Discover Your Perfect Harpswell Vacation Homes

Harpswell Luxury Rentals

Harpswell Pet Friendly Vacation Rentals

Harpswell Large Vacation Homes

Why Choose Rent By Owner for your Harpswell 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 Harpswell

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here ensures you experience the region's charming atmosphere and natural beauty at its best, making your stay in this destination truly memorable.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, the area experiences warm weather ideal for enjoying coastal activities and scenic views, making it the most popular time to visit.

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

Autumn offers vibrant foliage and mild temperatures, attracting visitors seeking a tranquil escape amidst the colorful landscape of this region.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Spring (April to May)

Early spring features cooler weather and fewer crowds, providing a peaceful setting for exploring the region’s natural beauty as it awakens.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 45°F
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Winter (November to March)

The quieter winter months bring colder temperatures and fewer visitors, offering a serene atmosphere perfect for those seeking solitude and cozy accommodations in this destination.

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

Weekly Weather Forecast for Harpswell

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 spacious outdoor patios or decks perfect for relaxing and taking in the scenic views of the region.
  • Make the most of private or shared waterfront access for activities like swimming, kayaking, or paddleboarding on the harbor.
  • Benefit from well-maintained gardens or landscaped yards that add to your outdoor enjoyment.
  • Utilize outdoor grilling areas or barbecues to host memorable cookouts with family and friends.
  • Find comfort in outdoor fire pits or fireplaces ideal for cozy evenings under the stars.
  • Take advantage of available parking spaces or large driveways suitable for boat trailers and additional vehicles near the water.
  • Explore nearby walking trails or nature paths directly accessible from your rental, allowing you to immerse yourself in the area's natural beauty.
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Family Activities

  • Harpswell Coastal Preserve: Explore scenic coastal trails and enjoy birdwatching in this peaceful natural reserve, perfect for family outings near the waterfront.
  • Orr's Island Sailing Adventures: Experience a family-friendly sailing tour along the region's picturesque coastline, offering memorable views and gentle breezes.
  • Bailey Island Bridge Viewing: Visit this iconic landmark to learn about its history and take stunning photos of the surrounding ocean scenery, ideal for all ages.
  • Local Seafood Markets: Taste fresh, local Maine seafood at family-friendly markets, providing a delicious way to experience the area's culinary heritage.
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Adult Activities

  • Harpswell Outdoor Charters: Embark on a memorable boat tour to explore the scenic coastline and marine life here in the region.
  • Crab Cove Sea Kayaking: Enjoy paddling along the tranquil waters, taking in the breathtaking views of the area's rugged shoreline and islands.
  • Bowdoin College Museum of Art: Visit this cultural gem to appreciate diverse artworks, offering a peaceful retreat within the community.
  • Harpswell Heritage Land Trust Trails: Hike through protected lands that showcase the natural beauty and coastal landscapes unique to this destination.

Harpswell Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local waters: Take advantage of the region’s renowned coastline by booking a waterfront property and enjoying activities like kayaking or boat cruises right from your doorstep.
  • Visit during the shoulder seasons: Plan your stay outside peak summer months to experience the area's serene beauty with fewer crowds and more affordable rates.
  • Embrace outdoor adventures: Choose accommodations near scenic trails and parks to maximize hiking, birdwatching, and nature photography opportunities in this coastal region.
  • Connect with local seafood cuisine: Stay close to well-rated eateries or consider vacation rentals with fully equipped kitchens to savor fresh catches and regional specialties at your own pace.

Transportation Options

  • Car Rentals: Renting a car gives you the flexibility to explore this charming coastal area at your own pace and visit nearby attractions comfortably.
  • Taxi Services: Local taxi services provide convenient door-to-door transportation, making it easy to get around here without the hassle of parking.
  • Public Transit: The regional bus system offers an economical way to travel between key destinations within the region, ideal for budget-conscious travelers.
  • Bike Rentals: Cycling is a popular option for experiencing the scenic views along the coast and exploring hidden spots in the area's tranquil surroundings.

Local Customs Options

  • Seafood Traditions: Locals in this coastal destination take pride in their seafood, especially lobster and clams, which you’ll often see celebrated through local festivals and markets.
  • Respect for Marine Life: You are encouraged to observe sustainable practices and show respect for the region’s marine environment during your stay here.
  • Maritime Heritage: The area has a rich maritime history that is reflected in local museums and preserved boat-building techniques, offering insight into its seafaring roots.
  • Community Gatherings: Community events and gatherings often center around the waterfront, emphasizing a friendly, welcoming atmosphere unique to this seaside locale.

Frequently Asked Questions About Harpswell?

2. Which vacation homes in Harpswell are best for families?

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

3. How many Rentbyowner vacation rentals are available in Harpswell?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 142 in the Harpswell 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 Harpswell. 

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

Cancellation policies vary depending on the individual listing. It is recommended to review the specific rental's cancellation terms on its detail page or contact the property owner directly for clarification.

5. How do I know if my booking is refundable?

Refundability depends on the cancellation policy set by the host for each property. Be sure to read the cancellation terms carefully before confirming your reservation, and reach out to the owner if you have any questions.

6. Are there any restrictions on booking dates for vacation rentals here?

Availability of specific dates can fluctuate based on the property's schedule. Checking real-time availability on the listing and communicating with the owner will ensure your preferred dates are open for booking.

7. What amenities can I expect in a vacation rental in this region?

The amenities offered differ from one property to another. Details about features like Wi-Fi, kitchens, or outdoor spaces are provided in each listing; contacting the owner for additional information is recommended.

8. How do I find the best vacation rental option for my stay?

You can filter options based on your preferences such as location, price range, and amenities. Reading reviews and viewing detailed descriptions will help you select the ideal property for your visit to this destination.