Crisfield Holiday Rentals

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Holiday Rentals in Crisfield

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 AU$301
per night
24 June - 25 June
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!
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"
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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)
"This condo was spacious and lovely. Nicely decorated and very pristine. The view was amazing as well as the sunsets! Enjoyed the delightful pool overlooking the water and marina. Definitely peaceful and we had it practically to ourselves! The owner was friendly, helpful and easy to communicate with. An ideal place to visit and unwind. Highly recommend!!"
Beautiful 3 bedroom waterfront condo, top floor- overlooking the Chesapeake Bay!
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.
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, (3)
"Excellent"
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
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, (60)
"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
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 AU$620
per night
25 June - 26 June
Stylish Condo with a Great View
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
Property grounds
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
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
Beautiful Bayfront with Sanctuary Private Beach
Outdoor dining
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, (12)
"Nice, relaxing stay!"
The price is AU$617
per night
25 June - 26 June
Beautiful Bayfront with Sanctuary Private Beach
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
Pet-Friendly Quantico Home w/ River Views!
Property grounds
Pet-Friendly Quantico Home w/ River Views!
10.0 out of 10, Exceptional, (2)
"Beautifully decorated and clean spacious waterfront house with plenty of amenities. Plenty of rooms and outdoor areas to enjoy."
Pet-Friendly Quantico Home w/ River Views!
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
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.
Inviting Waterfront Cottage on Cedar Creek
Property grounds
Inviting Waterfront Cottage on Cedar Creek
10.0 out of 10, Exceptional, (26)
"Lovely home with a beautiful waterview. Perfect base for exploring Tangier Island and wonderful dining in Orancock. Meg is a terrific host!"
Inviting Waterfront Cottage on Cedar Creek
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 AU$429
per night
14 July - 15 July
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, (109)
"My friend were doing a girl's trip and needed a place near the Tangier Island ferry. We got so much more! This house is in a great location...3 minutes from the ferry and restaurants and Walmart! All of which we needed! We couldn't have asked for a better place to stay! Doris was amazing to work with as well! Thank you, Doris!"
Charming Cottage - Ultimate Relaxation Destination
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 Holiday Home Travel Info

Number of holiday homes
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 AU$301
per night
24 June - 25 June
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 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 favourite 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 depend 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 AU$301 per night. Entering your travel dates in the search wizard might find you 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?

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 wider area, you’ll find Somers Cove Marina and Tangier Island.

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.

Recent reviews of Crisfield properties
Expedia verified reviews

Simply the best...Beautiful condo overlooking the Chesapeake bay.

Simply the best...Beautiful condo overlooking the Chesapeake bay.

5/5 Excellent
Super place, super sunsets & true R&R
"Beautiful accommodation, beautiful hosts, beautiful sunsets, and a beautiful time."
A verified traveller stayed at Simply the best...Beautiful condo overlooking the Chesapeake bay.
Posted 4 days ago
Simply the best...Beautiful condo overlooking the Chesapeake bay.