Utterly dubbed as the “Seafood Capital of the World” or “Crab Capital of the World”, Crisfield is a historic waterfront town famous for its fishing, sailing, and boating. It is the gateway to Smith and Tangier Islands circled by the waters of the Chesapeake Bay. Situated in the southernmost point in Somerset County and Maryland, it was originally a small fishing village called Annemessex Neck before the business potential for seafood was discovered by John W. Crisfield. Thanks to the city’s success, Crisfield became a large tourist destination and is home to various annual events and festivals. The most sought-after experience is the National Hard Crab Derby - an annual Labor Day weekend event where activities such as crab races, crab cooking and picking contests, carnival rides, arts and crafts, vendors, live entertainment, beauty pageants, a parade, fireworks and a lot more take place. Can’t wait to experience all of these soon? Read on the list to find out more the best Airbnb vacation rentals to stay in Crisfield, Maryland so you don’t miss out on anything!
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 06, 2024.
1. Cottage at Deal Island bay (from USD 109)
This comfortable and spacious property is a perfect option for up to 8 vacationists. It’s an easy walk to the Chesapeake Bay beach where you can spot a picture-perfect view of the sunset. The house comes with three bedrooms with two full bathrooms and a kitchen. Guests have access to free Wi-Fi and parking on the property. It’s never a dull moment to munch on your breakfast as the sunrise can be seen from the cosy dining room or the screened in porch. When the sun’s out, bring a kayak and enjoy the beach nearby!
Deal Island, Maryland, United States
49.76 km (31.0 mi) from NASA's Wallops Flight Facility Visitor CenterSuperhost
Accommodates: 8
Top guest reviews
Amenities & Room:
strong wifi and dish networkbeds were super comfya spacious comfortable and casual home with all the necessary amenities and then someabsolutely wonderful the pictures actually don't do it justice there's quite a bit of space and it's very cozythe house was clean upon arrival and the air conditioning was running before we got thereCleanliness:
bathrooms updated and cleanthe house was clean enoughthe house was very clean and comfortablethe house for itself is clean and well maintainedvery spacious and cleanHost:
host was easy to get ahold ofthe host fab makes the difference as he is a fair accommodating hostthe owner is also going to have the lawn maintenance people be more proactivefab was very responsive when i had questions or concernsthank you for being a wonderful host we will most definitely be backRead more reviewsLocation:
if you’re staying here it’s for the location - and it’s a great locationgreat location easy to find nice spotthe location of the house is perfect for a variety of day tripslocation is rural but the beach access is lovelythe house was in a quiet location but an easy drive to ocean city and assateague island
2. Cozy waterfront home (from USD 130)
A welcoming home in Crisfield, the house is ideal for solo, couples, business travellers and families with kiddos. The property had recently gone through a renovation making it modern and comfortable with a new heat pump. The kitchen is fully-equipped with appliances, pots, pans and utensils for added convenience. Essentials such as towels and paper products are provided too! The space is next to family-friendly activities such as a fishing, a playground, a library, and sunset views to name a few. Plus it’s within a short distance to local beach, town, grocery and good food!
Crisfield, Maryland, United States
34.75 km (21.6 mi) from NASA's Wallops Flight Facility Visitor CenterAccommodates: 4
Top guest reviews
Amenities & Room:
charming cozy cottage with updated amenitiesplenty of amenities in kitchen bath living room and comfortable bedroomsnoah & carolyn’s cozy cottage was just as advertised and so organized and comfortablethe place was comfortable and had everything we neededthe beds were comfortable and the kitchen was stocked with most everything you would needCleanliness:
it was very clean and organizedthe house was super clean and nicely updatedvery clean well stocked and comfortable housevery clean and kid friendlythe house was well stocked very clean and had lots of charmHost:
a very wonderful host and homehosts were very helpful and flexiblethe owners are very friendly and helpfulthe little touches throughout the house were so helpfulthe hosts were helpful and checked in with us to make sure we had everything we neededRead more reviewsLocation:
great location within walking distance to the beachexcellent location immaculately maintained homegreat location for kayaking and sightseeingthe house is in a great location and a really cute little homethe location was great and noah and carolyn were extremely responsive
3. Beautiful home overlooking the harbor (from USD 149)
In the cunning island of Tylerton of Smith’s Island community is this charming home facing the harbor. The island is rather small and it’s best to take a walk or bike to entirely enjoy the neighborhood. You will find the main dock not far from the property. There’s a nearby grocery store called Drum Point where most of the things you’ll need such as produce, seafood, canned goods, meats, cheeses, all except alcoholic beverages are found. The space comes with a kitchen, a heater and air-conditioning. Essentials such as towels, bed sheets, soap, and toilet paper are provided for further convenience.
TYLERTON, Maryland, United States
49.67 km (30.9 mi) from NASA's Wallops Flight Facility Visitor CenterAccommodates: 6
Top guest reviews
Amenities & Room:
powerful air conditioning was a relief as we were traveling while humidity and temperatures were highfor those who need to remain connected there's good wifi and cable tvvery nice house with a well appointed kitchenCleanliness:
the house is well-maintained and very cleanduke's house is beautiful modern and always very cleanthe house is exactly as pictured very comfortable clean relaxing and quietHost:
duke is great host friendlyduke was very welcoming and helpfulour host was very helpful and assisted us in making any arrangements that we neededwe loved all of the kind people dwight's home is beautifulthe people on smith island were very friendly and helpfulRead more reviewsLocation:
smith island is a wonderful place to experiencesmith island is a peaceful relaxing and serene place to unwind from the stresses of city life
4. Smith Island's artist escape
Giving an impeccable island vibe, this private accommodation does not only limit the guests from experiencing the archipelago but will also take its visitors into a deep understanding and appreciation of art. See the eyes of artists through the house’s beautiful facade and interior of a wonderful artwork and the adventure of riding the boat just to reach this haven. Though situated on an island, Wi-Fi is accessible for free during the stay. A kitchen is readily available if the guests wish to cook their own meals. Just keep in mind that guests must have their ingredients available prior taking the boat since there are no groceries on the island. Good thing there’s Food Lion grocery around Crisfield for your convenience!
Smith Island, Maryland, United States
51.15 km (31.8 mi) from NASA's Wallops Flight Facility Visitor CenterAccommodates: 4
Top guest reviews
Amenities & Room:
also as someone who loves to cook - bonus points for having cast iron skilletsit's so unique comfortable and the view from the back porches is spectaculargood wifi and plenty of games cards puzzles and books to keep us busyit is such a unique and cozy space with lots of natural lightthe house is clean and the air conditioners on extremely hot summer days cool everything down very nicelyCleanliness:
her house was clean bright and cozyHost:
laureen was a wonderful hostlaureen was a wonderful hostlaureen was a great hostjenna was very helpful answering questions to help us planlaureen was a wonderful host and answered all of my pre-trip questions without hesitationRead more reviewsLocation:
good place to relax and unwind well away from any hustle and bustlei can really recommend this place for holidays and loversincluding all of laureen's art which added great character to an already unique placealso don’t miss the gift shop across from the post office katherine makes beautiful quiltsmy boyfriend and i were looking to get away and off the grid this was the perfect place
5. Wellington House waterfront guest suite
Another relaxing ambience and view await in Crisfield with this guest suite overlooking the harbour. The space is meant comfortable for up to 4 guests and enjoys a private dock to tie their kayak, jet ski, or boat after a day on the water. The space features a patio facing the bay with a stunning view of the sunset and sunrise. A sliding door is accessible to the guests in entering the house with two bedrooms, a kitchen and dining area. The kitchen is fully-equipped with a stove, toaster, oven, coffee maker, refrigerator, and a double bowl sink. If you crave a short stroll around Crisfield, the local boat ramp, Wellington Beach and a library are just a stone’s throw away!
Crisfield, Maryland, United States
35.6 km (22.2 mi) from NASA's Wallops Flight Facility Visitor CenterTop guest reviews
Amenities & Room:
appreciated the instructions that encouraged use of the air conditioning which really helped cut through the july heatimpecable place with stunning views of the bay from the master bedroom dinning room and kitchenthe queen bed was super comfortableand you can see the bay from the queen bed which was just very coolthe place was cool a full kitchen and comfortable bedsCleanliness:
is extremely clean and privateclean cozy private quiet romanticit was beautifully decorated and spotlessthe apartment was super clean and well suppliedadam and betcy's little bay appartment is clean and beautifulHost:
adam and betsy were wonderful hostsadam and betsy were great hostsadam and betsy are the most cordial of hosts and their home is comfortable and immaculatethe apartment is amazing and we loved crabbing adam and betsy were amazing hosts highly recommendthe atmosphere was very peaceful and those hosts were very kindRead more reviewsLocation:
super cute and comfortable place it was wonderful staying right in the water near fun attractionsperfect location and very relaxing we enjoyed catching crabs for dinner off the dock each nightgreat hosts with a beautiful house and ideal locationgreat location and the owners very responsiveperfect place for a nice family getaway
6. Private room in a bed and breakfast
Ideally, for solo, business travelers and couples, this private accommodation in a quaint location will give you that much-needed comfort and will make you feel at home. Essentials such as towels, bed sheets, soap and shampoo are provided. There’s also a Wi-Fi and ample working spaces for business travelers. Close to the waters of Crisfield as well as boats to Tangier and Smith Island, it promises to give convenience and an unforgettable experience to its guests. Other nearby attractions include Jane’s Island Park and Crisfield Public Library as well as must-try seafood restaurants. Just a little disclaimer: though it is a bed and breakfast, daily breakfast comes at an additional cost.
Crisfield, Maryland, United States
34.51 km (21.5 mi) from NASA's Wallops Flight Facility Visitor CenterTop guest reviews
Amenities & Room:
it was very quiet at night and homemade breakfast (optional) was fantasticshe is beyond gifted in the kitchen with gourmet gluten free cookingnice room with private bathroomHost:
she is a wonderful and generous hostthe service is one of a kind along with a unique styled home that is spotlessthe owner is friendly she welcomed us and was happy to make restaurant recommendationstroella is much more than a great host she treated us like familytroella is an amazing hostRead more reviewsLocation:
quaint location pretty decor excellent food and entertaining storytelling from a kind loving and experienced ownertroella’s place is very warm and welcomingtroella's bed and breakfast is like a walk through history she is the kindest host anyone could ask for
7. Waterfront luxury condo
Yes, travelling also means budgeting, but if you have all the means and extra funds, why not go for something more extravagant? After all, it’s a vacation! We never said low-priced vacation rentals are not comfortable to sleep at but they exactly what you want? We know a luxurious apartment offers more than just a cozy bed. This luxurious waterfront property, for example, gives the experience of a peaceful and unruffled way of living in Crisfield be it a few days, a week, or even longer. An elevator is accessible on the property as well as free parking. Let us not forget that Crisfield is the seafood capital of the world and goes without saying that seafood restaurants are a must try when you happen to be in the area. If it isn’t good news, a crab house, seafood restaurants, tiki bars, and fine dining restaurants are just a short walk away from the space too!
Crisfield, Maryland, United States
35.94 km (22.4 mi) from NASA's Wallops Flight Facility Visitor CenterTop guest reviews
Amenities & Room:
the a/c in the condo was very comfortablethe condo is as described very big very comfortable with a gorgeous viewthe beds are comfortable with plenty of linensCleanliness:
everything was clean and stockedall was very cleanclean inviting interior plenty of space to spread out pool a short walk awayHost:
the people were all very friendly herejames was very responsive and accommodating throughout the booking and stay processjames was very easy to communicate with before our stay (very responsive and helpful)the complex was very quiet but we only had friendly encounters with neighborslocals are friendly and hope you plan to stay awhileRead more reviewsLocation:
great close parking
8. Beautiful home with sunset views
Surrounded by approximately ten thousand acres of salt marsh near the national wildlife management area is this private home in the midst of the island. It’s only 30 minutes south of Salisbury, Maryland offering magnificent sunrise and sunset views of the Chesapeake Bay’s Eastern Shore. In fact, almost all corners of the house will give you a sneak peek of what we’re talking about! The space is perfect if guests are in search of a more private and quiet accommodation. The master bedroom is equipped with a TV and DVD player to keep the guests entertained but if you’re the outdoorsy type, enjoy kayaking and biking as two kayaks and bikes are available to you, or feel free to bring your own boat on a trailer and enjoy mother nature!
39.07 km (24.3 mi) from NASA's Wallops Flight Facility Visitor Center
9. Comfortable cottage near the bay
It’s a jackpot knowing that you can have a comfortable place to sleep while also relaxing in its vicinity. In the heart of Crisfield is where this simple house is found that can’t wait to be your home for Eastern Shore trips! The space features a spacious living room, two bedrooms that can hold up to 4 guests, a bathroom and a kitchen. The house is within walking distance to the Food Lion grocery store, two pharmacies, convenience stores and a fish market as well as the waterfront where you can find activities such as kayaking, fishing, golfing, birdwatching, and photography. Or better yet, just enjoy the picturesque view!
Crisfield, Maryland, United States
34.45 km (21.5 mi) from NASA's Wallops Flight Facility Visitor CenterTop guest reviews
Amenities & Room:
the wifi signal was extremely strong and handled both of our cell phones and tabletkitchen is truly complete even coffee creamer& sugarfurniture is very comfortable and beds as wellit has wifi which is very nice in this day and agevery comfortable beds kathleen and dave were quick to respond to messages and excellent hostsCleanliness:
very clean and comfortableit was impeccably cleanso clean great spacevery clean cozy and welcominghome is clean and quietHost:
the hosts were quick to answer questions and make life comfortablepeaceful and spaceous nice hostsvery friendly and knowledgeable hostsour host made us feel extremely welcome by meeting us upon arrivalmy hosts were super helpful with kayaking info and access to the house regardless of when i arrivedRead more reviewsLocation:
really cute and spacious placethe location was good--within easy driving distance to attractions of interestthe location is great -- quiet neighborhood and close to everything we neededit was a convenient location and easy to findthis was a great location less than a mile walk to the beach
10. The Relax Inn
If you are in search of a romantic getaway or simple family time, this house is an ideal choice. Situated in the rural fishing village of Deal Island, the house features four bedrooms that hold up to 8 guests. It comes with a dining room and kitchen with complete amenities for the guest’s convenience. Next is the living room with a huge window for a beautiful sunset and sunrise views over the bay. Of course, your stay will never be boring with activities you can enjoy such as canoeing, kayaking, and gas grilling outside the house. The Assateague Island is only an hour away from the property if guests want to have a day trip but a public beach is accessible from the house.
Deal Island, Maryland, United States
48.47 km (30.2 mi) from NASA's Wallops Flight Facility Visitor CenterTop guest reviews
Amenities & Room:
the beds were comfortable and the ac was great on the hot summer nightsCleanliness:
the house was clean and a perfect sizevery clean and it was great to have access to kayakingmary was wonderful as host-great communication house was very clean and had everything we neededHost:
the host was very welcoming and helpful throughout our tripmary was very sweet and helpfulmary & brian were wonderful hosts and were very attentive and responsive to any questions we hadvery responsive to questions and anything we neededmary and brain were wonderful hosts always concerned to see whether we have everything we needRead more reviewsLocation:
also a far drive to any nice places to eat or things to dogreat location and awesome servicelooking for an adventure? this place made us feel like explorersto take the kayaks to go to a quiet beach was always a highlight for the whole family
Little paradise called Crisfield
Who would’ve thought that a compact city like Crisfield has a lot in store for tourists who are adventuresome? Whether for outdoor activities or merely to go crab house hunting, Crisfield is set to give you fun and a full stomach! Pack your bags and visit the beautiful seafood capital of the world, Crisfield, in Maryland!
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