Crisfield Vacation Rentals from CA $258: Short-Term Rentals for 2026

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.

Check prices for these dates

In two weeks

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Our top choices for Crisfield vacation rentals

1. Cottage near the Bay

Crisfield

Pamela

CA $258 total

includes taxes & fees

Aug 30 - Aug 31

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

Deal Island Historic District

Jennifer P.

CA $343 total

includes taxes & fees

Sep 16 - Sep 17

3. The end of summer is here on Smith Island! Come out for some peace and quiet!

Smith Island

Samantha J.

CA $466 total

includes taxes & fees

Sep 7 - Sep 8

4. Historic home on Smith Island w/ dock!

Smith Island

"Great place on Smith Island. Amazing community feeling for 48 hours. The ferry is super expensive (it was 25 per person each way ,so 50 total per person!!!), adding 250 to the entire visit for 5, so something to really consider. The island is beautiful, house was perfect, very quiet and well kept. No downsides, but not tons of activities for very active teenagers. Everything super easy in terms of house/info/check in and out."

Nina Z.

CA $414 total

includes taxes & fees

Sep 7 - Sep 8

5. Deal Island Bay Cottage

Deal Island

Christopher M.

CA $362 total

includes taxes & fees

Aug 30 - Aug 31

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

Accomac

Deborah G.

CA $490 total

includes taxes & fees

Aug 31 - Sep 1

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

Accomac

Karen K.

CA $438 total

includes taxes & fees

Aug 31 - Sep 1

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

Onancock

Stephen C.

CA $363 total

includes taxes & fees

Aug 31 - Sep 1

9. The 1930 - Short Stays on Market

Onancock

Rick L.

CA $385 total

includes taxes & fees

Aug 30 - Aug 31

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

Pocomoke City

Ryan B.

CA $367 total

includes taxes & fees

Aug 30 - Aug 31

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

Parksley

Karen F.

CA $739 total

includes taxes & fees

Sep 19 - Sep 20

12. The Social - Short Stays on Market

Onancock

Roscoe B.

CA $378 total

includes taxes & fees

Aug 31 - Sep 1

13. The Oak - Short Stays on Market

Onancock

Betty A.

CA $400 total

includes taxes & fees

Aug 31 - Sep 1

14. The Glick - Short Stays on Market

Onancock

"My grandson and I stayed in The Glick for six nights so that he could attend kayak camp just a few blocks away at the harbor (which we also highly recommend). The apartment looked nice online, but it was even better than it appeared.First, it was very spacious. It has a full kitchen, which not all rental apartments have. There was plenty of counter space and having a full sized fridge, stove, and washer/dryer was nice for a long stay. The place looked pretty new and it was spotless. I also liked...

Cary M.

CA $390 total

includes taxes & fees

Aug 31 - Sep 1

15. The Lilliston - Short Stays on Market

Onancock

"This is a gorgeous property! From the entrance/foyer to the closets it's top notch. You can't match the convenience in the heart of downtown Onancock and the walkability to just about anything. This is like staying in a friend's luxe apartment - sure, you're on vacation, but staying inside isn't such a bad thing, either! After an active day, you can wind down in a beautiful space and people watch through the windows. As much as I love to treat myself to dining out when I'm in Onancock, I...

Anonymous traveller

CA $387 total

includes taxes & fees

Sep 15 - Sep 16

16. 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.

CA $372 total

includes taxes & fees

Sep 15 - Sep 16

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Top Crisfield Hotel Reviews

Rodeway Inn at Somers Cove Marina

10/10 Excellent

"Property well maintained. Pool clean. Staff quite helpful."

The Charlotte Hotel & Restaurant

10/10 Excellent

"This is our second time staying at The Charlotte Hotel. The rooms have a nice traditional feel. Quiet location yet right in town with an easy walk to restaurants (including the new Bread & Butter), shops, and the waterfront. On street parking is plentiful and we've been able to park right in front of the hotel each August stay. Onancock is a peaceful place to stay on the Chesapeake Bay. A great value...we would 100% stay here again."

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

10/10 Excellent

"I hadn’t had much luck the past three years finding a decent place to stay in Crisfield for our annual trip, but this place was AMAZING! It was super clean and comfortable and the host was incredibly responsive. We thoroughly enjoyed our stay, and secretly am hoping it’s available next year when we come back!"

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, cottages, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crisfield vacation rentals we have selected for you start as low as CA $258 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 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.

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?

Wellington Beach and Park and Jersey Island 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. Tangier Escape, great place get away from it all on Deal Island, MD.

3. The end of summer is here on Smith Island! Come out for some peace and quiet!

4. Historic home on Smith Island w/ dock!

5. Deal Island Bay Cottage

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

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

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

9. The 1930 - Short Stays on Market

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

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

12. The Social - Short Stays on Market

13. The Oak - Short Stays on Market

14. The Glick - Short Stays on Market

15. The Lilliston - Short Stays on Market

16. The Harbour - Short Stays on Market

Find vacation rentals that suit your style

Top Crisfield Hotel Reviews

Rodeway Inn at Somers Cove Marina

Best Western Plus Pocomoke City

Motel 6 Pocomoke City, MD

The Whitehaven Hotel

Quality Inn & Suites

The Charlotte Hotel & Restaurant

Americas Best Value Inn Princess Anne

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

Regal Inn

Find out more about Crisfield

Frequently asked questions

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