Crisfield Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Crisfield

Dining
Cottage near the Bay

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.
$177 nightly
The price is $188
Nov 10 - Nov 11
Total with taxes and fees
Cottage near the Bay
Terrace/patio
Come, sit back and relax at the "Catch of the Bay"

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

Crisfield
10.0 out of 10, Exceptional, (6)
"This place was an absolute gem. Everything was clean and perfect. She thought of a lot of small details such as snacks, coffee, etc. she responded very rapidly when I had a question or concern I would definitely go back."
United States
Andrea J.
Come, sit back and relax at the "Catch of the Bay"
Outdoor pool
Oasis On the Bay-Luxury 3-bedroom condo

Oasis On the Bay-Luxury 3-bedroom condo

Crisfield
Oasis On the Bay-Luxury 3-bedroom condo
House (3 Bedrooms) | Interior
Walk to Main Street: Family-friendly Crisfield Gem

Walk to Main Street: Family-friendly Crisfield Gem

3.0 star property
Crisfield
Walk to Main Street: Family-friendly Crisfield Gem
Interior
Cabin at Holdens Creek on Eastern Shore of VA

Cabin at Holdens Creek on Eastern Shore of VA

Temperanceville
9.6 out of 10, Exceptional, (180)
"Thank you for your hospitality!! Your rental property is absolutely amazing! We love cabins and yours made us feel so at home. We are looking forward to visit again!"
United States
Stephen B.
Cabin at Holdens Creek on Eastern Shore of VA
Outdoor dining
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

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
Exterior detail
Charming Cottage - Ultimate Relaxation Destination

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

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.
$182 nightly
The price is $201
Nov 17 - Nov 18
Total with taxes and fees
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Exterior
Chesapeake Bay Retreat Private Dock + Beach

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

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 traveler
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Fridge, microwave, oven, stovetop
Home in historic Whitehaven Village.

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

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.
$503 nightly
The price is $555
Nov 17 - Nov 18
Total with taxes and fees
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!
1 bedroom, desk, travel crib, WiFi
Cozy Barn Loft: Country Views & Central to Beaches

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.
$237 nightly
The price is $263
Nov 9 - Nov 10
Total with taxes and fees
Cozy Barn Loft: Country Views & Central to Beaches
Fridge, microwave, oven, stovetop
Deal Island Bay Cottage

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.
$248 nightly
The price is $263
Nov 9 - Nov 10
Total with taxes and fees
Deal Island Bay Cottage
Property grounds
Beautiful Bayfront with Sanctuary Private Beach

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
Fridge, microwave, oven, stovetop
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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
$306 nightly
The price is $338
Nov 22 - Nov 23
Total with taxes and fees
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Smart TV, fireplace, table tennis, books
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

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
$296 nightly
The price is $314
Nov 8 - Nov 9
Total with taxes and fees
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Fridge, microwave, oven, stovetop
River front Home built in 2021 with Private Pier

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
Beach
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island
9.6 out of 10, Exceptional, (46)
"We loved the simple, laid back vacation we had on Smith Island. One of the most unique vacations we have ever had. Everyone is so friendly and we enjoyed getting to know locals and other visitors as well. We plan to return."
United States
loriane b.
Historic home on Smith Island w/ dock!
Exterior
The Porter's Barn - fancy little waterfront home with deep-water boat dock and firepit

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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Crisfield Hotel Reviews

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

10/10 Excellent
"Parking was right next to my room, especially important after a long day on the road. Perfect for a quick stop. "
Jennifer 1-night trip
Posted 8 days ago
Studio 6 Suites Pocomoke City, MD

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 $188 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.

Explore a world of travel with Expedia

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 4 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.