Discover Your Perfect Kent Island Vacation Homes

Best Vacation Homes in Kent Island

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Kent Island Large Vacation Homes

See More Family Vacation Rentals in Kent Island on FVR

Why Choose Rent By Owner for your Kent Island 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 Kent Island

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can significantly enhance your experience, as the region offers its own unique charm throughout the year, making it ideal for planning your perfect getaway when weather and local events align with your preferences.

Peak Season Highlights

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Summer (June to August)

This is the most popular time to visit, as you can enjoy the warm weather and longer days on the island.

Average Temperature Daytime: 80°F - 85°F - Nighttime: 65°F - 70°F
autumn
Fall (September to November)

During this period, the region offers cooler temperatures and vibrant autumn scenery, ideal for outdoor activities and relaxing getaways.

Average Temperature Daytime: 70°F - 75°F - Nighttime: 55°F - 60°F

Off-Season Highlights

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Winter (December to February)

The quieter months attract visitors seeking a peaceful retreat from the busy season, with fewer crowds and a serene atmosphere.

Average Temperature Daytime: 45°F - 50°F - Nighttime: 30°F - 35°F
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Early Spring (March to May)

As the weather begins to warm up, this shoulder season offers lower prices and fewer tourists, making it an appealing time for budget-conscious travelers.

Average Temperature Daytime: 55°F - 60°F - Nighttime: 40°F - 45°F

Weekly Weather Forecast for Kent Island

How to Book Your Kent Island Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Kent Island

More Top-Rated Vacation Rentals in Kent Island Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 relaxing meals with scenic views of the surrounding waters.
  • Take advantage of spacious private patios or decks to unwind and soak up the fresh air.
  • Make use of a screened-in porch for comfortable outdoor lounging without the bother of insects.
  • Benefit from access to shared or private boat docks for exploring the area's waterways.
  • Relax in landscaped yards that provide ample space for outdoor activities and gatherings.
  • Utilize outdoor grilling stations for preparing delicious meals al fresco.
  • Step into lush gardens or natural surroundings that enhance your outdoor experience here.

Top Attractions Around Kent Island

What attractions are nearby?

While staying here, you'll have the opportunity to explore a variety of outdoor activities, including boating, fishing, and scenic nature walks, all conveniently accessible in this charming region near Kent Island, Maryland.

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Family Activities

  • Kayak and Crab Feast Tours: Experience the region's famous seafood culture with guided kayak tours that often include opportunities for crab feasts along the scenic shoreline.
  • Island Nature Trails: Discover the area's natural beauty by exploring family-friendly trails perfect for hiking, birdwatching, and enjoying the lush landscape.
  • Local Maritime Museums: Engage with the maritime heritage of this destination through interactive exhibits and educational programs suitable for visitors of all ages.
  • Fishing Charters and Boating Excursions: Enjoy a day on the water with fishing trips or boat rentals that offer fun for families looking to explore the region’s coastal waters.
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Adult Activities

  • Kent Island Sailing Adventures: Explore the waters with a sailing tour that offers breathtaking views of the Chesapeake Bay, perfect for enjoying a relaxing day on the water.
  • Terrapin Nature Park: Discover local wildlife and scenic hiking trails in this natural haven that showcases the area's diverse ecosystems and coastal beauty.
  • Fishing Excursions: Experience the region's renowned fishing opportunities by booking a guided trip that takes you to prime spots along the bay.
  • Wine Tasting at Local Vineyards: Sample regional wines and learn about the area's viticulture at nearby vineyards, offering a delightful retreat for wine enthusiasts.

Other Places to Stay in Kent Island, MD

Stevensville
Stevensville Vacation Rentals
Chester
Chester Vacation Rentals
Chesapeake Exploration Center
Chesapeake Exploration Center Vacation Rentals
Romancoke
Romancoke Vacation Rentals
More Places to Stay Near Kent Island

Kent Island Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Seafood Markets: Tasting fresh catches at nearby seafood markets enhances your experience of the area's renowned coastal cuisine.
  • Plan Water-Based Activities: Take advantage of the region's scenic waterways by kayaking, boating, or fishing to make the most of your stay here.
  • Visit Nature Trails and Parks: Discover the natural beauty surrounding the destination by exploring local parks and trails, perfect for outdoor adventures.
  • Enjoy Scenic Sunsets: Find a comfortable spot along the waterfront to witness stunning sunsets that beautifully highlight this coastal region’s charm.

Transportation Options

  • Driving Your Vehicle: You can conveniently explore the region with your own car, enjoying flexible access to the scenic spots and local amenities.
  • Ferry Services: A scenic ferry ride offers a unique way to travel across the water, providing picturesque views and a relaxing journey on this island destination.
  • Public Transit: Local bus routes serve the area effectively, making it easy to reach popular destinations without the need for a car rental.
  • Bicycle Rentals: Rent a bike to enjoy the peaceful, scenic trails around here, perfect for environmentally friendly exploration of this charming destination.

Local Customs Options

  • Crab Feast Celebrations: Participating in the region's renowned crab feasts offers you an authentic taste of local maritime traditions during your stay.
  • Sailing and Boating Etiquette: Engaging in the area's popular water activities, you'll observe unique customs surrounding boating safety and respect for marine life.
  • Historical Shipbuilding Traditions: Appreciating the local shipbuilding history provides insight into the area's maritime heritage that shaped the community's identity.
  • Festivals and Parades: Attending seasonal festivals and parades allows you to experience the vibrant community spirit rooted in the region's cultural customs.

Kent Island Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Kent Island?

There are a lot of options in Kent Island. If you plan on staying in the Kent Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kent Island:

2. How many vacation rentals have private pools in Kent Island?

There are 3 vacation rentals with private pools near Kent Island. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Kent Island are best for families?

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

4. How many Rentbyowner vacation rentals are available in Kent Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 103 in the Kent Island 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 Kent Island. 

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

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

6. Are towels and linens provided with my booking?

Most vacation rentals here include linens and towels, but it is best to check the individual listing description or ask the property owner to confirm what amenities are included during your stay.

7. How do I find available dates and rates for a vacation rental in the region?

You can easily view available dates and prices by using the search filters on the booking platform, which allows you to select your preferred travel dates and see up-to-date pricing for properties in this destination.

8. Is there a minimum stay requirement for booking during peak seasons?

Many vacation rentals in this area have minimum stay requirements, especially during busy periods. Be sure to review the specific listing details or contact the owner for information about any restrictions.

9. What should I know about checking in and out of vacation rentals in this region?

Check-in and check-out procedures are typically outlined in the property listing, including key collection or access codes. You may also contact the host directly for any special instructions or questions related to your arrival and departure times.

Kent Island Top Rated Vacation Rentals

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