Crisfield Holiday Rentals

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Holiday Rentals in Crisfield

Cottage near the Bay

Crisfield
8.8 out of 10, Excellent, (50)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
The price is NZ$334
includes taxes & fees
10 Nov - 11 Nov
Cottage near the Bay

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

Crisfield
10.0 out of 10, Exceptional, (6)
"Traveling with 2 small dogs for 3 straight days, the oasis of Crisfield is here. Quiet yet convenient. The listing is spot on and all necessities for a longer term stay were provided. Bonuses included the supply of coffee pods, tea bags, and breakfast bars. Plenty of linens, and so much more! Thank you for providing an appointed home to call ours for a week.p.s. Biggest find was Waters Edge cafe. Avoided the ice cream counter, which was easy after a filling dinner of the best crab cakes...
United States
Candace
Come, sit back and relax at the "Catch of the Bay"

Walk to Main Street: Family-friendly Crisfield Gem

3.0 star property
Crisfield
Walk to Main Street: Family-friendly Crisfield Gem

Oasis On the Bay-Luxury 3-bedroom condo

Crisfield
Oasis On the Bay-Luxury 3-bedroom condo

Cabin at Holdens Creek on Eastern Shore of VA

Temperanceville
9.6 out of 10, Exceptional, (180)
"Beautiful place and nice and quiet. We loved it."
United States
Jon L.
Cabin at Holdens Creek on Eastern Shore of VA

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Saxis
9.4 out of 10, Exceptional, (3)
"Lovely, small but cozy, great place to bond and enjoy good food and drink."
United States
Bob H.
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Charming Cottage - Ultimate Relaxation Destination

Onancock
10.0 out of 10, Exceptional, (124)
"Very nice cute cottage, well stocked. only downfall is that windows don't open in some of the rooms due to age and excess paint."
United States
Elizabeth M.
Charming Cottage - Ultimate Relaxation Destination

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

Onancock
9.6 out of 10, Exceptional, (4)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is NZ$356
includes taxes & fees
17 Nov - 18 Nov
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Chesapeake Bay Retreat Private Dock + Beach

Onancock
10.0 out of 10, Exceptional, (3)
"What a lovely house and location. The house is well equipped and was very clean. The outside porch with fireplace was where we spent most of our time and when the sky was clear, you have a great view of the stars. The host was very responsive. Our group of nine enjoyed our time there and would love to return. "
United States
Brad S.
Chesapeake Bay Retreat Private Dock + Beach

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Smith Island
10.0 out of 10, Exceptional, (18)
"We just finished a 2 day stay at the Idle Hour and wished we had more time. Our Smith Island stay would not have been the same without Marykim. She helped us with our bags, gave us amazing advice and was a terrific cook and hostess. Would not hesitate to book again."
United States
Anonymous traveller
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

Home in historic Whitehaven Village.

Quantico
10.0 out of 10, Exceptional, (5)
"Great stay! Nice and relaxing and owner fast response with questions!"
United States
susan s.
Home in historic Whitehaven Village.

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Onancock
10.0 out of 10, Exceptional, (2)
"Very clean beautiful home lots of room. Family oriented. Beautiful view,plentiful parking space quiet peaceful relaxing pla e to stay. Highly recommend for a wonderful vacation or getaway. "
United States
David E.
The price is NZ$985
includes taxes & fees
12 Nov - 13 Nov
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Cozy Barn Loft: Country Views & Central to Beaches

Pocomoke City
10.0 out of 10, Exceptional, (19)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is NZ$472
includes taxes & fees
12 Nov - 13 Nov
Cozy Barn Loft: Country Views & Central to Beaches

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"Very nice house and close enough to go places but far enough to be peaceful."
United States
Larry F.
The price is NZ$468
includes taxes & fees
11 Nov - 12 Nov
Deal Island Bay Cottage

Beautiful Bayfront with Sanctuary Private Beach

Saxis
9.2 out of 10, Wonderful, (24)
"We had a wonderful 4 days stay. The location is peaceful and quiet with beautiful views. The house was clean and the host communicated well. Would definetly stay again."
United States
katrina g.
Beautiful Bayfront with Sanctuary Private Beach

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

Accomac
10.0 out of 10, Exceptional, (26)
"This property is exactly as advertised. Safe area and easy to find. Nice yard. Plenty of room. Nice outdoor deck. A lot of nice extra touches, too. "
United States
Wynona
The price is NZ$563
includes taxes & fees
22 Nov - 23 Nov
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Smith Island
9.8 out of 10, Exceptional, (15)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
The price is NZ$556
includes taxes & fees
10 Nov - 11 Nov
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Secluded waterfront getaway with hot tub,fire pit, and private dock.

Marion Station
10.0 out of 10, Exceptional, (9)
"This is such a lovely place for families to unwind and enjoy time together!"
United States
Greg
Secluded waterfront getaway with hot tub,fire pit, and private dock.

The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

Temperanceville
10.0 out of 10, Exceptional, (36)
"Beautiful, private, relaxing! We loved our stay! The only thing and reason we say 4 stars is we would have loved privacy curtains on the large and small windows. "
United States
Melissa M.
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

River front Home built in 2021 with Private Pier

Reedville
10.0 out of 10, Exceptional, (11)
"Great stay"
United States
Peyton S.
River front Home built in 2021 with Private Pier
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.
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Top Crisfield Hotel Reviews

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, 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 NZ$334 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 4 Expedia holiday rentals in Crisfield for a memorable holiday.

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 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.