Harpswell vacation rentals

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Welcome to Harpswell, where stunning ocean views meet charming coastal serenity, creating a tranquil retreat for nature lovers and adventure seekers alike. Kayak through the picturesque Harpswell Islands, relax on the sandy shores of Popham Beach, or explore the local arts scene in vibrant West Harpswell. With cozy cottages and spacious homes accommodating families and groups, our vacation rentals provide the perfect home base to enjoy the beauty and activities this enchanting destination has to offer.

Holiday rentals with weekly discounts - Harpswell

Showing deals for:Dec 11 - Dec 18

Living area
Terrace/patio
Dining
Interior
Excellent
(15 reviews)

Waterfront Sanctuary

Harpswell

9% off
$406
$2,845 for 7 nights
All fees included
Waterfront Sanctuary
Open floor plan.
Property grounds
Kitchen recently renovated.
Floors recently refinished.
Wonderful
(40 reviews)

Stover's Cove Beach Coastal Retreat

Harpswell

9% off
$504
$3,530 for 7 nights
All fees included
Stover's Cove Beach Coastal Retreat
Exterior
Terrace/patio
Living area
Private kitchen
Exceptional
(67 reviews)

Camp Forever cottage

Harpswell

8% off
$227
$1,586 for 7 nights
All fees included
Camp Forever cottage
WELCOME
Casco Bay
picnic area
Kitchen
Exceptional
(101 reviews)

Beautiful Oceanfront Apartment, scenic views and water access

Yarmouth

8% off
$281
$1,964 for 7 nights
All fees included
Beautiful Oceanfront Apartment, scenic views and water access
Dining Room Seating for ten, extra dining also available
Looking up to the house from Garrison Cove
Kitchen at night with setup for a dinner party
Living Room Fireplace
Exceptional
(85 reviews)

Amazing Views, and Comfortable Spaces in this Well Appointed Island Home

Bailey Island

8% off
$826
$5,784 for 7 nights
All fees included
Amazing Views, and Comfortable Spaces in this Well Appointed Island Home
Living area
Exterior
Room
Exterior detail
Exceptional
(10 reviews)

Quiet waterfront serenity awaits!

Georgetown

8% off
$490
$3,427 for 7 nights
All fees included
Quiet waterfront serenity awaits!
Living area
Terrace/patio
Private kitchen
View from living room
Exceptional
(189 reviews)

1 room luxury ocean front studio cottage

Harpswell

8% off
$208
$1,453 for 7 nights
All fees included
1 room luxury ocean front studio cottage
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Find out more about Harpswell

Why visit Harpswell

  • Stunning Ocean Views: Harpswell offers breathtaking coastal scenery, perfect for relaxation and photography.
  • Outdoor Adventures: Engage in kayaking, hiking, and exploring the beautiful Harpswell Islands.
  • Charming Accommodations: Choose from cozy cottages, private homes, or the inviting Harpswell Inn for a memorable stay.
  • Family-Friendly Activities: Enjoy serene beaches and outdoor fun, making it an ideal spot for families.
  • Romantic Getaways: The picturesque surroundings create a perfect backdrop for couples seeking a romantic escape.

Popular types of accommodation in Harpswell

Explore the charm of Harpswell with vacation rentals that cater to every traveler's needs. From houses and cozy cottages to modern apartments, there's something for everyone. Whether you're seeking beach access, a stay at the Harpswell Inn, or a private oceanfront retreat, our options provide the perfect backdrop for your getaway. Discover the ideal home base for your Maine adventures and experience the beauty of Harpswell.

  • Houses: These are the top choice for visitors seeking spacious and comfortable accommodations, perfect for families or groups.
  • Cottages: Charming and cozy, cottages offer a quaint retreat, ideal for a peaceful getaway near the water.
  • Apartments: A convenient option, apartments provide the comforts of home, suited for couples or solo travelers.
  • Condos: Offering modern amenities and often located in vibrant communities, condos are great for those looking for a lively atmosphere.
  • Cabins: Nestled in nature, cabins are a popular choice for a rustic experience away from the hustle and bustle.**

Top attractions in and around Harpswell

Harpswell, Maine, is a perfect destination for outdoor and romantic getaways, featuring stunning beaches and picturesque scenery. Explore local attractions like the Harpswell Islands area and indulge in kayaking adventures. Whether you're seeking cultural experiences or simply want to relax by the shore, Harpswell's natural beauty and charm make it an ideal vacation spot for everyone.

  • Ash Cove Pottery: This charming gallery in Harpswell showcases exquisite handmade pottery with a focus on local craftsmanship. Visitors can explore unique ceramic pieces, each reflecting the culture and artistry of the region.
  • Popham Beach: A beautiful stretch of sandy coastline located 8 miles from Harpswell, Popham Beach is perfect for sunbathing, swimming, and beachcombing. Its natural beauty and peaceful atmosphere make it an ideal spot for relaxation.
  • Casco Bay: Just 9 miles away, Casco Bay features stunning coastal scenery and outdoor activities like kayaking and sailing. The bay's picturesque views and tranquil waters create a perfect backdrop for adventure and exploration.

Things to do recommended for couples

Harpswell offers a romantic getaway with stunning coastal views. Enjoy a sunset picnic at one of the scenic beaches, explore the charming local shops, or take a leisurely kayak trip together. Don't miss the beautiful trails for a serene walk hand-in-hand, creating unforgettable memories.

Things to do recommended for families

Families visiting Harpswell can explore the stunning trails at the Harpswell Heritage Land Trust, enjoy a day of fun at the local beaches, and take a scenic boat tour to see the beautiful coastline and wildlife. Don't miss the chance to visit the nearby scenic lighthouses.

Things to do recommended for groups

Groups visiting Harpswell can enjoy kayaking in its beautiful bays, hiking scenic trails with breathtaking views, and indulging in fresh seafood at local eateries. Don't miss a boat tour to see the charming lighthouses and spot wildlife along the coast.

*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

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 booking tips for Vrbo.

  • Traveling to Harpswell with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all of this and more on Vrbo.
  • Traveling to Harpswell with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Harpswell: For many, a family vacation wouldn’t be the same without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Harpswell: If you’re searching for vacation rentals that offer great deals 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 preferences 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 picturesque escape with its stunning ocean views and charming islands. Ideal for romantic getaways or family-friendly adventures, visitors can explore the serene beauty of Midcoast Maine and enjoy relaxing activities along Wells Beach. Whether you're wandering through beautiful Harpswell or soaking in the friendly atmosphere, you'll find the perfect blend of recreation and tranquility during your stay.

  • Sebascodegan Island: Nestled in the picturesque waters off Harpswell, Sebascodegan Island is an idyllic retreat characterized by its stunning natural beauty and serene atmosphere. This charming village offers travelers a chance to immerse themselves in outdoor activities, from kayaking and sailing to beachcombing on its pristine shores. Scenery enthusiasts will appreciate the breathtaking views of the coastline and the nearby lake. Visitors can also take advantage of recreational areas perfect for family gatherings, making it an excellent spot for a peaceful getaway.
  • Harpswell Center: Located in the heart of Harpswell, Harpswell Center is a quaint village that beckons visitors with its romantic ambiance and outdoor charm. Surrounded by lush landscapes and scenic lakes, this area is ideal for leisurely strolls and picnics. Enjoy a round of golf at the local course or explore the nearby beaches that cater to families looking for fun in the sun. Harpswell Center is also home to various educational opportunities, making it a well-rounded destination for both relaxation and exploration.
  • West Harpswell: Renowned for its cultural offerings, West Harpswell is a vibrant neighborhood that invites visitors to delve into its arts scene. With a focus on theater and local arts centers, this area provides a unique cultural experience amidst its beautiful outdoor settings. Couples seeking a romantic escape will find plenty of cozy spots along the beach and lake, perfect for sunset views. West Harpswell’s recreational areas promise fun for all ages, making it a delightful destination for families and culture enthusiasts alike.

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 save on your upcoming journey? Consider being flexible with your travel dates, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or review and arrange your travel itinerary. You can easily find the properties you’ve saved and booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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 are the best areas to stay in a vacation rental in Harpswell?
Finding the right spot in Harpswell for your vacation rental means considering what kind of trip you're planning. Vrbo helps you find a whole place to yourself, offering more space, privacy, and room to settle in comfortably. Here are some top picks:
  • Best for a mix of options: West Harpswell offers a selection of vacation rentals, including houses and cottages, with several options for groups and good value properties. You'll find yourself within a 3-mile drive of Casco Bay and about a 2-mile drive from Bailey Island Bridge, with local restaurants nearby.
What are the most popular vacation rentals in Harpswell?
Houses and charming cottages are the most popular types of vacation rentals in Harpswell, offering guests ample space and privacy. You'll find over 90 houses and nearly 50 cottages available, perfect for families or groups looking for a comfortable stay. West Harpswell is a popular area for these types of rentals, providing a selection of both houses and cottages that allow you to settle in and enjoy the local surroundings.
What amenities do vacation rentals in Harpswell usually offer?
Vacation rentals in Harpswell typically come equipped with a range of amenities designed for a comfortable and convenient stay. You can expect fully equipped kitchens, free parking, and internet access to keep you connected. Many properties also feature outdoor spaces like balconies or terraces, and laundry facilities, making longer stays more manageable. Ocean views are a common highlight, allowing you to enjoy the coastal scenery right from your rental.
Are there family-friendly vacation rentals in Harpswell?
Yes, Harpswell offers over 120 family-friendly vacation rentals, with houses and cottages being the most common types. These properties are designed to provide space and comfort for everyone, making it easy to enjoy your trip together. West Harpswell is a great area to find family-friendly options. Many rentals include amenities like barbecue grills for outdoor meals, fully equipped kitchens for preparing family favorites, and laundry facilities to keep up with clothes. Some also offer games, high chairs, and travel cribs for younger guests.
Are there pet-friendly vacation rentals in Harpswell?
Yes, you'll find over 70 pet-friendly vacation rentals in Harpswell, ensuring your furry companions can join the trip. Houses and cottages are the most common property types that welcome pets. West Harpswell is a good area to look for these rentals, offering a selection of properties that accommodate pets. Many pet-friendly rentals feature yards, providing outdoor space for your pets to enjoy, and easy access to nearby trails for walks.
What are the best areas for group vacation rentals in Harpswell?
West Harpswell is an excellent choice for group vacation rentals in Harpswell, offering several options for larger gatherings. You'll find houses and cottages that provide ample space for everyone to relax and socialize. These rentals often come with amenities like large dining areas, multiple bathrooms, and plenty of parking for several cars, ensuring a comfortable stay for your entire group. Fully equipped kitchens are also common, making it easy to prepare meals together.
What are the best luxury vacation rentals in Harpswell?
Harpswell features over 60 luxury vacation rentals, primarily houses, designed for an elevated stay. West Harpswell offers a selection of these upscale properties. Many luxury rentals boast stunning ocean views, providing a picturesque backdrop for your getaway. You might also find amenities such as hot tubs for relaxation, private pools for exclusive enjoyment, and spacious balconies or terraces perfect for taking in the coastal scenery.
Are there any budget-friendly vacation rentals in Harpswell?
Yes, Harpswell offers over 70 budget-friendly vacation rentals, providing great value for your trip. Cottages and cabins are common property types that offer affordability without compromising comfort. West Harpswell is a good area to explore for these options. Many of these rentals include essential amenities like fully equipped kitchens, which can help save on dining out, laundry facilities, and free parking, adding to the overall value of your stay.
Are there any vacation rentals in Harpswell with a pool?
Yes, a selection of vacation rentals in Harpswell offer pools, providing a refreshing amenity for your stay. You'll find houses and cottages that include pool access. These properties may feature heated pools for comfort in cooler weather, shared pools for a community feel, or private pools for enhanced privacy. West Harpswell has a selection of properties that include pools.
Are there any remote work vacation rentals in Harpswell?
In Harpswell, Maine, there is a significant selection of vacation rentals ideal for remote work, with around 122 properties available. Many of these rentals are designed with productivity in mind, featuring dedicated workspaces that include desks and comfortable chairs, ensuring a conducive environment for getting work done. Travelers can expect reliable Wi-Fi and internet access, which is essential for remote work needs.The picturesque coastal setting of Harpswell adds to the appeal, offering a serene backdrop for those balancing work and leisure. Many properties boast beautiful views of the ocean, and some feature amenities such as outdoor spaces where one can take breaks and enjoy the fresh air. Additionally, the area's proximity to nature trails and waterfront activities provides ample opportunities for relaxation after a productive workday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Harpswell vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Harpswell with parking available—perfect for families or travelers 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 vacation rental amenities include kitchens, allowing guests to prepare their own meals, and decks or patios for enjoying the scenic views of the coastline. Onsite parking is also commonly available, making it convenient for travelers with vehicles. Additionally, many rentals feature coffee and tea makers for a cozy start to the day and outdoor seating areas on patios to relax and take in the fresh air.
When is the best time to visit Harpswell for a vacation rental?
The best time to book a vacation rental in Harpswell is during the peak season from June to August, with July being particularly popular among travelers. This vibrant summer period attracts visitors eager to enjoy the stunning coastal scenery, indulge in fresh seafood, and take part in a variety of outdoor activities such as kayaking and sailing in the warm sun.Temperatures in Harpswell during this time typically range from the mid-60s to mid-80s Fahrenheit, making it ideal for exploring the beautiful beaches and scenic trails. The warm weather sets the stage for memorable adventures, whether you're taking a leisurely stroll along the shore or enjoying a picnic at one of the picturesque parks.For those looking for a more budget-friendly experience, consider visiting in November. While this month is quieter, it offers a unique charm with fewer crowds and the opportunity to appreciate the serene beauty of the region as it transitions into winter. The coastal views are still breathtaking, and you can enjoy the crisp air and peaceful surroundings.Ultimately, the best time to visit Harpswell depends on your preferences.
How early should I book a Harpswell vacation rental?
Book your Harpswell vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Harpswell, Maine, United States of America?
In Harpswell, Maine, visitors can enjoy a variety of attractions centered around its stunning coastal scenery and rich maritime history. The picturesque Bailey Island is a highlight, featuring beautiful views of the ocean and rocky shorelines. Here, you'll find the iconic Cribstone Bridge, which offers a unique photo opportunity and access to scenic walking trails.Another must-visit area is the Harpswell Heritage Land Trust, which manages several preserves and offers trails that wind through forests and along the coast, superb for hiking and birdwatching. The land trust's properties provide a serene natural setting to explore Maine's wildlife and plant life.For those interested in maritime activities, the local fishing villages, such as Cundy's Harbor, provide a glimpse into the area's fishing heritage, where visitors can watch boats come in and out or even enjoy fresh seafood at local eateries. Additionally, the nearby Popham Beach State Park, although a short drive away, offers sandy beaches and tidal pools, making it a great spot for a day of sun and sand.
Can I change or cancel my Harpswell home rental booking on Vrbo?
To find Harpswell vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, 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 organizing 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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