MD

10/10 Excellent

"For the price the stay was comfortable and pleasant."

The Charlotte Hotel & Restaurant

8/10 Good

"The hotel is in a cute town that's walkable, with plenty of restaurants and shops. The property is managed like an Airbnb, so no staff were on-site when we checked in or when we left. The check-in process was quick and easy, with the keys left at the front desk. The bathrooms included all the nice amenities like hair care, etc. The hotel is quaint, and they have a lot to offer -- I had only one complaint. The fire alarm battery in reception was dying so it chirped every few minutes. I called the after-hours contact line at 8:30 pm and explained that it could be heard throughout the hotel (which is an old house). No one came by, and it continued to chirp all night. The good news is, I'm sure the battery has been replaced so you won't have to worry about it!"

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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Crisfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crisfield vacation 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 low season months. For more hustle and bustle, you may prefer to visit Crisfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $187 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Crisfield rentals

At Expedia, we put the best Crisfield vacation 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 vacation.

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.

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Frequently asked questions

Are there vacation rentals in Crisfield?

Yes, we have vacation rentals close to the most popular attractions in Crisfield, or you can select a more remote option if you want a relaxing place to stay. Our travelers 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 vacation rentals in Crisfield?

Cottage near the Bay: This highly rated vacation home rental in Crisfield is equipped with a barbecue grill, 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 you can cook with friends or family. Our travelers also rate Come, sit back and relax at the "Catch of the Bay" as a favorite home for rent in Crisfield.

How many vacation rentals will I find in Crisfield?

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

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 vacation rental in Crisfield like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Crisfield. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Crisfield vacation rentals

1. Cottage near the Bay

2. Pet-Friendly Smith Island Cottage w/ Golf Cart!

3. Pet-friendly Smith Island Cottage w/ Golf Cart!

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

5. Unique Tangier Cottage w/ Chesapeake Bay Views!

6. The Lilliston - Short Stays on Market

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

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

9. Deal Island Bay Cottage

10. Cozy Barn Loft: Country Views & Central to Beaches

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

12. The Harbour - Short Stays on Market

13. Unique Tangier Cottage w/ Chesapeake Bay Views!

14. The Glick - Short Stays on Market

15. As close as you can get to the ocean south of Chincoteague

Find vacation rentals that suit your style

Top Crisfield Hotel Reviews

Studio 6 Suites Pocomoke City, MD

Americas Best Value Inn Princess Anne

Rodeway Inn at Somers Cove Marina

The Charlotte Hotel & Restaurant

The Whitehaven Hotel

Come, sit back and relax at the "Catch of the Bay"

Walk to Local Eats & Docks! Crisfield Getaway

Regal Inn

Home of the Terrapin King

Find out more about Crisfield

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