1. USA
  2. Maine
  3. Drakes Island
  4. Rentals by Owner

Drakes Island Rentals by Owner

10.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Barbecue/Outdoor Cooking

Why Choose Rent By Owner for your Drakes 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 Drakes Island

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, as seasonal variations in this region influence everything from weather to local activities, making it essential to plan your stay when the area’s natural beauty and tranquility are at their peak.

Peak Season Highlights

summer
Summer (June to August)

During these months, the area experiences warm weather ideal for enjoying the beaches and outdoor activities. It's the busiest time for visitors seeking the classic Maine coast experience.

Average Temperature Daytime: 75-80°F - Nighttime: 55-60°F
autumn
Early Fall (September to October)

This period offers pleasant weather with vibrant fall foliage capturing the region's natural beauty, drawing travelers looking for a quieter but still lively atmosphere.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Late Fall to Early Winter (November to December)

As the crowds thin out, this is a peaceful time to explore the area’s scenic views while enjoying cooler temperatures and fewer visitors.

Average Temperature Daytime: 40-50°F - Nighttime: 30-35°F
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Winter (January to February)

The region takes on a tranquil charm during the winter months, perfect for those seeking solitude and cozy accommodations in a picturesque setting.

Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F

Weekly Weather Forecast for Drakes Island

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 spaces, perfect for meals with a view of the surrounding nature.
  • Take advantage of private or shared patios and decks to relax outdoors.
  • Experience convenient access to nearby beaches through outdoor pathways or steps.
  • Make use of outdoor showers for rinsing off after a day by the water.
  • Benefit from well-maintained lawns and gardens ideal for outdoor activities or gatherings.
  • Utilize barbecue grills available for cookouts during warm evenings.
  • Relax in outdoor seating areas designed for enjoying the sea breeze and scenic surroundings.
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Family Activities

  • Beachcombing at Wells Beach: You can enjoy exploring the sandy shores just minutes from your rental, discovering shells and marine life along the scenic coastline.
  • Family Picnics in Kennebunkport Conservation Area: This nearby natural setting offers a perfect spot for relaxing picnics and outdoor fun amidst lush scenery.
  • Wildlife Watching at Laudholm Farm: Here, you can observe local wildlife and take part in educational programs, making it an engaging experience for children and adults alike.
  • Sea Kayaking Adventures: Rent a kayak and paddle along the calm waters of the region to experience the area's pristine coastline from a unique perspective.
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Adult Activities

  • Beachcombing and Nature Walks: Explore the scenic shoreline of the region, discovering unique shells, marine life, and local wildlife along the pristine beaches.
  • Sailing and Boating Excursions: Enjoy the area's calm waters with guided sailing trips or rent a boat to experience the coastal landscape from the water.
  • Sea Kayaking Adventures: Glide across the tranquil ocean vistas, taking in the picturesque views and exploring hidden coves just off the shoreline.
  • Fine Dining and Coastal Cuisine: Savor delicious seafood and regional specialties at renowned waterfront restaurants, offering fresh catches and local flavors.

Drakes Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Beach Days Early: Make the most of your stay by arriving early to secure prime spots on the coastline and enjoy the tranquil mornings here.
  • Explore Local Dining Options: Take time to discover nearby eateries that serve regional specialties, enhancing your experience in this coastal area.
  • Utilize Rental Amenities Fully: Familiarize yourself with your vacation rental's features and amenities to ensure a comfortable and convenient visit.
  • Respect the Natural Environment: Help preserve the scenic beauty by following local guidelines and practicing eco-friendly habits during your stay here.

Transportation Options

  • Private Car Rentals: Exploring the area at your own pace is easy with local car rental services available nearby, offering convenience and flexibility for your trip to this coastal destination.
  • Taxis and Rideshare Services: Reliable taxi and rideshare options operate throughout the region, providing quick transportation to and from your rental property on Drakes Island.
  • Public Transportation: Bus services connect the broader Wells area with neighboring towns, making it a practical choice for exploring without a vehicle.
  • Bicycle Rentals: Given the area's scenic landscapes, renting bicycles offers an eco-friendly and enjoyable way to experience the region's natural beauty.

Local Customs Options

  • Respect for Seasonal Seafood Harvesting: In the area, you’ll notice a strong tradition of respecting local fishing practices, especially during seasonal harvests, which play a vital role in the community's livelihood.
  • Participation in Community Events: Engaging in regional events such as local festivals and gatherings is common here, offering you an authentic glimpse into the area's vibrant culture.
  • Preservation of Natural Beauty: Visitors are encouraged to follow eco-friendly practices to maintain the region’s pristine beaches and natural landscapes that define this seaside destination.
  • Politeness and Local Etiquette: Demonstrating courteous behavior and adhering to local customs, like greeting neighbors warmly, helps you seamlessly blend into the friendly community here.

Frequently Asked Questions About Drakes Island Rentals by Owner

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 390 in the Drakes 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 Drakes Island. 

3. What is the cancellation policy for rental properties in this area?

The cancellation policy varies by listing, so it's important to review the specific terms on the property’s page or contact the owner directly to understand the conditions and potential refunds.

4. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning, service charges, or taxes may apply depending on the owner’s policies. Be sure to read the listing details carefully or reach out to the host for clarification.

5. How do I ensure my booking is secure and reliable?

Booking through the Rent By Owner platform provides a secure and trustworthy process. Confirm your reservation through the site, and communicate with the owner directly if you have any concerns.

6. What amenities are typically included in rentals by owner in this region?

Each property listing details the amenities available, which often include essentials like Wi-Fi, kitchen facilities, and parking. Check the specific listing for comprehensive information about what is included.

7. How can I contact the owner if I have questions before booking?

You can contact the owner directly through the messaging system on the Rent By Owner platform. This allows you to ask specific questions and receive personalized assistance before confirming your stay.

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