Harpswell holiday lettings

We found 495 holiday rentals — enter your dates for availability

Select from 90 homes, 45 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.

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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:

  • Land's End Gift Shop (6.4 mi / 10.3 km)
  • Maine State Aquarium (15.6 mi / 25.2 km)
  • Boothbay Golf Course (16.8 mi / 27 km)
  • Paddleworks (3.4 mi / 5.4 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:

  • Thomas Point Beach (6.9 mi / 11.1 km)
  • Bates-Morse Mountain Conservation Area (7.5 mi / 12 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, a popular area to stay is the picturesque community of Bailey Island. This charming neighbourhood is renowned for its stunning coastal views and quaint, seaside atmosphere. Visitors can enjoy the iconic Cribstone Bridge, which offers a unique sight with its granite archway and is a great spot for photographs. Additionally, the nearby Land's End Gift Shop provides a delightful shopping experience with local crafts and souvenirs, making for a lovely afternoon stroll.

Another appealing area is Orr's Island, known for its serene beaches and scenic walking trails. The island's natural beauty is complemented by attractions like the serene Giant's Stairs, where visitors can witness the spectacular ocean views and rugged coastline. The area is quite popular for holiday rentals, with a variety of properties available ranging from cosy cottages to modern homes, suiting different tastes and budgets.
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, consider the picturesque region along the coast of Maine, particularly around the Harpswell Neck area. This stretch offers stunning waterfront properties with direct access to sandy beaches and rocky shorelines. Many of these rentals come with amenities such as expansive decks for enjoying the sea breeze, fully equipped kitchens for home-cooked meals, and outdoor showers for rinsing off after a day at the beach.

The area around Bailey Island is also a delightful option, where you can find charming beach houses that often feature views of the Atlantic Ocean and access to nearby tidal pools, superb for exploring with family. Many properties here boast features like fire pits for evening gatherings and spacious living areas designed for relaxation after a day of seaside activities.

Harpswell is known for its natural beauty, and staying in this region allows easy access to nearby parks and trails, such as the Harpswell Heritage Land Trust's properties, which offer walking paths and scenic views.
What is the most popular type of holiday rental accomodation in Harpswell?
In Harpswell, holiday houses are the most popular type of holiday rental, with around 320 available across the picturesque coastal landscape. Many of these properties are situated near the waterfront, providing stunning views of the surrounding area and easy access to local beaches and hiking trails. Most holiday houses come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios superb for enjoying the scenic environment.

Additionally, there are approximately 152 charming cottages that offer a more intimate setting, often featuring rustic decor and cozy interiors, surrounded by nature. These cottages typically include kitchen facilities and comfortable living spaces, making them ideal for a peaceful getaway. For those seeking a more compact option, about 44 apartments are available, which usually come with essential amenities like kitchenettes and can be found in more central locations close to local shops and dining.

Lastly, there are around 12 cabins, which provide a great experience for travellers looking for a rustic retreat. These cabins often emphasise a connection to nature, featuring wood-burning stoves and outdoor fire pits.
Are there any family house rentals in Harpswell?
In Harpswell, Maine, there are numerous family-friendly house rentals available—specifically, around 111 options throughout the area. This picturesque coastal destination is ideal for families seeking both adventure and relaxation. Many properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor decks or patios with stunning views of the ocean.

Visitors can enjoy the charm of local neighbourhoods such as Harpswell Neck, where charming beaches and parks are easily accessible. The nearby Cliff Trail offers scenic walks that are superb for family outings, while the local maritime culture can be explored at the Harpswell Heritage Land Trust.

Additionally, many homes come equipped with amenities such as Wi-Fi, laundry facilities, and outdoor grilling areas, ensuring a comfortable stay for families.
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 or hot tubs, allowing guests to enjoy a relaxing retreat in this picturesque coastal town. The area is known for its stunning waterfront views and charming landscapes, with properties often located near the shoreline or located amongst the trees.

Travellers can expect amenities such as private pools, hot tubs, and outdoor decks ideal for soaking up the sun or enjoying the serene surroundings. Many of these rentals also come with fully equipped kitchens for convenient self-catering, spacious living areas for family gatherings, and easy access to nearby beaches and hiking trails.
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, there are many pet-friendly house rentals available, with around 65 options for travellers looking to enjoy a getaway with their furry companions. These holiday homes often come equipped with modern amenities such as fully fitted kitchens, spacious living areas, and sometimes outdoor spaces like decks or gardens, superb for pets to roam.

The area offers beautiful coastal views and access to numerous parks and natural reserves. Nearby, the Harpswell Nature Reserve provides trails for walking and exploring the stunning coastal landscape, making it an excellent spot for pet owners. Additionally, the local community is known for its friendly atmosphere, with several pet-friendly cafes and shops that welcome four-legged visitors.
Are there any remote work holiday rentals in Harpswell?
In Harpswell, Maine, there are numerous remote work-friendly holiday rentals available, with around 488 options to choose from. This picturesque coastal town offers a serene environment ideal for combining work and leisure. Many properties feature essential amenities for remote work, including free Wi-Fi, dedicated desk spaces, and comfortable desk chairs, ensuring a productive atmosphere.

Travellers can expect a variety of accommodations, ranging from charming cottages to spacious homes, often equipped with full kitchens, outdoor seating areas, and sometimes even waterfront views. The peaceful surroundings and proximity to nature provide a great backdrop for breaks during work hours, with opportunities for walks along the coastline or exploring local parks. 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 holiday rental amenities include kitchens, allowing guests to prepare their own meals and enjoy home-cooked dining experiences. Many properties feature decks or patios, providing outdoor spaces to relax and take in the beautiful coastal views. Onsite parking is commonly available, making it convenient for travellers with vehicles. Additionally, rentals often come equipped with coffee and tea makers, ensuring that guests can enjoy their morning brews in the comfort of their accommodations.
When is the best time to visit Harpswell for a holiday rental?
The best time to visit Harpswell for a holiday rental is during the peak season, which spans from June to August. This is when the charming coastal town comes alive, attracting visitors eager to experience its stunning beaches, picturesque lighthouses, and vibrant local culture. July, in particular, stands out as the most popular month, with warm temperatures averaging around 20 to 25 degrees Celsius, great for enjoying outdoor activities like kayaking and hiking along the scenic coastal trails.

During these summer months, the community buzzes with activity, offering a range of festivals, farmers' markets, and seafood feasts that reflect the region's rich maritime heritage. The pleasant weather enables comfortable sightseeing and leisurely strolls through the beautiful landscapes, making it an ideal time for families and adventure-seekers alike.

If you're looking for a more budget-friendly option, consider planning your visit in November. This month features a quieter atmosphere, allowing you to appreciate Harpswell's natural beauty without the summer crowds. Plus, the stunning autumn colours create a picturesque backdrop for nature walks and photography.
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, Maine, visitors can enjoy a variety of attractions that showcase the area's natural beauty and maritime heritage. The picturesque Harpswell Sound offers stunning views and opportunities for boating and kayaking, making it a popular spot for water enthusiasts. The Casco Bay Islands, accessible by ferry, provide tranquil escapes with scenic trails and charming communities to explore.

The area's numerous lighthouses, such as the historic Cape Elizabeth Lighthouse, are significant landmarks and great for photography. For those who appreciate the outdoors, the scenic trails at the Harpswell Heritage Land Trust present opportunities for hiking and birdwatching, with many paths leading to breathtaking coastal vistas. Additionally, the local seafood scene is a highlight, with various eateries offering fresh catches, particularly lobster, that reflect the region's culinary identity.
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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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