Crisfield Vacation Rentals

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Vacation Rentals in Crisfield

Simply the best...Beautiful condo overlooking the Chesapeake bay.
Smart TV, fireplace
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (102)
"Beautiful accommodation, beautiful hosts, beautiful sunsets, and a beautiful time."
Simply the best...Beautiful condo overlooking the Chesapeake bay.
Cottage near the Bay
Private kitchen
Cottage near the Bay
8.8 out of 10, Excellent, (15)
"The owner was quick to respond, informative, and polite. The property did the job we were asking from it by being near by our family, close to the bay, and being pet friendly. I was not impressed by the cleanliness, but it was not out right dirty or unsanitary. You get what you pay for. Over all we were pleased with our stay!"
The price is CA $123
CA $271 total
includes taxes & fees
Jun 26 - Jun 27
Cottage near the Bay
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
Outdoor pool
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
10.0 out of 10, Exceptional, (21)
"The condo was beautiful and exceptional! We had everything we needed and more. It was obvious that time had been taken to think through the processes of what people may need. We recommend this property! We thoroughly enjoyed the balcony and screened porch for morning coffee, and happy hour. We were there Monday through Thursday and the town was very quiet. We had jumbo crabs from Linton’s, and took the ferry out to Tangier Island. The cream chip beef “From Scratch” Is very good. On Tangier...
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!
View from property
Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!
10.0 out of 10, Exceptional, (2)
"Easy access, mind blowing decor, most well-equipped kitchen. Every detail was a delight! Just lovely. And the sunsets, OMG! Instructions were clear and simple. Kelly was attentive and checked up on us. Just wonderful all around."
Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
Property grounds
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
10.0 out of 10, Exceptional, (4)
"Great time in a very updated & comfortable home."
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
Come, sit back and relax at the "Catch of the Bay"
Terrace/patio
Come, sit back and relax at the "Catch of the Bay"
10.0 out of 10, Exceptional, (3)
"It was very good, very clean and cozy. I would recommend the place for sure."
Come, sit back and relax at the "Catch of the Bay"
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
Victorian Get Away
Private kitchen
Victorian Get Away
Victorian Get Away
Stylish Condo with a Great View
Property grounds
Stylish Condo with a Great View
9.6 out of 10, Exceptional, (5)
"Unfortunately we had to rent another place because my husband could not do the steps! The steps did not have a railing & the stairwell was not well lit! The only parking was in the city lot which had signs stating 2 hour parking! The website stated non handicapped accessible so I had to eat the cost."
The price is CA $325
CA $557 total
includes taxes & fees
Jul 15 - Jul 16
Stylish Condo with a Great View
Breathtaking Top Floor Waterfront Condo with Wrap Around Balcony and Boat Slip
Pool
Breathtaking Top Floor Waterfront Condo with Wrap Around Balcony and Boat Slip
9.8 out of 10, Exceptional, (61)
"This was the most beautiful condo, very clean and decorated so nice! We enjoyed watching the sunsets and the boats!"
Breathtaking Top Floor Waterfront Condo with Wrap Around Balcony and Boat Slip
Beautiful Waterfront Condo w/ Community Pool!
Outdoor dining
Beautiful Waterfront Condo w/ Community Pool!
9.8 out of 10, Exceptional, (9)
"Loved the condo. Well furnished, exceptionally clean and well stocked. Porches are perfect for relaxing, reading or a cocktail whatching sunset. Will be back for sure."
Beautiful Waterfront Condo w/ Community Pool!
Cabin at Holdens Creek on Eastern Shore of VA
Interior
Cabin at Holdens Creek on Eastern Shore of VA
9.6 out of 10, Exceptional, (146)
"We rented this cabin to spend a couple of nights to be close to other places we planned to spend time at. The cabin is much bigger than I thought it would be space wise. The kitchen is tiny, only one person can fit in there at a time. It worked well for us, but just know if you plan to make a big meal with lots of prep you will have to utilize the dining room table for that. The ad states there is Satellite TV but for us it didn’t seem to be hooked up, again we weren’t there to spend all day...
Cabin at Holdens Creek on Eastern Shore of VA
As close as you can get to the ocean south of Chincoteague
Property grounds
As close as you can get to the ocean south of Chincoteague
10.0 out of 10, Exceptional, (124)
"We really enjoyed our stay at this little slice of paradise! The views from the screened in porch or the back decks we’re just beautiful. It truly is a birders paradise with bald eagles, purple Martins, Barnes swallows, mockingbird, willets And an abundance of shorebirds. The house was very well stocked including hand soap, dish soap, paper towels, toilet paper, coffee filter and much more. I did bring my own kayaks but really didn’t need to because there were nice ones there for guest use. The...
As close as you can get to the ocean south of Chincoteague
Beautiful Bayfront with Sanctuary Private Beach
Outdoor dining
Beautiful Bayfront with Sanctuary Private Beach
8.8 out of 10, Excellent, (13)
"Nice, relaxing stay!"
The price is CA $340
CA $559 total
includes taxes & fees
Jun 26 - Jun 27
Beautiful Bayfront with Sanctuary Private Beach
Awesome private off grid cabin with creek view.
Property grounds
Awesome private off grid cabin with creek view.
9.4 out of 10, Exceptional, (10)
"It is pretty basic, but equiped with all necessities and nicely put together. A cozy cabin with a lot of history. No street noise, no neighbor noise! Just woods, fields and creeks and all their critters. Good place to write, read and rest. No screens. Best for a small family, close friends or a couple. Not much privacy amongst the guests, but very private from the rest of the world! My husband and I loved it and hope to return!"
Awesome private off grid cabin with creek view.
Historic home on Smith Island w/ dock!
Beach
Historic home on Smith Island w/ dock!
9.6 out of 10, Exceptional, (31)
"During our stay at The Pearl, we encountered our own boat issues, but the hosts were extremely helpful. Their communication was above and beyond!! The people on the island were also extremely helpful, and they went out of their way to help in any way they could. They all truly wanted us to have a great experience on Smith Island. The Pearl had everything we needed for our stay, and there was plenty of room for us. We took our pet Corgi and she felt right at home and loved the big yard! We CANNOT...
The price is CA $341
CA $511 total
includes taxes & fees
Jun 27 - Jun 28
Historic home on Smith Island w/ dock!
Cozy Barn Loft: Country Views & Central to Beaches
Fridge, microwave, oven, stovetop
Cozy Barn Loft: Country Views & Central to Beaches
10.0 out of 10, Exceptional, (9)
"My boyfriend and I had a amazing stay, and will definitely consider staying here again in the future. :)"
The price is CA $204
CA $389 total
includes taxes & fees
Jul 14 - Jul 15
Cozy Barn Loft: Country Views & Central to Beaches
Charming Cottage - Ultimate Relaxation Destination
Exterior
Charming Cottage - Ultimate Relaxation Destination
10.0 out of 10, Exceptional, (110)
"Cutely decorated very comfortable and spacious vacation house an easy walk to Onancock shops galleries and restaurants. Excellent A/C too to fend off summer warmth. House has a huge yard abutting creak and nice amenities interesting books and helpful travel tips. Great stay in Onancock!"
Charming Cottage - Ultimate Relaxation Destination
Rock Hall on the water
Lake
Rock Hall on the water
9.4 out of 10, Exceptional, (43)
"We had a great time in this home. It was extremely clean and perfect for our family. The huge yard was amazing. We had coffee on the porch as the sun came up. Very quiet and private. We definitely will go back!"
Rock Hall on the water
Quaint Island Getaway
Beach nearby, sun loungers
Quaint Island Getaway
10.0 out of 10, Exceptional, (11)
"This is a charming place, full of really nice interior touches. The location gives you access to some great marshland so you are treated to a daily dose of great bird sightings, including ospreys, red-winged blackbirds, herons and others. The house has everything you need. The only advice I would give - to remind guests to clean off the grill when they are done using it. We had to clean it thoroughly as it had obviously not been cleaned in awhile. I suggest you add that to the short list of...
Quaint Island Getaway
Don't see what you're looking for?
See all available properties in Crisfield
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.

Crisfield Vacation Rental Travel Info

Number of vacation rentals
3
Popular accommodation
Crisfield condos
Known landmarks
J. Millard Tawes Museum, Somers Cove Marina and Smith Island
International airport
Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)

Other types of properties in Crisfield you may be interested in

Cottage near the Bay
Private kitchen
Cottage near the Bay
8.8 out of 10, Excellent, (15)
"The owner was quick to respond, informative, and polite. The property did the job we were asking from it by being near by our family, close to the bay, and being pet friendly. I was not impressed by the cleanliness, but it was not out right dirty or unsanitary. You get what you pay for. Over all we were pleased with our stay!"
The price is CA $123
CA $271 total
includes taxes & fees
Jun 26 - Jun 27
Cottage near the Bay
Home of the Terrapin King
View from property
Home of the Terrapin King
9.4 out of 10, Exceptional, (106)
"Amazing home! 10/10"
Home of the Terrapin King
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
Outdoor pool
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
10.0 out of 10, Exceptional, (21)
"The condo was beautiful and exceptional! We had everything we needed and more. It was obvious that time had been taken to think through the processes of what people may need. We recommend this property! We thoroughly enjoyed the balcony and screened porch for morning coffee, and happy hour. We were there Monday through Thursday and the town was very quiet. We had jumbo crabs from Linton’s, and took the ferry out to Tangier Island. The cream chip beef “From Scratch” Is very good. On Tangier...
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
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.

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 $123 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 4 Expedia vacation rentals in Crisfield for a memorable vacation.

What’s there to see and do in Crisfield?

Enjoy the area's cultural attractions such as J. Millard Tawes Museum, or get outdoors into nature at a spot like Smith Island. In the larger area, you’ll find Somers Cove Marina and Tangier Island.

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.

Recent reviews of Crisfield properties
Expedia verified reviews

Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!

Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!

5/5 Excellent
Fantastic high end property
"Easy access, mind blowing decor, most well-equipped kitchen. Every detail was a delight! Just lovely. And the sunsets, OMG! Instructions were clear and simple. Kelly was attentive and checked up on us. Just wonderful all around."
A verified traveller stayed at Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!
Posted 4 days ago
Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!