Harpswell holiday lettings

We found 514 holiday rentals — enter your dates for availability
Select from 98 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:23 Oct - 30 Oct

Image gallery for Enjoy the stunning views while relaxing on the deck at East Ledge Cottage

Living area
10 out of 10, Exceptional, (63 reviews)
Exceptional
(63 reviews)

Enjoy the stunning views while relaxing on the deck at East Ledge Cottage

Georgetown

8% off
Price is £2,361
for 7 nights, 1 home
£337 per night
includes taxes & fees
Enjoy the stunning views while relaxing on the deck at East Ledge Cottage

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Why visit Harpswell

  • Scenic Coastal Views: Experience breathtaking views of Casco Bay and the rugged shoreline that define Harpswell's charm.
  • Outdoor Activities: Engage in kayaking, hiking, and exploring serene beaches, perfect for both adventure and relaxation.
  • Charming Harbours: Discover the picturesque harbours that offer a glimpse into local maritime culture and stunning sunsets.
  • Cultural Experiences: Visit local galleries and enjoy nature trails that showcase the area's artistic and natural beauty.
  • Quaint Accommodations: Stay in inviting cottages or private vacation homes for a truly cosy retreat.

Popular types of accommodation in Harpswell

Harpswell, Maine, offers a picturesque escape for travellers seeking a blend of natural beauty and coastal charm. With stunning views of Casco Bay, visitors can explore serene beaches, rugged shorelines, and inviting hiking trails. Popular accommodation options include houses, charming cottages, and cosy apartments, ensuring a perfect retreat for every guest. Experience the tranquillity and unique attractions that make Harpswell a delightful destination for your next holiday rental.

  • Houses: The top choice for visitors seeking a homely experience, offering ample space and amenities for families or groups.
  • Cottages: Quaint and charming, these snug retreats provide a delightful escape close to nature and the coast.
  • Apartments: Convenient and centrally located, ideal for couples or solo travellers wanting easy access to local attractions.
  • Condos: Modern and often luxurious, these properties offer great facilities along with stunning views.
  • Cabins: Rustic and inviting, perfect for those wanting a serene getaway in a wooded setting.**

Top attractions near Harpswell

Harpswell, Maine, is a picturesque destination ideal for outdoor and romantic getaways. Visitors can explore stunning beaches, engage in friendly activities, and enjoy the scenic beauty of Harpswell Harbor. The area offers a variety of cultural experiences, including local galleries and nature trails, making it perfect for those seeking both relaxation and adventure amidst breathtaking coastal views.

  • Popham Beach: A stunning sandy beach renowned for its expansive shoreline and gentle waves, perfect for swimming and sunbathing. The relaxed beach vibes make it ideal for families and beach lovers alike.
  • Casco Bay: This picturesque bay offers breathtaking scenery, with opportunities for kayaking and sailing, allowing visitors to immerse themselves in nature and enjoy the serene outdoor atmosphere.
  • Bates-Morse Mountain Conservation Area: A tranquil reserve featuring family-friendly trails and beautiful landscapes, perfect for leisurely hikes and reconnecting with nature in a peaceful environment.

Things to do recommended for couples

Harpswell offers a charming escape for couples. Enjoy a romantic sunset at Pott's Point Park, savour local seafood at a waterfront restaurant, or explore the serene beauty of Bailey Island. Kayaking together in the calm waters can create unforgettable memories amidst stunning coastal scenery.

Things to do recommended for families

Families visiting Harpswell can enjoy a delightful day exploring the picturesque coastline, discovering unique marine life at the Harpswell Heritage Land Trust’s nature trails, and indulging in fresh seafood at local eateries. Kayaking adventures are also perfect for both kids and adults, making for a memorable family outing.

Things to do recommended for groups

Experience the thrill of ziplining at Monkey C Monkey Do, a fantastic ropes course located 24km from Harpswell. This adventure spot offers an exhilarating outdoor atmosphere, perfect for groups looking to bond while enjoying the beauty of Maine's natural surroundings.

*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 travelling with a group, family, pets, or seeking longer stays, it's important to filter your options based on your priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to Harpswell with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options, and many more, on Vrbo.
  • Traveling to Harpswell with young kids: Travelling with young children can be quite demanding. 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 take into account your closeness to attractions that cater to families.
  • Taking your pets with you to Harpswell: For many, a family holiday wouldn't feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and 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 right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding amenities such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Harpswell

Harpswell, Maine, is a picturesque destination perfect for outdoor enthusiasts and those seeking a romantic getaway. With its stunning coastal scenery, charming harbours, and numerous islands, visitors can enjoy a relaxing atmosphere while exploring the natural beauty of the area. Whether it's kayaking in the serene waters or strolling along scenic trails, Harpswell offers a delightful blend of recreation and tranquillity, making it an ideal spot for family-friendly adventures and peaceful retreats alike.

  • Sebascodegan Island: Sebascodegan Island, a charming village in the heart of Harpswell, is a perfect destination for those seeking a tranquil outdoor experience. Surrounded by stunning natural beauty, the island offers picturesque beaches and scenic landscapes. Visitors can indulge in a variety of water sports or explore the local recreational areas. The island's family-friendly beaches are ideal for a day of relaxation, while nearby lakes provide opportunities for fishing and kayaking. Sebascodegan Island is a haven for nature enthusiasts and those looking to escape the hustle and bustle of daily life.
  • Cundys Harbor: Nestled within the Harpswell area, Cundys Harbor is a delightful village that captures the essence of coastal Maine. Known for its breathtaking scenery and outdoor activities, this quaint harbour provides visitors with ample opportunities for exploration. Enjoy a leisurely day at the beach or partake in various water sports at the local recreation centre. The area is also home to charming monuments that reflect the rich history of the region. Cundys Harbor is a must-visit for those looking to soak in the serene beauty of Maine's coastline.
  • Harpswell Center: Harpswell Center is a picturesque village that offers a romantic and scenic getaway. Located in the heart of Harpswell, it features a variety of recreational areas perfect for a leisurely stroll or an active day outdoors. With local theatres and educational venues, there’s plenty to engage visitors of all ages. The nearby lakes and family-friendly beaches create a wonderful atmosphere for relaxation and enjoyment. Whether you’re looking for a romantic outing or a family adventure, Harpswell Center is an ideal destination to explore.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 save on your next holiday? Being flexible with your travel dates can often lead to significant savings, as prices can vary. Additionally, opting for a longer stay typically allows for more substantial discounts. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up from where you last left off, or manage your existing arrangements. You can easily access properties you’ve previously saved or booked, now neatly organised under Potential, Upcoming, or Current Trips. To make the most of Trip Boards, simply 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:

  • Ash Cove Pottery (4.7 mi / 7.6 km)
  • Maine State Aquarium (15.6 mi / 25.2 km)
  • Boothbay Golf Course (16.8 mi / 27 km)
  • Happy Wheels Skate Center (20.8 mi / 33.5 km)
  • Land's End Gift Shop (6.4 mi / 10.3 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)
  • Casco Bay (7.8 mi / 12.5 km)
  • Winslow Memorial Park (8.1 mi / 13.1 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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