Long Island vacation rentals

We found 538 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Long Island that are perfect for your trip. Vacation homes provide the amenities you need and want for your family, friends, or furry companion, such as a fireplace and garden. At the end of the day, you'll be able to choose a rental that has what everyone needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Long Island

Showing deals for:May 22 - May 29

Image gallery for Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Pool
10 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Scarborough

8% off
Price is $592
$4,145 for 7 nights
All fees included
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

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Find out more about Long Island

Why visit Long Island

  • Breathtaking Beaches: Long Island boasts stunning beaches perfect for sunbathing and relaxation.
  • Historic Lighthouses: Explore iconic lighthouses that showcase the island's rich maritime history.
  • Outdoor Adventures: Enjoy various outdoor activities like hiking, biking, and kayaking in a beautiful setting.
  • Charming Vacation Rentals: Find a range of accommodation options, from cozy cottages to beach houses with ocean views.
  • Cultural Experiences: Discover local attractions and enjoy the friendly neighborhood atmosphere.

Popular types of accommodation in Long Island

Discover your perfect getaway with our selection of Long Island vacation rentals. Whether you're seeking a private vacation home, a cozy cottage, or a modern condo, we have options to suit every traveler. Enjoy the beauty of beach house rentals that offer stunning ocean views and easy access to the shore. No matter your preference, find the ideal vacation rental in Long Island for a memorable escape.

  • Houses: These spacious accommodations are the top choice for visitors seeking comfort and privacy, perfect for families or groups.
  • Cottages: Quaint and charming, cottages offer a cozy retreat for those wanting a peaceful escape by the water.
  • Condos: Ideal for travelers looking for modern amenities, condos provide a blend of comfort and convenience.
  • Apartments: A great option for those who prefer a home-like atmosphere, apartments are well-suited for longer stays.
  • Cabins: Rustic and inviting, cabins are perfect for nature enthusiasts wanting a serene getaway.**

Top attractions near Long Island

Long Island, Maine, is perfect for outdoor enthusiasts and beach lovers, offering stunning scenery and rich history. Visitors can explore beautiful beaches, historic houses, and iconic lighthouses, providing a blend of culture and adventure. Ideal for a relaxing vacation, Long Island also features various vacation rental options to suit different budgets. Whether you're seeking a quiet getaway or an outdoor experience, this charming island has something for everyone.

  • Portland Head Light: A historic lighthouse that stands as a symbol of Maine’s maritime heritage, offering stunning coastal views and picturesque surroundings. Just 5 miles from Long Island, it’s a must-see for history buffs and photography enthusiasts alike.
  • East End Beach: Located 4 miles away, this beautiful beach is perfect for sunbathing, swimming, and enjoying the scenic views of Casco Bay. Its relaxed atmosphere makes it an ideal spot for a leisurely day by the ocean.
  • Cross Insurance Arena: Situated 5 miles from Long Island, this arena hosts a variety of events, from concerts to sports. With a lively family-friendly environment, it’s a great place for entertainment and community fun.

Things to do recommended for couples

For a memorable couple's getaway in Long Island, consider a concert at Thompson's Point for vibrant entertainment, unwind at the luxurious Portland Club, or embrace adventure with water sports at Paddleworks. Each experience promises a unique blend of romance and excitement in beautiful surroundings.

Things to do recommended for families

During your family vacation in Long Island, Maine, enjoy a day at Hadlock Field for exciting sports, explore the Portland Observatory for entertaining exhibits, and relax at Fort Williams Park, perfect for wellness and family bonding activities.

Things to do recommended for groups

Explore the Maine Mall for a vibrant shopping experience, just 9 miles from Long Island, or visit the LL Bean Flagship Store, 12 miles away. For outdoor adventure, check out the Desert of Maine campground, also 12 miles away, perfect for family fun and exploration.

*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 Long Island

If you're traveling with a group, spending time with family, bringing your pets, or planning an extended stay, be sure to use filters that align with your top priorities. Here are some helpful tips for booking on Vrbo.

  • Traveling to Long Island with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for gatherings. The good news is that you can easily filter for these options and more on Vrbo.
  • Traveling to Long Island with young kids: Traveling with little ones can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, considering how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Long Island: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo listings that welcome pets. Many of these 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 Long Island: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include additional amenities in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Long Island

Long Island, Maine offers a perfect blend of outdoor adventure and serene beach vacations. Ideal for family getaways or romantic escapes, this charming island features stunning beaches and vacation homes that cater to all. Nearby areas provide a friendly, urban atmosphere with cultural experiences. Whether you're exploring local attractions or simply soaking up the sun, Long Island promises memorable moments for every traveler.

  • Portland: Located a mere 4 miles from Long Island, Portland is a vibrant city known for its rich history and stunning waterfront. Visitors can enjoy a variety of outdoor activities, family-friendly attractions, and scenic views. The city boasts an array of entertainment options, including theaters and arena facilities that host concerts and events. Don't miss the local beaches and picturesque lakes, perfect for a day of relaxation or family fun. With a thriving arts scene and unique shopping experiences, Portland is an ideal destination for both adventure seekers and culture enthusiasts.
  • South Portland: Just 5 miles from Long Island, South Portland offers a dynamic blend of urban conveniences and family-oriented attractions. This city is perfect for those seeking a city-themed or business-themed experience, with numerous shopping centers and educational opportunities. The area's beautiful beaches and lakes provide a great backdrop for outdoor activities, making it a friendly destination for families. South Portland's welcoming atmosphere and accessible amenities ensure visitors have a memorable stay, whether they are here for leisure or business.
  • Peaks Island: Situated only 2 miles from Long Island, Peaks Island is a charming getaway known for its stunning natural beauty and romantic ambiance. This picturesque island is ideal for outdoor enthusiasts, featuring scenic views and recreational areas perfect for hiking and exploration. Visitors can also delve into local history at the island's museum or enjoy relaxing moments on the beach. Peaks Island offers a unique blend of tranquility and adventure, making it a delightful spot for couples and families alike, looking to escape the hustle and bustle.

Best time to go to Long Island

If you're planning a trip to Long Island, 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 October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.6°F (-3.0°C)Light RainMostly SunnyAverageSlightly Low
February27.5°F (-2.5°C)Light RainMostly SunnyAverageSlightly Low
March33.8°F (1.0°C)Light RainMostly SunnyAverageSlightly Low
April43.7°F (6.5°C)Light RainMostly SunnyAverageAverage
May53.4°F (11.9°C)Light RainMostly SunnyAverageAverage
June61.3°F (16.3°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
September61.9°F (16.6°C)Light RainMostly SunnyAverageAverage
October52.3°F (11.3°C)Light RainMostly SunnyLowAverage
November41.7°F (5.4°C)Light RainMostly SunnyLowAverage
December33.4°F (0.8°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize 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 can immediately access member discounts and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and keep track of your bookings. You can easily view your saved or booked properties, which are organized into categories like Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Discover peaceful Maine island living at its finest

Rocky coves and hidden inlet beaches dot the coast of this scenic island, nestled in the waters of Casco Bay off the coast of Portland. Lobster fishing is the way of life on Long Island, which seceded from Portland in 1993 and is now an independent year-round community (though the population drops from 1,000 to a mere 200 in the winter). Long Island vacation rentals offer car-free tranquility -- you can only get to the island by boat, but the laid-back island atmosphere makes the effort worth it.

Everything from war history to wild rabbits on one island

While you're busy searching for singing beaches, you might stumble across a former army building or two, thanks to Long Island's role as a fueling depot for the U.S. Navy during WWII. To the delight of history buffs, many of the former supply stations are still standing along the coast today. Breathtaking views are in high supply, particularly at the Flat Rocks Scenic View at the island's northern tip. And just try not to smile as you watch the rabbits roam free along Harbor de Grace Street (affectionately called Bunny Hop for good reason).

Let the sand sing beneath your feet on Long Island's beaches

A healthy sense of adventure (and direction) will come in handy when you head to your Long Island vacation rental. The town and island are perfect for exploring on foot and even better by bike (but bring your own, as there's nowhere to rent one). You might get a little lost since there are no street signs, but that's a good thing, because most of the famous beaches are hidden and unmarked anyway. You'll know when you get there, though -- the locals swear that the smooth white sands "sing" beneath your toes as you walk.

Cool ocean waters - are you brave enough to take a dip?

The fresh coastal breezes and clean ocean air of Long Island are a real treat, but you'll want to leave the swimming to the daredevils of the bunch. The waters are cold year round, and downright frigid in the winter months, in particular December through February, when air temperatures might not even break the freezing mark. Most visitors stick to the warmer months of May to September, but only from June to August will the mercury even cross into the 70s. Pack layers when heading to your Long Island vacation rental so you're not left out in the cold.

Exploring the natural features in Long Island

Whether you're an outdoor enthusiast or just want to take in the scenery, Long Island is a great place to get out in nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • East End Beach (3.6 mi / 5.8 km)
  • Eastern Promenade (3.7 mi / 6 km)
  • Willard Beach (4 mi / 6.4 km)
  • Fort Williams Park (4.7 mi / 7.6 km)
  • Casco Bay (8.8 mi / 14.2 km)
  • Higgins Beach (10 mi / 16 km)

How to get to and around Long Island

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 7.4 mi (11.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 25.9 mi (41.6 km) away.

Frequently asked questions

What is the best area to stay in Long Island, Maine, United States of America when booking a vacation rental?
The best area to stay in Long Island, Maine, is around the main village area, where you'll find a charming assortment of vacation rentals that offer easy access to the island's beautiful natural scenery and local attractions. This area is particularly convenient for visitors, as it is close to the ferry terminal, making it simple to arrive and explore the island.

One of the top attractions in this part of Long Island is the stunning coastline, where you can enjoy picturesque beaches and serene walking trails. The nearby historic lighthouse is also a must-see, providing both a beautiful backdrop and a glimpse into the island's maritime history. You'll find a variety of properties available here, ranging from cozy cottages to larger homes suitable for families, allowing you to choose the great fit for your getaway.
How much does it cost to rent a vacation home in Long Island?
Prices for vacation rentals in Long Island 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 Long Island 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 Long Island vacation house rentals?
You can find great discounts on house rentals in Long Island 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 Long Island?
For renting a beach house in Long Island, Maine, consider the picturesque areas near the southern shore, particularly around the Point, where properties provide direct access to tranquil sandy beaches and stunning coastal views. Many of these beach houses come equipped with amenities such as outdoor decks, barbecue grills, and fully stocked kitchens, making them great for families or groups looking to enjoy a relaxing seaside experience.

Additionally, the area near the Long Island Village offers delightful vacation rentals that often feature spacious living areas, private yards, and easy access to local shops and eateries. Travelers can expect properties that provide a charming blend of comfort and convenience, often with outdoor seating areas ideal for enjoying the sunset over the ocean.

Another highlight is the region around the Long Island Marina, where you can find waterfront homes that come with amenities such as docks for boating or kayaking, making it easy to explore the surrounding waters. The nearby hiking trails and scenic vistas add to the allure, allowing guests to immerse themselves in Maine's natural beauty while enjoying a comfortable beachside retreat.
What is the most popular type of vacation rental accomodation in Long Island?
In Long Island, vacation houses and cottages are the most popular types of accommodations, with several options available throughout the area. These rentals typically feature charming, rustic designs that reflect the coastal surroundings. Travelers can expect amenities such as fully equipped kitchens, cozy living areas, and outdoor spaces to enjoy the fresh sea air and picturesque views. Many properties are situated near scenic spots like the waterfront and local beaches, making them great for families and groups looking to relax and explore the natural beauty of Maine.
Are there any family house rentals in Long Island?
In Long Island, Maine, there are several family-friendly house rentals available. Visitors can find charming homes throughout the island, often featuring spacious living areas and multiple bedrooms to accommodate families. Many properties come equipped with full kitchens, allowing guests to prepare their own meals after a day of exploring.

The island's picturesque scenery is complemented by outdoor spaces where children can play and families can gather. Nearby points of interest include beautiful beaches great for swimming and relaxing, as well as hiking trails that provide stunning views of the coastline. Families will appreciate the tranquil atmosphere and access to local amenities that enhance their stay.
Can I find long-stay vacation rentals in Long Island?
A long-stay vacation rental in Long Island 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 Long Island?
In Long Island, Maine, travelers can find several pet-friendly house rentals that make for a delightful getaway. The island is known for its picturesque coastal views and charming atmosphere, making it an ideal setting for those looking to spend time with their pets. Many of the available vacation homes come equipped with amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can roam freely.

The proximity to local parks and scenic spots allows for easy walks and exploration, providing ample opportunities for outdoor activities with your furry companions.
Are there any remote work vacation rentals in Long Island?
In Long Island, Maine, there are several vacation rentals well-suited for remote work. Many of these properties offer essential amenities such as free Wi-Fi, dedicated workspaces with desks, and comfortable desk chairs, ensuring that travelers can stay productive during their stay. The peaceful and scenic surroundings of Long Island provide an inspiring backdrop to work, with opportunities for breaks that include exploring the charming coastal landscapes or enjoying local seafood. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Long Island vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Long Island 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 Long Island?
In Long Island, Maine, popular vacation rental amenities cater to travelers seeking comfort and convenience during their stay. Most rentals feature fully equipped kitchens, allowing guests to prepare their own meals while enjoying the island's fresh seafood. Many properties also offer outdoor spaces such as decks or patios, great for soaking in the scenic views or relaxing with a morning coffee.

Additional amenities often include blenders for making smoothies or cocktails, cozy fireplaces for cooler evenings, and onsite parking to make access easy for guests traveling by car.
When is the best time to visit Long Island for a vacation rental?
The best time to visit Long Island for a vacation rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts travelers seeking sunny days and coastal adventures, making it an ideal time for families and beach enthusiasts. Visitors can indulge in a variety of outdoor activities, from kayaking to hiking scenic trails, all while enjoying the warmth of the summer sun.

During July, temperatures typically range from the mid-60s to the low 80s Fahrenheit, creating a comfortable environment for beach outings and sightseeing. The island's charming coastal beauty comes alive, offering opportunities to explore stunning beaches, enjoy fresh seafood, and unwind at local shops and cafes.

For those considering a more budget-friendly option, November presents a serene alternative. Although it's outside the peak season, this month offers a quieter atmosphere great for reflective walks along the shore and enjoying the natural beauty of the island during the fall.
How early should I book a Long Island vacation rental?
Book your Long Island 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 Long Island, Maine, United States of America?
In Long Island, Maine, visitors can enjoy a range of attractions that highlight the island's natural beauty and maritime culture. The picturesque village area offers charming shops and local eateries, where travelers can savor fresh seafood and other regional specialties. The Long Island Historical Society provides insights into the island's rich history, making it a worthwhile stop for history enthusiasts.

For outdoor lovers, the island boasts beautiful beaches and scenic walking trails, superb for leisurely strolls or more vigorous hikes. The Long Island Lighthouse is another top landmark, offering stunning views of the surrounding waters and a glimpse into the island's maritime heritage.

Additionally, visitors can explore nearby islands or take part in boating activities, with many rental options available for kayaks or paddleboards.
Can I change or cancel my Long Island home rental booking on Vrbo?
To find Long Island 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 Long Island 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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