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  3. Portland
  4. Dock Square
  5. Rentals by Owner

Discover Your Perfect Dock Square Rentals by Owner

Dock Square Rentals by Owner

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10.0 (1 Review)
House
Barefoot Bliss
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
View Availability
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9.7 (9 Reviews)
Apartment
Pied-A-Terre
  • Security/Safety
  • Sports/Activities
  • Fireplace/Heating
View Availability
More Top-Rated Rentals by Owner in Dock Square Area

Why Choose Rent By Owner for your Dock Square 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.

Popular Areas for Dock Square Rentals by Owner

Where are the best neighborhoods to stay in Dock Square?

When exploring your options for a stay in Dock Square, Kennebunkport, Maine, choosing the right neighborhood can significantly enhance your visit. This charming area offers a blend of vibrant local ambiance and peaceful retreat spots, making it ideal for travelers seeking both lively gatherings and quiet moments by the ocean. Booking a rental by owner through Rent By Owner ensures you find dependable accommodations within this picturesque region, allowing you to experience all that Kennebunkport has to offer in comfort and style. Whether you're looking for a cozy retreat or a spacious home, the neighborhoods surrounding Dock Square provide the perfect base for your Maine getaway.

Seaglass Village

In this charming coastal area, you can find rental properties that offer a serene seaside atmosphere perfect for relaxing getaways by the water. The region's tranquil surroundings make it an ideal choice for those seeking comfort and scenic views.

View 43+ Rentals in Seaglass Village

Camp Ellis

Situated close to the coast, this neighborhood provides convenient access to beaches and outdoor activities, making it an excellent location for your stay in the region. Here, you’ll discover a welcoming community and rental options that cater to a variety of preferences.

View 33+ Rentals in Camp Ellis

Summer Village

This inviting neighborhood offers cozy vacation rentals near the shoreline, perfect for enjoying the warm summer months in the area. It’s an ideal spot to unwind while being close to the region’s popular attractions and scenic coastal views.

View 66+ Rentals in Summer Village

Fortunes Rocks

Known for its picturesque beachfront scenery, this neighborhood provides a range of rental options that allow you to experience the natural beauty of the coastline firsthand. It’s a peaceful retreat for visitors looking to escape to the seaside.

View 228+ Rentals in Fortunes Rocks

Granite Point

Perched along the coast, this neighborhood features luxurious rentals with stunning views of the ocean, making it a prime choice for a memorable seaside getaway. Here, you can enjoy both privacy and easy access to local attractions.

View 145+ Rentals in Granite Point

Best Times to Visit Dock Square

When should you plan your Rentals by Owner stay?

To make the most of your stay in this charming area, consider visiting during the shoulder seasons when the region offers fewer crowds and more affordable rental options through Rent By Owner, ensuring a relaxed and authentic experience in Kennebunkport's beloved destination.

Peak Season Highlights

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Summer (June to August)

During the summer months, the area experiences its peak visitation, making it an ideal time to enjoy the lively atmosphere and longer daylight hours. Booking your vacation rental here well in advance ensures you secure the best properties during this busy season.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
autumn
Fall (September to October)

Early fall offers pleasant weather and stunning foliage, attracting many visitors looking for a charming escape. This is a popular period for enjoying the region’s scenic views, so plan ahead when booking your rental by owner.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Late Fall to Early Winter (November to December)

As the region transitions into winter, tourism slows, offering a more peaceful stay. You might find better deals on rental properties by owner during this period, perfect for those seeking tranquility.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 40°F
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Winter (January to February)

The quiet winter months bring fewer visitors, providing an intimate experience with nature’s serene beauty. It’s an excellent time for flexible travelers to book rentals by owner with potential savings and availability.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F

Weekly Weather Forecast for Dock Square

How to Book Your Dock Square 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 Dock Square

More Top-Rated Rentals by Owner in Dock Square 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 seating areas such as patios or decks to relax and take in the scenic views of the region.
  • Take advantage of private gardens or landscaped yards that provide a peaceful retreat during your stay.
  • Make the most of outdoor dining setups, perfect for savoring fresh regional cuisine under the open sky.
  • Benefit from off-street parking spaces or driveways for convenient access when exploring the area.
  • Utilize outdoor grills or barbeque facilities to prepare meals while enjoying the fresh coastal air.
  • Access nearby walking paths or nature trails that allow you to explore the natural beauty of the region.
  • Relax at outdoor fire pits or fireplaces, ideal for cozy evenings after a day of seaside adventures.

Top Attractions Around Dock Square

What attractions are nearby?

Within walking distance, you can enjoy charming local shops, waterfront strolls, and delicious seafood dining experiences that perfectly capture the essence of this coastal region.

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Family Activities

  • Visit the local beaches: Spend a relaxing day building sandcastles and enjoying the scenic shoreline just moments from the heart of the area.
  • Take a family-friendly boat tour: Explore the waters around here on a guided cruise, offering memorable sights of the coastline and marine wildlife.
  • Discover local shops and galleries: Stroll through charming stores and art galleries that showcase the region’s unique coastal character and craftsmanship.
  • Enjoy outdoor dining experiences: Dine al fresco at family-friendly restaurants where you can savor fresh seafood and classic regional dishes with a view.
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Adult Activities

  • Shopping at Local Boutiques: Explore the charming shops along the area’s historic streets, perfect for finding unique souvenirs and Maine-crafted goods.
  • Enjoying Waterfront Dining: Savor fresh seafood and scenic views at one of the many waterfront restaurants, offering a quintessential Kennebunkport experience.
  • Participating in Lighthouse Tours: Discover the region's maritime history by visiting nearby lighthouses that provide breathtaking coastal vistas.
  • Relaxing on Scenic Beaches: Unwind on pristine sandy shores just minutes from here, ideal for sunbathing, swimming, or peaceful walks along the coast.

Dock Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the fresh seafood and cozy cafes that define this destination's culinary scene to enjoy authentic regional flavors.
  • Plan Outdoor Activities: Make the most of the scenic coastal landscape by scheduling walks along the waterfront or visiting nearby parks for a relaxing experience.
  • Book Your Rental Early: Secure your ideal vacation rental here through Rent By Owner well in advance to ensure availability during peak seasons.
  • Discover Unique Shops: Stroll through local boutiques and galleries to find special souvenirs that capture the essence of this charming area.

Transportation Options

  • Walking: You can easily explore the charming neighborhood on foot, enjoying the scenic views and local shops within close proximity to your rental.
  • Bike rentals: Biking is a popular option for experiencing the area's coastal beauty, with many rental shops offering bicycles suitable for all ages and skill levels.
  • Local taxi services: Convenient taxi options provide quick and reliable transportation throughout the region without the need for a car.
  • Private car rentals: For more flexibility and comfort, consider renting a vehicle from nearby providers to explore beyond the immediate area at your own pace.

Local Customs Options

  • Respect for Maritime Traditions: Visitors often observe the area's longstanding shipping and fishing customs, which are integral to the local identity here.
  • Greeting with a Warm Welcome: Locals in this coastal region take pride in their friendly hospitality, so expect warm welcomes when engaging with community members.
  • Preserving Historic Architecture: The area values its preserved buildings and quaint storefronts, reflecting a deep respect for its maritime history and charm.
  • Environmental Stewardship: Here, you'll notice a strong emphasis on protecting natural beauty, with practices aligned with sustainability and local conservation efforts.

Frequently Asked Questions About Dock Square Rentals by Owner

1. What are the top vacation rentals in Dock Square?

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

2. How many Rentbyowner vacation rentals are available in Dock Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 441 in the Dock Square 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 Dock Square. 

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

Cancellation policies vary depending on the individual listing. To understand the specific terms, please review the rental agreement or contact the property owner directly before booking.

4. How do I secure my reservation at a rental by owner here?

Reservations are typically confirmed through the platform used to list the property. Ensure you complete all required steps and communicate with the owner if needed to secure your stay.

5. Are there any additional fees I should be aware of when booking a rental by owner in this region?

Additional fees such as cleaning charges, service fees, or taxes may apply. These details are usually listed during the booking process or can be clarified by contacting the owner.

6. What amenities are generally available in rentals by owner in this destination?

Amenities vary from property to property but often include essentials like Wi-Fi, parking, and kitchen facilities. For specific amenities, please refer to the listing description or ask the property owner directly.

7. How can I get more information about the property before making a reservation?

You can review the detailed listing provided on the platform or reach out directly to the owner with any questions to ensure the property meets your needs.

More Rentals You May Like Near Dock Square

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9.7 (3 Reviews)
House
Just Beachy
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
View Availability
More Top-Rated Rentals by Owner in Dock Square Area