Harpswell holiday lettings

We found 489 holiday rentals — enter your dates for availability

Select from 89 homes, 48 cottages and other holiday rentals in Harpswell to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and a hot tub. No matter what you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Harpswell

Showing deals for:26 Dec - 2 Jan
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Find out more about Harpswell

Find out more about Harpswell

Why visit Harpswell

  • Stunning Coastal Scenery: Enjoy breathtaking views along the picturesque shores and charming islands of Harpswell.
  • Outdoor Adventures: Engage in activities such as leisurely coastal strolls, perfect for both relaxation and exploration.
  • Rich Cultural Experience: Visit the Harpswell Historical Society Museum and discover local cultural attractions.
  • Charming Neighbourhoods: Explore welcoming areas in West Harpswell, ideal for recreation and family-friendly activities.
  • Comfortable Accommodation: Choose from delightful cottages, private vacation homes, and well-appointed apartments for a perfect stay.

Popular types of accommodation in Harpswell

If you’re contemplating a getaway to Harpswell, look no further for your ideal accommodation. Our most sought-after options include charming houses, delightful cottages, and well-appointed apartments. Whether you’re after Harpswell holiday rentals or house rentals, we provide a variety of vacation rentals to suit your needs. Enjoy the perfect blend of comfort and convenience while exploring this picturesque destination.

  • Houses: The top choice for visitors to Harpswell, these spacious homes offer the perfect setting for families and groups seeking privacy and comfort.
  • Cottages: A delightful option for those looking for charm and character, cottages provide a homely atmosphere amidst beautiful surroundings.
  • Apartments: Ideal for couples or solo travellers, apartments offer a convenient and flexible stay in the heart of Harpswell.
  • Condos: These modern accommodations combine luxury with practicality, making them a popular choice for holidaymakers.
  • Cabins: For a quintessential getaway, cabins offer a rustic experience, perfect for enjoying the natural beauty of the area.**

Top attractions near Harpswell

Harpswell, Maine, is an idyllic destination for outdoor enthusiasts and romantics alike, offering stunning scenery and a rich cultural experience. Visitors can explore beautiful beaches, the Harpswell Historical Society Museum, and various cultural attractions. Popular activities include leisurely strolls along the coast and discovering the charming tourist areas in West Harpswell, making it a delightful spot for those seeking both relaxation and adventure.

  • Bowdoin College: This historic institution, located 4.3km from Harpswell, boasts beautiful architecture and a rich cultural atmosphere. Visitors can explore its stunning campus, art galleries, and historic buildings, immersing themselves in the academic heritage.
  • Popham Beach: Situated 5.0km from Harpswell, this picturesque beach offers sandy shores and stunning ocean views. It’s the perfect spot for sunbathing, beachcombing, or enjoying a leisurely stroll along the coast.
  • Maine Street: Just 4.3km away, Maine Street features a vibrant mix of shops, cafes, and local eateries, providing a lively urban experience that captures the essence of New England charm.

Things to do recommended for couples

For a romantic getaway in Harpswell, indulge in some adventure at Paddleworks, only 3.1km away, or enjoy a playful round at Dolphin Mini Golf, located 9.9km from town. For more outdoor excitement, try Capt Lyman Stuart, also 9.9km away. Perfect for couples seeking fun!

Things to do recommended for families

Experience delightful treats at Wilbur's of Maine Chocolate Confections, only 6.2km from Harpswell. Explore the Portland Observatory, 12.4km away, for family-friendly entertainment, or unwind at Fort Williams Park, also 12.4km distant, where wellness and relaxation await your family.

Things to do recommended for groups

Groups visiting Harpswell can enjoy a trip to the LL Bean Flagship Store for unique shopping, catch a show at the Maine State Music Theater for a delightful evening, and experience the adventurous atmosphere at the Desert of Maine campground, perfect for outdoor family fun.

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

If you're travelling with a group, family, pets, or seeking longer stays, it's important to filter according to your key preferences. Here are some helpful Vrbo booking tips for you.

  • Traveling to Harpswell with a group: Think about how many bedrooms you require, as well as features like a fully-equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Harpswell with young kids: Travelling with young children can present its own set of challenges. It’s essential to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to keep in mind the location of family-friendly attractions nearby.
  • Taking your pets with you to Harpswell: For many, a family holiday feels unfinished without their furry companion by their side. If this resonates with you, take a look at Vrbo accommodations that welcome pets. The majority of pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Harpswell: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Harpswell

Harpswell, Maine, is a delightful destination for those seeking a blend of relaxation and outdoor adventure. With stunning coastal scenery and charming islands, visitors can enjoy a romantic escape or family-friendly activities. Nearby neighbourhoods offer a welcoming atmosphere perfect for recreation and exploration. Whether you're wandering the picturesque shores or indulging in local cuisine, Harpswell promises an unforgettable experience for your next holiday in America’s beautiful Cumberland County.

  • Sebascodegan Island: This charming village is nestled within the Harpswell region, known for its stunning outdoor scenery and inviting beaches. Visitors flock to Sebascodegan Island to soak in the breathtaking views and enjoy various outdoor activities. The area offers a wealth of recreational opportunities, including picturesque hiking trails and educational excursions. Local attractions such as family-friendly beaches and serene lakes provide the perfect backdrop for a relaxing day in nature, making it an ideal spot for those seeking both adventure and tranquillity.
  • Harpswell Center: As a quaint village in Harpswell, Harpswell Center is celebrated for its romantic atmosphere and scenic landscapes. It draws travellers looking for outdoor enjoyment and a peaceful getaway. The village is home to several recreational areas and hosts lively music concerts throughout the year. The proximity to beautiful lakes and idyllic beaches enhances its appeal, offering visitors a chance to unwind by the water. For those seeking a delightful combination of nature and culture, Harpswell Center is a must-visit destination.
  • West Harpswell: This picturesque neighbourhood surrounding Harpswell is a haven for outdoor enthusiasts and couples seeking a romantic escape. West Harpswell boasts a variety of recreational venues, including a local theatre, where visitors can enjoy community performances. Nature lovers will appreciate the nearby national state park, as well as the stunning lakes and beaches that define the area. With its blend of scenic beauty and engaging activities, West Harpswell provides a perfect setting for an unforgettable getaway.

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 a breeze

Are you hoping to cut costs on your next holiday? It’s worth being open to adjusting your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often results in substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient area to plan new journeys, manage your existing arrangements, or review your reservations. The properties you've saved or booked are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Take in the picturesque beauty of Harpswell

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

Activities and attractions in and around Harpswell

Are you looking for top things to see and do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Harpswell a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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 an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Harpswell. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • 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 centre. If you can't find a flight that's convenient for your trip, you can also fly into Portland, ME (PWM-Portland Intl. Jetport), which is 21 mi (33.8 km) away.

Frequently asked questions

What is the best area to stay in Harpswell when booking a holiday rental?
When considering a holiday rental in Harpswell, Maine, the Bailey Island area is an excellent choice. This picturesque neighbourhood is known for its stunning coastal views and charming seaside atmosphere. Visitors can enjoy the scenic beauty of the iconic Bailey Island Bridge, which offers breathtaking vistas, and take leisurely strolls along the rocky shorelines. The area is also home to the popular Land's End Gift Shop, a delightful spot for unique souvenirs and local crafts, as well as the renowned Cook's Lobster & Ale House, where you can savour fresh seafood while overlooking the ocean.

Another appealing option is the Great Island area, which provides a more tranquil setting, ideal for those seeking relaxation. The Great Island Boat Launch allows for easy access to the water, superb for kayaking or fishing adventures. Not far from here, you can explore the scenic trails of the nearby Harpswell Heritage Land Trust, which offer opportunities for hiking and wildlife observation.
How much does it cost to rent a holiday home in Harpswell?
Prices for holiday 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 traveling 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. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Harpswell holiday 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 areas around Bailey Island and Great Island are particularly appealing. Bailey Island offers a picturesque coastal landscape, with properties that provide stunning views of the ocean and easy access to rocky shorelines. Many beach houses in this area come equipped with amenities such as spacious decks, outdoor grills, and fully stocked kitchens, superb for enjoying family meals while taking in the beautiful surroundings.

On Great Island, you can find charming seaside cottages that often feature direct access to private beaches, cozy living areas with fireplaces, and multiple bedrooms, making them ideal for larger groups or families. This area is known for its tranquil atmosphere, allowing travellers to unwind while exploring nearby tidal pools or enjoying leisurely walks along the shore.
What is the most popular type of holiday rental accomodation in Harpswell?
In Harpswell, holiday houses are the most popular rental option, with approximately 81 available throughout the area. These properties are often situated near scenic coastal views and offer a spacious living environment, making them ideal for families or groups. Most holiday houses feature fully equipped kitchens, multiple bedrooms, and outdoor spaces such as decks or patios for enjoying the fresh sea air.
Are there any family house rentals in Harpswell?
In Harpswell, Maine, families will find a wide selection of holiday rentals—approximately 116 are available throughout the area. The picturesque coastal town is known for its stunning waterfront views and proximity to various natural attractions, making it an excellent destination for group stays. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy the fresh sea air.

In neighbourhoods like Orr's Island and Bailey Island, visitors can discover charming homes with amenities such as private decks, gardens, and easy access to the beach. These locations are close to local points of interest, including the scenic Land's End and the iconic Giant's Stairs, superb for family outings and exploration.
Can I rent a holiday home with a pool or hot tub in Harpswell?
In Harpswell, Maine, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for those seeking relaxation and outdoor enjoyment. This picturesque coastal town offers a variety of neighbourhoods, particularly along the waterfront, where travellers can find properties with stunning views of the ocean and nearby islands.
Can I find long-stay holiday rentals in Harpswell?
A long-stay holiday 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, with around 69 options for travellers to consider. Many of these properties are situated along the picturesque coastline, offering stunning views of the water and easy access to nearby beaches. Rentals typically come equipped with amenities such as fully stocked kitchens, outdoor spaces like decks or patios, and comfortable living areas suitable for families or groups.
Are there any remote work holiday rentals in Harpswell?
In Harpswell, Maine, there are plenty of remote work holiday rentals available, with around 125 suited for those looking to blend work and leisure. The area is known for its stunning coastal scenery and serene environment, making it an ideal setting for remote work. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated desks, and office spaces, ensuring that guests can stay productive while enjoying their surroundings. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Harpswell holiday rentals with parking?
Vrbo offers a wide selection of holiday 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 holiday rental?
The best time to book a holiday rental in Harpswell is during the peak summer season from June to August, with July being the most popular month. This period attracts many travellers eager to experience the stunning coastal scenery and charm of this picturesque Maine destination. Warm temperatures, often reaching the low 20s Celsius, create an inclusive setting great for outdoor activities like kayaking, sailing, and exploring the scenic trails.

Throughout the summer, visitors can enjoy a vibrant atmosphere filled with local events and festivals, as well as fresh seafood from the area's renowned restaurants. The stunning views of Casco Bay and the nearby islands make for an idyllic backdrop, whether you're relaxing on the shore or enjoying a sunset cruise.

If you're looking for a more budget-friendly option, consider visiting in November. Although it's outside the main tourist season, the fall foliage offers a breathtaking spectacle, and the peacefulness of the area allows for quiet exploration of the coastal landscapes and charming towns.
How early should I book a Harpswell holiday rental?
Book your Harpswell holiday 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 holiday 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, visitors can engage in the natural beauty and coastal charm of the area. The stunning Bowdoin College Coastal Studies Centre offers educational programs and picturesque views of the surrounding landscape. The iconic Bailey Island, connected by a bridge, is home to the scenic Land's End, where travellers can enjoy breathtaking ocean vistas and explore the rocky coastline.
Can I change or cancel my Harpswell home rental booking on Vrbo?
To find Harpswell holiday 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 holiday 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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