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  2. Maryland
  3. Taylors Island
  4. Rentals by Owner

Discover Your Perfect Taylors Island Rentals by Owner

Taylors Island Rentals by Owner

More Top-Rated Rentals by Owner in Taylors Island Area

Why Choose Rent By Owner for your Taylors Island vacation rental?

What makes our Rentals by Owner 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 Taylors Island

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here can enhance your experience, as seasonal variations influence the area's climate and availability for rental by owner options in Taylors Island, Maryland, USA.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy warm weather ideal for exploring the region and engaging in outdoor activities at your rental by owner.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Early Fall (September to October)

This time of year offers pleasant temperatures and fewer crowds, making it an excellent choice for a peaceful stay in this destination.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Mid Winter (January to February)

The cooler months see less tourism, providing a quiet environment perfect for relaxing within your vacation rental.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Late Fall (November to December)

As the region transitions into winter, you’ll find fewer visitors, which makes it a good time for budget-friendly stays and serene surroundings.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Taylors Island

How to Book Your Taylors Island vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Taylors Island

More Top-Rated Rentals by Owner in Taylors Island Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 with a private patio or BBQ grill setup, perfect for savoring local seafood.
  • Take advantage of spacious yards or gardens to relax amidst the natural beauty of this region.
  • Make use of waterfront access or docks if available, ideal for boating or fishing enthusiasts.
  • Benefit from shade structures such as pergolas or awnings to stay comfortable during warm days.
  • Explore scenic walking trails or nature paths that surround many rentals here.
  • Utilize outdoor seating areas designed for catching the sunrise or sunset over the water.
  • Experience privacy and tranquility with fenced outdoor spaces tailored for outdoor activities or pets.

Top Attractions Around Taylors Island

What attractions are nearby?

In this charming area, you can enjoy outdoor activities such as fishing, boating, and exploring scenic nature trails, all just moments from your rental by owner on Taylors Island, Maryland, ensuring a relaxing and engaging stay in the region.

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Family Activities

  • Wildlife Viewing at Blackwater National Wildlife Refuge: Discover the region’s diverse bird species and wildlife in their natural habitat, making it an educational experience for the whole family.
  • Kayaking and Canoeing on local waterways: Enjoy peaceful paddling adventures along the serene waters surrounding here, perfect for exploring nature and spotting local aquatic life.
  • Visit to Chesapeake Bay Maritime Museum: Engage with maritime history and explore exhibits that showcase the region’s rich boat-building heritage, offering an interactive outing for children and adults alike.
  • Fishing Excursions in the Area: Cast your line in the abundant fishing spots nearby, providing a fun and relaxing activity for families seeking outdoor recreation in this scenic destination.
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Adult Activities

  • Bird Watching Tours: Engage in tranquil bird watching along the scenic waterfront, where the area's diverse avian population provides a rewarding experience for nature enthusiasts.
  • Fishing Excursions: Enjoy expert-guided fishing trips that take you into the region’s abundant waters, perfect for anglers seeking relaxation and fresh catch opportunities.
  • Boating and Kayaking: Rent a boat or kayak to explore the serene waterways, offering you an immersive way to experience the natural beauty of this coastal destination.
  • Wildlife Viewing: Discover the local wildlife in its natural habitat, whether from scenic overlooks or guided tours, making your visit truly memorable.

Taylors Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Activities: Research nearby outdoor and cultural experiences to enrich your stay in this scenic region.
  • Choose the Right Rental: Opt for a vacation rental that offers direct access to natural beauty and tranquility, enhancing your overall experience.
  • Embrace the Local Environment: Take advantage of the area's waterways and open spaces to enjoy relaxing outdoor pursuits during your visit.
  • Communicate with Hosts: Reach out to your rental owner for insider tips on hidden gems and the best times to explore here’s unique landscape.

Transportation Options

  • Personal Vehicles: You can easily navigate this coastal destination by car, with ample parking options near rental properties and local points of interest in the area.
  • Local Taxis and Rideshare Services: Convenient for short trips around here, these services provide reliable transportation without the need to rent a vehicle yourself.
  • Charter Boats and Water Taxis: Given the region’s proximity to waterways, exploring by water taxi or charter boat offers a scenic way to experience the area's natural beauty.
  • Bicycle Rentals: For environmentally conscious travelers, bike rentals are available to explore the surrounding region at a leisurely pace.

Local Customs Options

  • Crabbing and Fishing Traditions: Engaging in local crabbing and fishing is a cherished custom here, offering an authentic way to experience the region’s coastal lifestyle.
  • Celebration of Maritime Festivals: Participating in maritime festivals reflects the community’s deep-rooted connection to the water and its history in this part of Maryland.
  • Respect for Water Conservation: Locals place a strong emphasis on water conservation practices, vital to maintaining the area's natural beauty and resources.
  • Preservation of Local Heritage: You’ll notice a cultural focus on preserving traditional crafts and historical sites, helping you connect more deeply with the region’s unique identity.

Frequently Asked Questions About Taylors Island Rentals by Owner

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

There are a lot of options in Taylors Island. If you plan on staying in the Taylors 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 Taylors Island:

2. How many Rentbyowner vacation rentals are available in Taylors Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 203 in the Taylors 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 Taylors Island. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies by individual listing. To ensure you understand the specific terms, please review the cancellation details provided on the rental's listing or contact the property owner directly.

4. How do I confirm my booking and what payment methods are accepted?

You can confirm your booking through the Rent By Owner platform by following the reservation process outlined in each listing. Payment methods typically include credit cards and other secure online options, but check the listing details for exact options accepted.

5. Are linens and utilities included with the rental by owner in this destination?

Most listings specify whether linens, towels, and utilities are included. For clarity on what’s provided during your stay, read the amenities section of the listing or reach out to the owner for precise information.

6. What should I know about checking in and checking out at the property?

Check-in and check-out procedures are detailed in each listing. Typically, owners provide instructions prior to arrival. Contact the owner directly if you need assistance or have special requests regarding your stay here.

7. Is there a minimum stay requirement for renting in this region?

Minimum stay requirements vary depending on the rental. Please review the specific listing for details or contact the owner directly to confirm availability and any stay restrictions.

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More Top-Rated Rentals by Owner in Taylors Island Area