Harpswell vacation rentals

We found 494 vacation rentals — enter your dates for availability

Select from 90 homes, 45 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.

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Find out more about Harpswell

Why visit Harpswell

  • Stunning Beaches: Harpswell boasts beautiful beaches perfect for sunbathing, swimming, and beachcombing.
  • Charming Harpswell Islands: Explore the serene harbors and picturesque landscapes of the Harpswell Islands area.
  • Outdoor Adventures: Enjoy a variety of outdoor activities such as hiking, kayaking, and wildlife watching.
  • Historic Sites: Discover local history through charming historic houses and landmarks throughout the region.
  • Relaxing Atmosphere: Experience the friendly locals and peaceful environment ideal for a romantic getaway or family vacation.

Popular types of accommodation in Harpswell

Planning a getaway to Harpswell? You're in for a treat. Discover the charm of this coastal destination with a variety of vacation rentals to suit your needs. From cozy cottages and houses to modern apartments, you'll find the perfect spot to relax. Explore your options for house rentals and cottage rentals, ensuring a memorable stay in this picturesque Maine locale. Start your adventure with the ideal Harpswell vacation rental today.

  • Houses: The top choice for visitors to Harpswell, these spacious homes offer all the comforts of a home away from home, perfect for families and groups.
  • Cottages: These quaint and cozy retreats provide a charming escape, ideal for a romantic getaway or peaceful solo retreat.
  • Apartments: A convenient option for those looking for a home base, these rentals are perfect for couples or solo travelers.
  • Condos: Offering modern amenities and often stunning views, condos are a popular choice for those seeking comfort and luxury.
  • Cabins: Nestled in nature, these rustic lodgings offer a serene environment, perfect for outdoor enthusiasts.**

Top attractions near Harpswell

Harpswell, Maine, offers a perfect blend of outdoor adventures and romantic scenery, making it an ideal vacation spot. Visitors can explore stunning beaches, national parks, and historic houses, immersing themselves in the local culture and natural beauty. Whether you're seeking a relaxing getaway or exciting activities, Harpswell has something for everyone, ensuring a memorable experience for solo travelers, couples, and families alike.

  • Bowdoin College: This historic college offers a rich cultural experience with stunning architecture, beautiful campus landscapes, and a vibrant arts scene. Explore its museums and galleries, and enjoy the college's commitment to liberal arts education.
  • Popham Beach: A picturesque beach perfect for sunbathing, swimming, and beachcombing. With its sandy shores and scenic views, it's an ideal spot for relaxation and enjoying coastal Maine's natural beauty.
  • Maine Street: Experience the lively atmosphere of this charming street filled with local shops, cafes, and restaurants. Maine Street is perfect for a leisurely stroll while soaking in the local culture and community vibe.

Things to do recommended for couples

For a romantic getaway in Harpswell, consider paddling together at Paddleworks, just 5 miles away, where adventure awaits. Alternatively, enjoy some friendly competition at Dolphin Mini Golf, 16 miles away, perfect for a fun-filled day with family vibes.

Things to do recommended for families

Families will love visiting Wilbur's of Maine Chocolate Confections for sweet treats, exploring the Twin Brook Recreation Area for wellness and relaxation, and experiencing the Portland Observatory for family entertainment. Each destination offers a unique vibe just a short drive from Harpswell.

Things to do recommended for groups

In Harpswell, groups can shop at the LL Bean Flagship Store, enjoy a captivating performance at the Maine State Music Theater, and experience adventure at the Desert of Maine campground. Each location offers unique vibes, making it perfect for a memorable group vacation.

*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 filter your options based on what matters most to you. Here are some helpful Vrbo booking tips to guide you.

  • 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 filter for these options and more on Vrbo.
  • Traveling to Harpswell with young kids: Traveling with little ones can be a bit tough. It's important to prioritize their comfort and safety, along with having access to kid-friendly amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Harpswell: For many families, a 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 come equipped with feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Harpswell: If you're searching for vacation rentals with 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 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, offers a delightful blend of outdoor adventures and scenic beauty, making it ideal for a romantic getaway or a relaxing family vacation. Explore the charming Harpswell Islands area, where tranquil harbors and picturesque landscapes await. Enjoy friendly locals and a peaceful atmosphere as you discover this coastal gem, perfect for recreation and relaxation. Don't miss the chance to experience the enchanting surroundings that make Harpswell a unique destination on the Outer Banks of Maine.

  • Sebascodegan Island: Nestled in the heart of Harpswell, Sebascodegan Island is a picturesque village known for its stunning outdoor scenery and tranquil beaches. Visitors flock to this serene island for a true escape into nature, enjoying activities such as hiking along scenic trails and relaxing at family-friendly beaches. The local recreational areas offer ample opportunities for exploration, while the nearby lake enhances the picturesque landscape. The island's charm lies in its unspoiled beauty, making it an idyllic spot for those seeking a peaceful retreat.
  • Harpswell Center: As the vibrant hub of Harpswell, Harpswell Center encapsulates the essence of Maine's outdoor charm. This enchanting village is perfect for romantic getaways, featuring scenic views and inviting recreational areas. Visitors can enjoy various activities, including skiing at local fields or catching a show at the arena entertainment facility. The surrounding landscape is dotted with beautiful lakes and beaches, providing endless opportunities for relaxation and adventure. Harpswell Center serves as an excellent base for exploring the stunning coastal region.
  • West Harpswell: West Harpswell offers a delightful blend of outdoor activities and picturesque scenery, making it an appealing neighborhood for travelers. Known for its romantic atmosphere, this area boasts numerous recreational spots and a local theater that showcases community performances. Nature enthusiasts will appreciate the proximity to beautiful lakes, pristine beaches, and the captivating national state park. West Harpswell's enchanting landscape invites visitors to immerse themselves in Maine's natural beauty while enjoying a variety of activities.

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 simple

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy substantial savings. To discover a Vrbo property that aligns with your budget, simply utilize our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. It truly benefits you to take on the planning role. By enrolling in our travel rewards program, OneKey, you’ll gain access to exclusive member discounts and accumulate OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your travels more effectively. It provides a dedicated space where you can start new trips, refine your existing plans, or review and manage your bookings. All your saved or booked properties are conveniently organized into categories: Potential, Upcoming, or Current Trips. To check out the 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 is the best area to stay in Harpswell, Maine, United States of America when booking a vacation rental?
When considering a vacation rental in Harpswell, Maine, a popular area to stay is in the picturesque neighborhood along the coastline, particularly around Harpswell Neck. This area offers stunning views of the ocean and is known for its charming waterfront properties. You can immerse yourself in the natural beauty of the region while enjoying easy access to popular attractions like the beautiful Pott's Point Preserve, where you can explore scenic trails and enjoy birdwatching, as well as the iconic Bailey Island, which is just a short drive away and features the stunning Land's End gift shop and restaurant.

Another appealing option is the area around the Great Island, which provides a more serene atmosphere with opportunities for kayaking and paddleboarding. This neighborhood is also close to the popular Giant's Stairs, a scenic spot superb for photography and enjoying the rugged coastline.
How much does it cost to rent a vacation home in Harpswell?
Prices for vacation 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 vacation house rentals?
You can find great discounts on house rentals in Harpswell on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Harpswell?
For renting a beach house in Harpswell, Maine, the areas around the Harpswell Neck and the Bailey Island region are particularly appealing. These locations offer picturesque waterfront views and access to sandy shores and rocky coastlines. Properties in Harpswell Neck often come with amenities such as expansive decks for enjoying sunsets, outdoor grills for summer barbecues, and fully equipped kitchens that cater to families and groups looking to spend quality time together.

On Bailey Island, travelers can find charming cottages and vacation homes that frequently feature direct waterfront access, private docks, and stunning views of Casco Bay. Many of these rentals include outdoor seating areas, superb for morning coffee or evening gatherings, and some even offer kayaks or paddle boards for guests to explore the nearby waters. The area is known for its peaceful atmosphere, making it ideal for those seeking a relaxing beach getaway.

Additionally, the nearby Land's End Gift Shop and the iconic Cribstone Bridge are popular local attractions worth visiting. The coastal trails and scenic viewpoints in the area provide opportunities for hiking and enjoying the natural beauty of the Maine coastline.
What is the most popular type of vacation rental accomodation in Harpswell?
In Harpswell, vacation houses are the most popular type of rental, with about 80 available throughout the area. These properties often provide spacious living areas, fully equipped kitchens, and outdoor decks to enjoy the coastal views. Many of them are located near the waterfront, allowing easy access to activities like kayaking and fishing.

Cottages are also a favored option, with around 38 options that offer a charming and cozy atmosphere, superb for those seeking a quaint retreat. These typically include amenities like small kitchens and fire pits for evening gatherings. Additionally, there are about 11 apartments available, which cater more to couples or solo travelers looking for convenient access to local attractions.

For those seeking a rustic experience, there are several cabins scattered in the area, providing a unique and natural setting for a relaxing getaway.
Are there any family house rentals in Harpswell?
In Harpswell, Maine, there are numerous family-friendly house rentals available, with around 111 options to choose from. The picturesque coastal community offers a variety of homes situated near scenic harbors and beautiful beaches, making it an ideal spot for families seeking outdoor adventures. Many of these properties come equipped with spacious living areas, fully stocked kitchens for preparing family meals, and outdoor decks or patios where everyone can relax and enjoy the fresh sea air.

Visitors to Harpswell can explore nearby attractions such as the iconic Bailey Island or the scenic trails of the Harpswell Heritage Land Trust, superb for hiking and enjoying nature. Additionally, families will value the proximity to local seafood restaurants and charming shops that embody the coastal charm of the area.
Can I rent a vacation home with a pool or hot tub in Harpswell?
In Harpswell, Maine, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive option for travelers looking for relaxation. This picturesque coastal town offers properties in various scenic locations, often with stunning views of the surrounding water and landscapes. Many rentals typically come with amenities such as private pools, hot tubs, spacious decks, and outdoor seating areas, ideal for enjoying the serene Maine atmosphere.

Travelers can expect well-equipped kitchens for preparing meals, along with cozy living spaces that enhance comfort during their stay. Additionally, proximity to local attractions, such as beautiful beaches, hiking trails, and charming fishing villages, adds to the appeal of these vacation rentals.
Can I find long-stay vacation rentals in Harpswell?
A long-stay vacation rental in Harpswell is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Harpswell?
In Harpswell, Maine, there are numerous pet-friendly house rentals available, offering a variety of amenities to accommodate travelers with pets. Many of these rentals feature spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or yards, superb for enjoying the scenic coastal views.

The area is known for its picturesque coastline, with opportunities for pet-friendly activities, such as visiting local parks or walking along the shore. Nearby, you can find places like the scenic Harpswell Heritage Land Trust trails, which are great for hiking with your furry companions. Additionally, the charming atmosphere of Harpswell provides a welcoming environment for pets, with several local businesses and cafes that cater to pet owners.
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.

Frequently asked questions

Can I find vacation rentals in Harpswell?
Yes, you can find vacation rentals in Harpswell close to Ash Cove Pottery, or you can go with a more remote option if you're looking for a relaxing stay. Harpswell is known for its seafood restaurants and ski areas. Make sure you have time to check out the mountain views while you're in the area.
How many vacation rentals are there in Harpswell?
Expedia has 90 vacation rentals for your stay in Harpswell.
What's there to see and do in Harpswell?
Mitchell Field and Lower Goose Island are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Ash Cove Pottery. In the larger area, you'll find Bailey Island Bridge and Maine Street.
What's a vacation rental in Harpswell like?
A vacation rental is a private property where you can stay for a few weeks or just a few days in Harpswell. Vacation rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.

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