Crisfield holiday lettings

We found 32 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Crisfield to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as air conditioning and cable TV. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

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The waterfront setting of Crisfield is ready to explore

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Crisfield. Well known for its seafood restaurants, fishing and kayaking, this relaxing city won't disappoint. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Crisfield

Are you hoping to discover attractions to see in the city? Venture out of your holiday home and experience everything that makes Crisfield a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Great Hope Golf Course (11.9 mi / 19.2 km)
  • Bloxom Winery (16.9 mi / 27.3 km)
  • SouthEast Expeditions (19.4 mi / 31.3 km)
  • North Street Market (19.5 mi / 31.4 km)

Exploring the natural landscape of Crisfield

Whether you're looking for adventure or just want to take in the scenery, Crisfield is a great place to get outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Jersey Island (1.2 mi / 2 km)
  • Smith Island (8.6 mi / 13.8 km)
  • Maddox Island (10.9 mi / 17.6 km)
  • Tangier Island Beach (13.9 mi / 22.4 km)
  • Crab Island (14.7 mi / 23.6 km)
  • Franks Island (14.9 mi / 24 km)

How to get to and around Crisfield

Fly into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), the closest airport, located 31.1 mi (50 km) from the city centre.

Frequently asked questions

What is the best area to stay in Crisfield when booking a holiday rental?
When considering a holiday rental in Crisfield, Maryland, the area surrounding the historic downtown offers a delightful blend of charm and convenience. This neighbourhood not only provides easy access to local amenities but also places you in proximity to some of the town's top attractions. One must-visit site is the Crisfield Heritage Foundation, which showcases the rich maritime history of the area, while the nearby J. Millard Tawes Historical Museum offers fascinating insights into local culture and history.

In addition to its historical significance, the waterfront area is great for those looking to enjoy the scenic views and indulge in fresh seafood, with several dining options available just a short stroll away. The downtown district typically boasts a variety of holiday rental properties, providing ample choices for visitors seeking a comfortable stay. With a mix of quaint cottages and more modern accommodations, you are sure to find a property that suits your needs.
How much does it cost to rent a holiday home in Crisfield?
Prices for holiday rentals in Crisfield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Crisfield to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Crisfield holiday house rentals?
You can find great discounts on house rentals in Crisfield on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Crisfield?
In Crisfield, holiday houses are among the most popular rental options, with several available throughout the area. These properties typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, superb for enjoying the pleasant coastal weather. The neighbourhoods often provide easy access to local attractions like the Crisfield Heritage Foundation and the nearby waterfront, making them ideal for families or groups looking to explore the charm of this seaside town. Additionally, there are several condos, cottages, and apartments available, suiting different preferences and budgets, ensuring a diverse range of choices for travellers.
Are there any family house rentals in Crisfield?
In Crisfield, Maryland, there are several family-friendly house rentals available, making it a wonderful spot for gatherings. The area features homes that offer ample living space, superb for larger groups, along with full kitchens for preparing family meals. Many properties also include outdoor areas where children can play, and some even have private decks or patios for relaxing in the fresh air.

Visitors can enjoy the beautiful surroundings, as Crisfield is known for its proximity to the Chesapeake Bay. The local community is rich in maritime history, and families can explore nearby attractions such as the J. Millard Tawes Historical Museum or take a short drive to the picturesque Smith Island, renowned for its stunning natural views and renowned crab dishes.
Can I rent a holiday home with a pool or hot tub in Crisfield?
In Crisfield, there are several holiday homes available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation. This quaint town, situated on the eastern shore of Maryland, offers a variety of properties, particularly along the waterfront, where travellers can enjoy scenic views and easy access to water activities.

Many of these rentals come equipped with private pools, outdoor seating areas, and hot tubs, providing great spaces for families and groups to unwind after a day of exploring the local area. Inside, guests can expect amenities such as fully stocked kitchens, spacious living rooms, and comfortable bedrooms, ensuring a convenient and enjoyable stay.
Can I find long-stay holiday rentals in Crisfield?
A long-stay holiday rental in Crisfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Crisfield?
In Crisfield, there are several pet-friendly house rentals available, great for those travelling with their furry companions. Many of these holiday homes feature amenities such as spacious backyards, outdoor seating areas, and easy access to nearby beaches, allowing pets to enjoy the outdoors alongside their owners.
Are there any remote work holiday rentals in Crisfield?
In Crisfield, Maryland, there are several remote work holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties provide essential amenities for remote work, such as Wi-Fi, dedicated desk spaces, and comfortable seating options, including desk chairs. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Crisfield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Crisfield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Crisfield?
In Crisfield, holiday rentals typically feature a range of practical amenities to enhance guests' comfort. Most properties include essential kitchen facilities such as cookware, dishware, utensils, microwaves, refrigerators, and stovetops, making it easy for travellers to prepare their own meals during their stay. This is particularly appealing for families or groups looking to enjoy home-cooked meals while exploring the local area.
When is the best time to visit Crisfield for a holiday rental?
The best time to book a holiday rental in Crisfield is during the vibrant summer months of June to August, with July being the most popular month. This peak season attracts visitors eager to enjoy the warm weather and partake in the town's lively coastal activities. With temperatures typically hovering around the mid to high 20s Celsius, it's superb for exploring Crisfield's pristine beaches, indulging in fresh seafood, and experiencing the local culture.

During this bustling period, the town comes alive with events and festivals, making it an ideal time for travellers. You can take part in activities such as crabbing, fishing, or simply relaxing by the water, all while soaking in the stunning views of the Chesapeake Bay.

If you're looking for a more budget-conscious option, consider visiting in December. This quieter month offers a unique charm with fewer tourists, allowing you to enjoy a more peaceful side of Crisfield. You can explore the local shops and enjoy seasonal festivities while still experiencing the town's warm hospitality.
How early should I book a Crisfield holiday rental?
Book your Crisfield holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Crisfield?
In Crisfield, Maryland, visitors can enjoy a variety of attractions that showcase the area's unique charm. The town is renowned for its seafood, particularly the famous Crisfield crab, making local seafood restaurants a must-visit for culinary enthusiasts. The historic downtown area, with its quaint shops and waterfront views, offers a lovely place to stroll and appreciate the small-town atmosphere.
Can I change or cancel my Crisfield home rental booking on Vrbo?
To find Crisfield holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Crisfield holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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