Harpswell vacation rentals

We found 502 vacation rentals — enter your dates for availability

Select from 90 homes, 49 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

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Find out more about Harpswell

Why visit Harpswell

  1. Stunning Beaches: Harpswell boasts pristine beaches perfect for relaxation and seaside activities.
  2. Historic Charm: Explore the town's historic houses and quaint fishing villages that reflect its rich heritage.
  3. Outdoor Adventures: Enjoy a variety of outdoor activities including hiking and fishing amidst beautiful coastal scenery.
  4. Cultural Festivals: Experience the vibrant Harpswell Festival, celebrating local culture and community spirit.
  5. Cozy Accommodations: Find charming vacation rentals, from cozy cottages to oceanfront homes, for a perfect getaway.

Popular types of accommodation in Harpswell

If you're exploring vacation rentals in Harpswell, you're in for a treat! Our most popular accommodations include charming houses, cozy cottages, and spacious apartments. Whether you're seeking a whole home for a family getaway or an oceanfront rental for stunning views, Harpswell offers the perfect waterfront escape. Discover the ideal spot for your next adventure, from Brunswick cottages to serene oceanfront retreats.

  • Houses: These are the top choice for visitors in Harpswell, ideal for families or groups seeking comfort and space.
  • Apartments: A popular option for couples or solo travelers wanting a convenient and cozy stay.
  • Cottages: Quaint and charming, these offer a delightful escape for those wishing to experience a rustic vibe.
  • Condos: Modern and well-equipped, condos are perfect for guests looking for amenities and proximity to attractions.
  • Cabins: A favorite for nature enthusiasts, cabins provide a peaceful retreat surrounded by the beauty of the outdoors.**

Top attractions in Harpswell

Harpswell, Maine is perfect for outdoor enthusiasts and romantic getaways, offering stunning beaches, historic houses, and scenic state parks. Visitors can enjoy a blend of culture and nature through local walking trails and the vibrant Harpswell Festival, making it an ideal destination for a memorable vacation. Explore the charming surroundings and immerse yourself in the beautiful coastal scenery that Harpswell has to offer.

  1. Bowdoin College: A historic institution rich in culture, Bowdoin College features beautiful architecture and lush grounds, perfect for leisurely strolls. Explore the museum and enjoy the artistic atmosphere that the campus offers.
  2. Maine Street: A vibrant hub, Maine Street is lined with charming shops, local eateries, and a bustling atmosphere. Experience the essence of small-town Maine while enjoying the local cuisine and unique boutiques.
  3. Popham Beach: A stunning beach known for its soft sands and picturesque views, Popham Beach is ideal for sunbathing, swimming, and beachcombing. Its tranquil setting makes it a perfect escape to relax by the ocean.

Things to do recommended for couples

Experience romance in Harpswell with a day of adventure at Paddleworks, just 5 miles away, where you can enjoy water sports together. For a fun twist, head to Dolphin Mini Golf, 16 miles away, for some playful competition, or explore the waters with Capt Lyman Stuart, LLC, also 16 miles away.

Things to do recommended for families

Your family will love visiting Wilbur's of Maine Chocolate Confections for delicious treats, enjoying outdoor activities at Twin Brook Recreation Area, and exploring the scenic Fort Williams Park, all within a short drive from Harpswell. Each location offers a welcoming atmosphere perfect for family bonding.

Things to do recommended for groups

In Harpswell, groups can enjoy shopping at the LL Bean Flagship Store, catch a show at the Maine State Music Theater, and explore the adventurous Desert of Maine campground, perfect for outdoor fun and family bonding. Each location offers a unique experience just a short drive away.

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

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Harpswell with a group: Think about how many bedrooms you'll require, along with additional features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these options and more on Vrbo.
  • Traveling to Harpswell with young kids: Traveling with young kids can present some hurdles. 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 attractions that are enjoyable for families.
  • Taking your pets with you to Harpswell: For many, a family vacation isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties 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 vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Harpswell

Harpswell, Maine, offers a delightful escape with its pristine beaches and charming fishing villages. Explore the town's serene atmosphere, perfect for romance and relaxation. Venture to nearby York Beach for more coastal beauty, or enjoy family-friendly excursions that highlight the welcoming spirit of the locals. Whether you're fishing or simply soaking up the scenery, Harpswell promises a memorable vacation experience filled with natural charm and outdoor adventures.

  • Portland: Located about 20 miles from Harpswell, Portland is Maine's largest city, renowned for its vibrant arts scene and stunning waterfront. Visitors can immerse themselves in outdoor activities such as exploring the scenic beaches or taking a stroll along the picturesque Old Port. The city boasts a lively atmosphere with its theaters, music venues, and local markets that showcase fresh seafood and artisanal goods. Whether you're enjoying a concert at the arena or relaxing at a family-friendly beach, Portland offers a perfect blend of urban excitement and natural beauty.
  • Sebascodegan Island: Nestled within the Harpswell area, Sebascodegan Island, also known as Great Island, is a tranquil retreat ideal for outdoor enthusiasts and couples seeking romance. The island is home to stunning parks and recreational areas where visitors can partake in water sports or simply enjoy the serene landscapes. With beautiful beaches and lakes, this charming destination is perfect for picnics, leisurely walks, and educational excursions. Sebascodegan Island's relaxed pace and natural charm make it a delightful escape from the hustle and bustle of daily life.
  • Harpswell Center: Harpswell Center is a scenic gem situated within Harpswell, offering visitors a blend of outdoor activities and picturesque views. This charming locale is perfect for those seeking romance or adventure, featuring recreational areas and facilities for skiing in the winter months. The nearby beaches and lakes provide ample opportunities for swimming, fishing, and family gatherings. With its tranquil atmosphere and access to local attractions, Harpswell Center is a wonderful spot to unwind and immerse yourself in Maine’s natural beauty.

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 simple

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can lead to significant savings, as prices tend to vary. Additionally, if you opt for a longer stay, you’ll often unlock even greater discounts. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner has its perks! When you join our travel rewards program, One Key, you’ll immediately access exclusive member savings and earn OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your travel. You can start new trips, continue from where you last stopped, or keep track of your travel arrangements all in one place. Your saved or booked properties will be neatly organized into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Cool, coastal, collected—rugged and refined in Maine

Nestled amid a cluster of 5 peninsulas on Casco Bay, the quaint and quiet town of Harpswell offers everything you'd expect from a charming New England town. From Orr's Island's rugged, made-for-exploring coastline to a town center whose classic Americana vibe would put Norman Rockwell to shame, you'll be sure to fall in love with this laid-back island town. Consider Harpswell vacation rentals with a view of the bay or seashore access, and get ready to experience a seaside community unlike any other on the New England coast.

Harpswell's art and history—a match made in heaven

Art lover? Then be sure to visit the Sebascodegan Artists Gallery, where you can explore work by a number of regional artists. Other highlights in town include The Elijah Kellogg Church and the nearby Harpswell Town Meeting House, both built in 1757. Afterwards, head to the Historical Society Museum to read all about their role in shaping the town. On nearby Eagle Island, you'd be well advised to take a tour of the summer home of Arctic explorer Admiral Robert E. Peary. From here, you can easily walk the four-mile trail around the island before heading back to Harpswell.

Summers are sure to sparkle in maritime Maine

January through March is the coldest time on Orr's Island, with little to do except relax by the fire. If this sounds like your cup of tea—and trust us, you'll probably need a few—then consider wintertime Harpswell vacation rentals, when crowds are minimal and deals more plentiful. Alternatively, summers see a surge of visitors to the region, making June through August the busier, more expensive season. You'll be rewarded with the best weather of the year, however, and ideal conditions for exploring the great outdoors. Fall can be chilly and wet, but the region's world-famous leaf peeping is always worth the trip.

Go forth! Find your inner explorer in Harpswell

Harpswell and Orr's Island offer a quiet coastal escape from the buzz in nearby Portland. With expansive views of forested islands and a famously jagged, craggy coastline, you'd be forgiven for spending time just basking in the region's scenery. Seagulls can be spotted everywhere, while seafood shanties offer up the local catch of the day—including Maine's not-to-be-missed lobster dishes (or "lobstah," as the locals say). Enjoy the tranquil harbor, hike along the tree lined trails, or hop on a boat and sail out to explore the other islands nearby.

How to get to and around Harpswell

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 20 mi (32.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Wiscasset, ME (ISS), which is 17.4 mi (28 km) away.

Frequently asked questions

What is the best area to stay in Harpswell when booking a vacation rental?
West Harpswell is one of the most popular locations where you'll find a vacation rental in Harpswell. Choose from our comfortable properties and then go out and explore this destination like a local.
What is the most popular type of vacation rental accommodation in Harpswell?
The most in-demand types of vacation rentals in Harpswell are cottages. Searching for something different? Vrbo has numerous options to match the unique needs of our guests, so you'll see properties in all sizes, and for all budgets. The ideal fit is ready and waiting for you --- lock in yours today.
How much does it cost to rent a vacation rental in Harpswell?
The average price for a vacation home in Harpswell depends on several factors, like time of year, length of stay and property type. Whether you're searching for a sprawling villa with space for extended family or a cozy condo that's perfect for two, just enter your dates of travel to find stays with fantastic value.
How much does it cost to rent a beach house in Harpswell?
The average price for a vacation home close to the beach in Harpswell will depend on when you're going and the size and style of property you're searching for. You can find prices quickly and easily on Vrbo by entering your travel dates and destination. Then use the handy filters to pick the number of bedrooms and amenities important to you, like air conditioning, WiFi and a pool.
Are there pet-friendly vacation rentals in Harpswell?
With 124 vacation rentals that host pets, your furry friend can join in on your Harpswell vacation. Use the filter tool to search our pet-friendly vacation rentals and find the pawfect pad on Vrbo.
Can I rent a house with a pool in Harpswell?
Add another level of fun to your vacation by booking your group into one of the nine houses with a private pool in Harpswell. Use our search filter to find properties with pools on Vrbo, then spend leisurely days splashing and playing in a swimming pool that's only for you.
What are popular rental amenities in Harpswell?
The most popular rental amenities guests are looking for in Harpswell are a chef, a barbecue grill and a water view. Whether you're on a trip with buddies, family or even pets, Vrbo vacation properties come with the best amenities for beginning new traditions with the people you love.
Are there large group vacation rentals in Harpswell?
Pick from 16 vacation rentals in Harpswell that can accommodate a group of 10 or more people. Whether you're planning a family trip or an event like a birthday party, there's plenty of space to get your favorite people together under the same roof.
Are there vacation rentals in Harpswell that welcome kids?
Harpswell has 122 family-friendly vacation homes to choose from. And tracking down a stay that welcomes children is a breeze with Vrbo's "Properties good for families" filter. As well as having the entire place to yourselves, you can also look forward to perks and amenities such as dining rooms, private pools and yards.
What are the top attractions for families in Harpswell?
Make plans for a day out with the kids at Ash Cove Pottery. This fabulous attraction is within easy reach of the center of Harpswell.
Are there one-bedroom vacation rentals in Harpswell?
Take your pick from 20 one-bedroom rentals in Harpswell. Whether you'd prefer an apartment or a cabin, our one-bedroom rentals are great if you don't need huge amounts of space. One of the best parts about having your own place? You won't have to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Harpswell?
Take off with your loved ones and experience complete comfort and privacy in one of the 29 two-bedroom vacation properties Harpswell has to offer.
Are there vacation rentals with WiFi in Harpswell?
Harpswell has 62 vacation rentals with WiFi, so you can stay connected during your vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Harpswell?
You'll have your pick of 35 vacation homes with air conditioning in Harpswell giving you that cool, cool breeze and extra bit of comfort. Simply enter your travel dates and then make use of our filters to locate properties with air conditioning.
How old do you have to be to rent a vacation rental in Harpswell?
The minimum age is normally 16, 18 or 21. It can vary between properties on Vrbo, so look at the rules of your preferred Harpswell stay before making a booking.
How long can I rent a vacation rental in Harpswell for?
How long you can book a vacation rental in Harpswell is up to the property. Just enter your chosen travel dates to display a list of options offering extended stays. With many features like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover somewhere perfect to call your home away from home in Harpswell.
Does Vrbo offer discounts for vacation homes in Harpswell?
On Vrbo, you'll find amazing bargains and discounts for Harpswell. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're off on a short getaway or a longer stay, Vrbo offers options for all budgets and styles.

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