Crisfield holiday lettings

We found 32 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Crisfield that are 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)
  • SouthEast Expeditions (19.4 mi / 31.3 km)
  • North Street Market (19.5 mi / 31.4 km)
  • Bloxom Winery (16.9 mi / 27.3 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:

  • Crisfield Municipal Park (0.2 mi / 0.4 km)
  • Wellington Beach and Park (0.7 mi / 1.1 km)
  • Jersey Island (1.2 mi / 2 km)
  • Fairmount State Wildlife Management Area (7.1 mi / 11.4 km)
  • Smith Island (8.6 mi / 13.8 km)
  • Tangier Island Beach (13.9 mi / 22.4 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 around Somers Cove is an excellent choice for visitors. This waterfront neighbourhood not only offers stunning views of the Chesapeake Bay but also provides easy access to some of the town's top attractions. Nearby, you'll find the picturesque J. Millard Tawes Historical Museum, where you can delve into the rich maritime history of the region, and the scenic Crisfield City Dock, superb for leisurely strolls and enjoying the local atmosphere.

The Somers Cove area is known for its charming properties, many of which feature coastal themes and are conveniently located near the water. Staying here allows you to immerse yourself in the local culture while being close to various dining options that showcase fresh seafood and local cuisine.
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 the most popular type of holiday rental, with around 24 available throughout the area. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the pleasant Maryland weather. Many of these houses are situated near the waterfront, allowing guests to appreciate the stunning views and easy access to local activities such as fishing and boating. Additionally, several condos, cottages, and apartments are also available, providing varied options for different group sizes and preferences.
Are there any family house rentals in Crisfield?
In Crisfield, Maryland, there are several family-friendly house rentals available, making it an excellent choice for families seeking a seaside escape. Visitors can find accommodations that offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play. Many homes are also conveniently located near the waterfront, offering easy access to local attractions such as the charming shops and eateries along the marina.

Additionally, the nearby J. Millard Tawes Historical Museum provides an engaging glimpse into the area's history, while the scenic beauty of the surrounding marshlands is great for outdoor enthusiasts.
Can I rent a holiday home with a pool or hot tub in Crisfield?
In Crisfield, Maryland, there are several holiday homes available for rent that feature pools and hot tubs. This charming coastal town, known for its seafood and waterfront views, offers a variety of accommodations that can cater to those looking for a relaxing getaway. Many of these properties come with private pools, hot tubs, outdoor dining areas, and spacious living rooms, making them ideal for families or groups seeking both comfort and leisure.

Travellers can also enjoy the nearby beaches and local attractions, enhancing their holiday experience.
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, making it a welcoming destination for travellers with pets. Visitors can expect a variety of amenities in these holiday homes, including spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam. Many rentals are situated near the water, offering beautiful views and easy access to local beaches.

The area around Crisfield is known for its rich maritime culture and seafood cuisine, providing opportunities to explore local restaurants and shops. Nearby, the scenic Janes Island State Park features trails and nature areas where pets are welcome, great for leisurely walks and outdoor adventures.
Are there any remote work holiday rentals in Crisfield?
In Crisfield, Maryland, there are around 28 holiday rentals that cater to remote work needs. This charming coastal town, known for its seafood and rich maritime history, offers a variety of accommodations suited for those looking to combine work and leisure. Many of these properties provide essential amenities such as free Wi-Fi in both public areas and individual rooms, ensuring that guests can stay connected while enjoying their holiday.

Travellers can expect to find comfortable living spaces, often equipped with dedicated work areas, which are ideal for productivity. The tranquil surroundings of Crisfield, with its access to waterfront views and outdoor activities, also provide a superb backdrop for a refreshing work-life balance. Nearby attractions, such as the picturesque Janes Island State Park, offer opportunities for relaxation and exploration after work hours. 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, popular holiday rental amenities include well-equipped kitchens, making it easy for guests to prepare their own meals. Many properties also feature cosy fireplaces, great for warming up during cooler evenings. Onsite parking is commonly available, providing convenience for those travelling by car. Additionally, air conditioning is a standard amenity, ensuring a comfortable stay during the warmer months. Many rentals also offer coffee and tea makers, allowing guests to enjoy a hot beverage at their leisure.
When is the best time to visit Crisfield for a holiday rental?
The best time to visit Crisfield for a holiday rental is during the peak season from June to August. This vibrant period attracts many visitors eager to enjoy the beautiful coastal scenery, indulge in fresh seafood, and partake in various outdoor activities such as boating and fishing. July stands out as the most popular month, where the warm weather creates a superb backdrop for exploring the charming waterfront and its local attractions.

During these summer months, temperatures typically range from the mid-teens to mid-twenties Celsius, offering a comfortable climate for outdoor adventures. The lively option is enhanced by community events, including local festivals that celebrate the rich maritime culture of Crisfield.

For those seeking a more budget-friendly experience, consider planning your visit in December. Although it's the low season, this month provides a unique opportunity to enjoy the peaceful charm of Crisfield without the crowds, making it a great time for a relaxing getaway.
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.
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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