Harpswell vacation rentals

We found 487 vacation rentals — enter your dates for availability

Select from 88 homes, 46 cottages, and other vacation rentals in Harpswell to find one that's perfect for your trip. Vacation homes provide the best amenities for you and your friends, family, or even pets, such as parking and air conditioning. At the end of the day, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Harpswell

Showing deals for:Jan 23 - Jan 30

Image gallery for Classic Maine Coastline Estate

Salt water pool overlooking the Kennebec River
9.4 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Classic Maine Coastline Estate

Phippsburg, ME

10% off
Price is CA $2,088
CA $18,764 total
includes taxes & fees
Classic Maine Coastline Estate

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Find out more about Harpswell

Why visit Harpswell

  • Scenic Islands: Explore the stunning Harpswell Islands, perfect for outdoor activities and breathtaking views.
  • Charming Beaches: Relax on beautiful beaches, ideal for family outings or romantic getaways.
  • Historic Sites: Discover local heritage through various historic attractions throughout the town.
  • Welcoming Atmosphere: Experience friendly neighbourhoods that enhance your vacation experience.
  • Delightful Accommodations: Choose from a variety of vacation rentals, including charming cottages and cozy apartments.

Popular types of accommodation in Harpswell

If you're looking for the perfect getaway in Harpswell, Maine, you're in the right place. Our most popular vacation rentals include houses, charming cottages, and cozy apartments, ensuring you find the ideal spot to relax. With a variety of Harpswell vacation rentals at your fingertips, you can enjoy a memorable stay with the reassurance of transparency and savings. Your dream Maine vacation home awaits.

  • Houses: The top choice for visitors to Harpswell, these spacious homes offer comfort and privacy for families or groups.
  • Cottages: A delightful option, cottages are perfect for a quaint and picturesque getaway, ideal for couples or small families.
  • Apartments: Convenient and versatile, apartments provide a home-like atmosphere for those seeking a longer stay.
  • Condos: Offering modern amenities, condos are a great choice for travelers wanting a blend of comfort and community.
  • Cabins: For a rustic experience, cabins are a charming retreat surrounded by nature, perfect for adventure seekers.**

Top attractions near Harpswell

Harpswell, Maine, is a charming destination perfect for outdoor enthusiasts and romantics alike. Enjoy stunning beaches, explore the scenic Harpswell islands, and visit historic sites. The town offers delightful vacation rentals and a welcoming atmosphere, making it ideal for cultural and beach experiences. Don't miss the opportunity to discover the natural beauty of coastal Maine while immersing yourself in the local heritage.

  • Bowdoin College: A prestigious liberal arts college with picturesque campus grounds, rich history, and vibrant cultural events. Explore its stunning architecture and art collections while soaking in the academic atmosphere.
  • Popham Beach: A beautiful stretch of sandy shoreline perfect for relaxing, swimming, and beachcombing. Enjoy breathtaking ocean views and the soothing sounds of waves, making it a perfect spot for a day of fun in the sun.
  • Maine Street: A lively street filled with charming shops, local eateries, and unique boutiques. Experience a delightful blend of city vibes and small-town warmth as you stroll through this vibrant area.

Things to do recommended for couples

Planning a romantic getaway in Harpswell? Enjoy a thrilling adventure at Paddleworks, just 8.0km away, where you can explore the waters together. For a fun-filled evening, head to Dolphin Mini Golf, 25.7km away, perfect for some light-hearted competition and laughter.

Things to do recommended for families

During your family vacation in Harpswell, enjoy sweet treats at Wilbur's of Maine Chocolate Confections, explore the Portland Observatory for some entertainment, and relax at Fort Williams Park, perfect for wellness and outdoor fun.

Things to do recommended for groups

In Harpswell, groups can shop at the LL Bean Flagship Store, enjoy a show at the Maine State Music Theater, and explore the adventurous Desert of Maine campground. Each destination offers a unique experience filled with culture, entertainment, and outdoor fun for everyone.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Harpswell

If you're traveling with a group, family, or pets, or if you're considering longer stays, it's important to use the right filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Harpswell with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily apply filters for these options and more on Vrbo.
  • Traveling to Harpswell with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Harpswell: For many, a family vacation isn’t truly whole without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Harpswell: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By utilizing the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding options like a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in Harpswell

Harpswell, Maine, is a picturesque destination perfect for a relaxing getaway. Explore the stunning Harpswell Islands, where outdoor activities abound amidst breathtaking scenery. Enjoy family-friendly vibes and romantic retreats in charming neighbourhoods. For a memorable stay, consider rentals with outdoor seating that allow you to soak in the serene atmosphere. Whether you're seeking recreation or simply a tranquil escape, Harpswell promises a delightful travel experience for all visitors.

  • Sebascodegan Island: Sebascodegan Island is a picturesque village nestled within the Harpswell area, offering a delightful escape for nature lovers and outdoor enthusiasts. Known for its stunning scenery and beautiful beaches, the island provides a plethora of recreational opportunities. Visitors can enjoy hiking along scenic trails, relaxing on family-friendly beaches, and exploring serene lakes. The island's inviting atmosphere makes it a perfect spot for a tranquil retreat or a fun day out in nature.
  • Harpswell Center: Harpswell Center is a charming village that captures the essence of a romantic getaway. Surrounded by breathtaking landscapes, this area is ideal for those looking to experience the great outdoors. The recreational areas and nearby ski fields offer a variety of activities year-round, while the local entertainment facilities provide additional enjoyment. Visitors can unwind at the nearby lakes and beaches, making Harpswell Center a wonderful destination for couples and families seeking both adventure and relaxation.
  • West Harpswell: West Harpswell is a delightful neighborhood that invites visitors to explore its stunning natural beauty and outdoor activities. This area is known for its scenic landscapes, lakes, and charming beaches, making it an attractive destination for romantic getaways. Visitors can enjoy recreational activities in local parks, catch a show at the theatre, or wander through the nearby national state park. With its serene environment and captivating views, West Harpswell is a perfect spot for those looking to connect with nature and unwind.

Best time to go to Harpswell

If you're planning a trip to Harpswell, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.3°F (-3.7°C)Light RainMostly SunnyLowSlightly Low
February26.4°F (-3.1°C)Light RainMostly CloudyAverageSlightly Low
March32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageAverage
May53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
June61.2°F (16.2°C)Light RainMostly SunnyHighSlightly High
July68.2°F (20.1°C)Light RainMostly SunnyHighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnyHighSlightly High
September61.7°F (16.5°C)Light RainMostly SunnyAverageAverage
October51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
November40.6°F (4.8°C)Light RainMostly SunnyLowAverage
December32.4°F (0.2°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your next getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy substantial savings. To discover a Vrbo property that suits your budget, make use of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect accommodation for your trip.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan your next adventures, pick up right where you left off, and manage your travel arrangements with ease. You can easily access properties you've saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Take in the picturesque beauty of Harpswell

The island views and mountains provide a pleasant backdrop to your vacation home in Harpswell. Travelers to this relaxing city praise the hiking, seafood restaurants and skiing. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Harpswell

Are you hoping to find attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Harpswell a fun spot to vacation. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Paddleworks (3.4 mi / 5.4 km)
  • Land's End Gift Shop (6.4 mi / 10.3 km)
  • Maine State Aquarium (15.6 mi / 25.2 km)
  • Happy Wheels Skate Center (20.8 mi / 33.5 km)
  • Ash Cove Pottery (4.7 mi / 7.6 km)
  • Brunswick Golf Course (8.3 mi / 13.4 km)

Exploring the natural landscape of Harpswell

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Harpswell. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Wolfe's Neck Farm (6.4 mi / 10.2 km)
  • Thomas Point Beach (6.9 mi / 11.1 km)
  • Casco Bay (7.8 mi / 12.5 km)
  • Popham Beach (9.1 mi / 14.6 km)
  • Desert of Maine (11 mi / 17.6 km)
  • Coastal Maine Botanical Gardens (15.1 mi / 24.3 km)

How to get to and around Harpswell

The nearest airport is in Wiscasset, ME (ISS), located 16.2 mi (26.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Portland Intl. Jetport Airport (PWM), which is 21 mi (33.8 km) away.

Frequently asked questions

What is the best area to stay in Harpswell when booking a vacation rental?
When considering a vacation rental in Harpswell, Maine, the area of Orr's Island is particularly appealing. This picturesque neighbourhood offers stunning views of Casco Bay and is renowned for its charming coastal atmosphere. Visitors staying here can easily access top attractions such as the beautiful Land's End Park, which features scenic walking trails and breathtaking vistas of the surrounding waters. Additionally, the famous Cribstone Bridge, an engineering marvel that connects the islands, is just a short drive away and makes for a delightful excursion.

Another excellent option is Bailey Island, known for its quaint charm and laid-back vibe. This area is great for those looking to unwind, with lovely beaches and opportunities for kayaking and fishing. You can explore the iconic Giant's Stairs, a dramatic coastal rock formation that offers fantastic photo opportunities and a chance to appreciate the natural beauty of the Maine coastline.
How much does it cost to rent a vacation home in Harpswell?
Prices for vacation rentals in Harpswell vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Harpswell to more spacious homes.
Are there any discounts for Harpswell vacation house rentals?
You can find great discounts on house rentals in Harpswell on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Harpswell?
For renting a beach house in Harpswell, Maine, the beautiful coastal areas around Bailey Island and Great Island are ideal choices. On Bailey Island, you can find charming cottages and beachfront homes that provide stunning views of the Atlantic Ocean, often featuring amenities such as large decks, outdoor grills, and fully equipped kitchens for a comfortable stay. Many properties in this area have direct access to sandy beaches or rocky shores, making it great for families and groups looking to enjoy seaside activities.

Great Island offers a more secluded experience, with rentals that frequently include private waterfront access and spacious gardens. Homes here may come with features like fire pits for evening gatherings and modern amenities, including Wi-Fi and laundry facilities, ensuring a convenient and enjoyable stay. This area is also known for its picturesque scenery and opportunities for kayaking, sailing, and exploring tidal pools.
What is the most popular type of vacation rental accomodation in Harpswell?
In Harpswell, vacation houses are the most popular type of rental, with around 81 available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many of these houses are situated close to the coastline, allowing guests to easily access scenic views and local beaches. Additionally, there are approximately 43 cottages that provide a quaint, charming option for travellers looking for a more rustic experience. These cottages often come with outdoor seating areas, great for enjoying the fresh sea air. For those preferring a compact stay, there are about 10 apartments available, usually located near local shops and restaurants. A handful of cabins can also be found, offering a unique retreat experience amidst nature.
Are there any family house rentals in Harpswell?
In Harpswell, Maine, there is a considerable selection of family-friendly homes, with around 116 options available. This picturesque coastal town is known for its stunning waterfront views and access to various outdoor activities, making it an ideal destination for families. Many properties feature spacious living areas, fully equipped kitchens for preparing meals, and outdoor decks superb for enjoying the fresh sea air. Visitors can also expect amenities such as Wi-Fi, laundry facilities, and private gardens, enhancing the overall comfort of their stay.
Can I rent a vacation home with a pool or hot tub in Harpswell?
In Harpswell, Maine, there are several vacation homes available for rent that feature pools or hot tubs. This picturesque coastal town is known for its stunning waterfront views and charming atmosphere, making it a delightful destination for travellers. Many of the available properties come equipped with amenities such as private pools, hot tubs, and outdoor spaces where guests can relax and enjoy the natural beauty of the surroundings.
Can I find long-stay vacation rentals in Harpswell?
A long-stay vacation rental in Harpswell is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Harpswell?
In Harpswell, Maine, there are numerous pet-friendly house rentals available, offering a delightful blend of coastal charm and comfort for travellers with pets. Many of these properties feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces like decks or patios, superb for enjoying the scenic views of the surrounding waterfront.
Are there any remote work vacation rentals in Harpswell?
In Harpswell, Maine, there are approximately 125 remote work-friendly vacation rentals available, making it an excellent choice for those looking to blend work and leisure. Many of these properties are equipped with essential amenities for remote work, including Wi-Fi, dedicated desks, and comfortable office chairs. Some rentals also feature additional conveniences like computer monitors and safes, ensuring a productive environment during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Harpswell vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Harpswell with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Harpswell?
In Harpswell, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, along with refrigerators for food storage. Many properties also feature patios, providing a lovely outdoor space to relax and enjoy the coastal atmosphere. Additionally, travellers can expect cookware, dishware, and utensils to be available in the rentals, making it convenient for those who wish to dine in.
When is the best time to visit Harpswell for a vacation rental?
The best time to book a vacation rental in Harpswell is during the summer months, particularly in July. This peak season, running from June to August, attracts a number of visitors eager to bask in the beautiful coastal scenery and partake in various water activities. With the warm temperatures typically ranging from the mid-teens to low 20s Celsius, July offers the great backdrop for exploring the charming harbours, indulging in fresh seafood, and enjoying the stunning sunsets over Casco Bay.

For those who appreciate a lively atmosphere, July is particularly vibrant, with numerous events and outdoor activities available, such as kayaking, sailing, and local festivals that showcase the community's rich maritime heritage. The long daylight hours provide ample opportunity for sightseeing, whether it's visiting the iconic lighthouses or taking leisurely strolls along the scenic coastal paths.

If you're looking for a more budget-friendly option, consider visiting Harpswell in November. This month offers a serene charm as the summer crowds have dissipated, allowing you to enjoy the tranquil beauty of the area. While temperatures can dip to around 5°C, the crisp autumn air lends itself well to invigorating walks and the opportunity to experience the local community in a quieter setting.
How early should I book a Harpswell vacation rental?
Book your Harpswell vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Harpswell?
In Harpswell, Maine, visitors can enjoy a variety of attractions that showcase the area's natural beauty and coastal charm. The picturesque Harpswell Sound offers stunning views and opportunities for kayaking and sailing, making it a great spot for water enthusiasts. The popular Bailey Island is accessible via the scenic Cribstone Bridge, where visitors can explore sandy beaches and enjoy fresh seafood at local eateries.
Can I change or cancel my Harpswell home rental booking on Vrbo?
To find Harpswell vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Harpswell vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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