Discover Your Perfect Crisfield Vacation Homes

Why Choose Rent By Owner for your Crisfield Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Crisfield

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you enjoy its best weather and local events, making your stay in Crisfield, Maryland, even more memorable when you select the perfect season for your vacation rental.

Peak Season Highlights

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Summer (June to August)

During the summer months, the region experiences warm weather and longer daylight hours, making it an ideal time to enjoy outdoor activities and explore local scenery.

Average Temperature Daytime: 85°F - Nighttime: 70°F
autumn
Fall (September to November)

Early fall offers mild temperatures and vibrant foliage, perfect for those looking to experience the area's natural beauty without the summer crowds.

Average Temperature Daytime: 75°F - Nighttime: 55°F

Off-Season Highlights

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Winter (December to February)

The winter season tends to be quieter, with cooler temperatures making it a peaceful time to enjoy cozy accommodations and off-season tranquility.

Average Temperature Daytime: 50°F - Nighttime: 35°F
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Spring (March to May)

Late spring sees fewer visitors, with mild weather and budding nature offering a serene environment for a relaxed retreat.

Average Temperature Daytime: 65°F - Nighttime: 45°F

Weekly Weather Forecast for Crisfield

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for al fresco meals amid the scenic views of the region.
  • Relax on private patios or decks that provide a serene setting to unwind after a day exploring the area.
  • Make use of spacious yards and gardens, ideal for outdoor activities or family gatherings.
  • Take advantage of boat docks or fishing piers to explore the waterways surrounding here.
  • Benefit from lush green lawns that are suitable for outdoor games and playtime.
  • Utilize outdoor grilling stations to prepare fresh seafood and local delicacies with ease.
  • Discover scenic walking or biking paths nearby, perfectly suited for enjoying the natural beauty of this destination.
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Family Activities

  • Smith Island Visitor Center: Discover the rich maritime heritage and enjoy interactive exhibits that will captivate the whole family in this regional hub near your vacation rentals.
  • Somerset County Fairgrounds: Experience local events, seasonal festivals, and family-friendly activities that showcase the vibrant community spirit of the area.
  • Wildlife Watching Tours: Embark on guided tours through the region’s waterways to see diverse bird species and marine life, making for memorable outdoor adventures.
  • Downtown Crisfield Historic District: Stroll through charming streets filled with unique shops, local eateries, and sights that highlight the area's historic charm.
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Adult Activities

  • Crab Fest Celebrations: Participate in the region’s famous Crab Fest to indulge in delicious local seafood and experience Maryland’s rich maritime culture.
  • Wildlife Watching Tours: Explore guided wildlife tours that showcase the area’s vibrant birdlife and marine animals, perfect for nature enthusiasts staying nearby.
  • Marina and Boating Activities: Enjoy boating adventures at local marinas, offering opportunities for fishing, sailing, and relaxing on the water here in the region.
  • Historical Museum Visits: Discover the area's history and heritage through engaging exhibits and collections at local museums, providing cultural insights during your stay.

Crisfield Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with festivals or activities that showcase the region’s unique charm and culture.
  • Explore Water-Based Activities: Take advantage of the nearby waterways by booking boat rentals or fishing trips that highlight this destination's maritime heritage.
  • Discover Local Cuisine: Savor fresh seafood and regional specialties at local eateries to fully immerse yourself in the area's culinary scene.
  • Choose a Central Location: Select a property close to key attractions and natural features to maximize your time exploring and enjoying the region’s outdoor beauty.

Transportation Options

  • Maryland Transit Administration Bus Service: This reliable bus network offers convenient transportation throughout the region, making it easy to explore Crisfield and its surrounding areas.
  • Local Taxi Services: Professional taxi companies provide flexible and direct routes for travelers seeking quick and comfortable rides within the area.
  • Rental Car Agencies: Several rental car options are available nearby, giving you the freedom to discover Crisfield and its scenic coastal surroundings at your own pace.
  • Ferry Services: Depending on your plans, ferry routes connect to nearby destinations, offering a unique way to experience the area's waterways and natural beauty.

Local Customs Options

  • Crisfield Seafood Tradition: Locals take pride in their historic seafood industry, especially Chesapeake Bay blue crabs, which you’ll notice being a central part of the regional culture.
  • Bay Fishermen’s Heritage: The area has a long-standing fishing tradition, which is celebrated through community events and local customs centered around sustainable fishing practices.
  • Annual Seafood Festival: Participating in or witnessing the region’s seafood festival offers an authentic glimpse into the communal spirit and culinary heritage here.
  • Supporting Local Artisans: It’s customary to engage with local craftspeople and buy handmade goods that reflect the unique coastal character of this destination.

Frequently Asked Questions About Crisfield?

2. How many vacation rentals have private pools in Crisfield?

There are 1 vacation rentals with private pools near Crisfield. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Crisfield are best for families?

If you are looking for a family-friendly vacation home in Crisfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Crisfield:

4. How many Rentbyowner vacation rentals are available in Crisfield?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 54 in the Crisfield area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Crisfield. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so you should review the specific property's policy on the listing page or contact the owner directly to understand the terms and any applicable fees.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning, service charges, or security deposits are detailed in each listing. It's best to read the property details carefully or reach out to the owner for clarification.

7. How do I ensure my reservation is secure when booking a vacation rental in this region?

Secure reservations are facilitated through trusted booking platforms that offer secure payment options. Always confirm your booking through the official site or communication channels provided by the owner.

8. What amenities can I expect in vacation rentals here?

Amenities vary by property but generally include essentials such as Wi-Fi, parking, and kitchen facilities. Check the specific listing for the full list of amenities offered.

9. Is there a check-in process I should know about before arriving at my vacation rental in this destination?

Check-in procedures are outlined in each listing and may include key pickup details or smart lock access. For specific instructions, contact the property owner directly prior to your arrival.