Long Island holiday lettings

We found 578 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Long Island that are perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, such as parking and a TV. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Long Island

Showing deals for:10 Oct - 17 Oct

Why visit Long Island

  • Pristine Beaches: Long Island boasts beautiful beaches, perfect for sunbathing and relaxation.
  • Historic Lighthouses: Explore charming lighthouses that reflect the island's maritime heritage.
  • Scenic Accommodations: Enjoy a range of holiday rentals, from quaint cottages to modern condos.
  • Welcoming Community: Experience the warmth of friendly locals and the rich local culture.
  • Outdoor Activities: Engage in various outdoor pursuits, ideal for families and solo adventurers alike.

Popular types of accommodation in Long Island

Planning a getaway to Long Island? The excitement begins with selecting the perfect accommodation. Discover a variety of holiday rentals, from charming cottages and spacious houses to modern condos. Whether you're seeking a tranquil retreat or a vibrant stay by the beach, Long Island offers an array of holiday lettings to suit every traveller's needs. Explore your options for unforgettable holiday homes and enjoy a delightful escape.

  • Houses: The top choice for visitors to Long Island, offering spacious and comfortable settings ideal for families or groups.
  • Cottages: These delightful, quaint dwellings provide a charming atmosphere for a peaceful getaway.
  • Condos: A practical option that combines modern amenities with convenient locations, perfect for short or extended stays.
  • Apartments: Offering flexibility and independence, these rentals are suitable for couples and solo travellers alike.
  • Cabins: Embrace the great outdoors with a rustic cabin retreat, perfect for those seeking nature and tranquillity.**

Top attractions near Long Island

Long Island, Maine, offers a delightful escape for those keen on outdoor activities and scenic beach holidays. Visitors can explore beautiful beaches, historic lighthouses, and charming houses that reflect the local culture. Ideal for sightseeing, this destination caters to travellers seeking a blend of culture and outdoor experiences. Whether you're with family or exploring solo, Long Island promises a relaxing yet enriching holiday experience.

  • Portland Head Light: A historic lighthouse steeped in maritime culture, the Portland Head Light offers stunning coastal views and a glimpse into the region's rich nautical history. Located 3.1km from Long Island, it's a perfect spot for photography and exploration.
  • East End Beach: Just 2.5km away from Long Island, East End Beach is a picturesque stretch of sand ideal for sunbathing, swimming, and relaxing by the Atlantic. The beach vibes create a serene atmosphere for families and visitors alike.
  • Cross Insurance Arena: This entertainment hub, located 3.1km from Long Island, hosts a variety of events including concerts and sports. The arena is perfect for family outings and enjoying lively performances in a vibrant atmosphere.

Things to do recommended for couples

For a romantic getaway on Long Island, enjoy a concert at Thompson's Point, indulge in luxury at the Portland Club, or embark on an adventurous day with water sports at Capt Lyman Stuart. Each experience offers a unique charm perfect for couples seeking unforgettable moments.

Things to do recommended for families

Families visiting Long Island, Maine, can enjoy a thrilling game at Hadlock Field, explore the stars at Portland Observatory, and unwind at Fort Williams Park, perfect for relaxation and wellness. These attractions offer a delightful mix of sports, entertainment, and outdoor fun for all ages.

Things to do recommended for groups

Explore the Maine Mall for a lively shopping experience, only 5.6km from Long Island. Enjoy a visit to the Lyric Music Theater, just 2.5km away, for a touch of culture and entertainment. Don’t miss the iconic LL Bean Flagship Store, located 7.5km from your base.

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, booking a longer stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Where to stay near Long Island

Long Island, Maine, offers a delightful blend of tranquil beaches and stunning natural scenery, perfect for a relaxing getaway. Whether you're seeking family-friendly activities, a romantic escape, or a business retreat, the vibrant atmosphere caters to all. Explore charming nearby neighbourhoods, indulge in holiday rentals, or unwind in picturesque villas overlooking Long Island Sound. With friendly locals and a rich culture, your visit promises unforgettable experiences amidst breathtaking coastal beauty.

  • Portland: Located a mere 2.5km from Long Island, Portland is a vibrant city known for its stunning outdoor spaces and family-friendly activities. Visitors can enjoy a variety of experiences, from exploring local theatres to indulging in shopping at the lively mall centre. The city's proximity to beautiful beaches and serene lakes makes it perfect for a day out in nature. Don't miss the chance to stroll along the waterfront, where the scenic views are simply breathtaking.
  • South Portland: Just 3.1km away from Long Island, South Portland offers a delightful mix of family-oriented and urban experiences. The city is home to key shopping centres and educational facilities, catering to both tourists and locals. With its inviting beaches and peaceful lakes, South Portland is ideal for a relaxing day spent with loved ones. Be sure to explore the vibrant local eateries and shops that contribute to the city's unique charm.
  • Peaks Island: Only 1.2km from Long Island, Peaks Island is a picturesque getaway that enchants visitors with its natural beauty and romantic atmosphere. This idyllic island is perfect for outdoor enthusiasts, offering recreational areas and scenic spots for relaxation. Explore the local history museum to learn about the island’s past, or unwind on its tranquil beaches. Peaks Island is a must-visit for anyone looking to escape the hustle and bustle of city life.

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

What do I need to keep in mind when booking a vacation in 'Long Island

If you’re travelling with a group, family, pets, or planning an extended stay, it’s essential to apply the appropriate filters to suit your needs. Here are some helpful tips for booking with Vrbo.

  • Traveling to Long Island with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group activities. Thankfully, you can refine your search to include all these options and more on Vrbo.
  • Traveling to Long Island with young kids: Journeying with young children can be quite demanding. It's important to prioritise their comfort and safety, alongside ensuring there are suitable amenities for their age, such as 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 Long Island: For many, a family holiday feels incomplete without their furry companion by their side. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Long Island: If you're in search of holiday rentals with special offers 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 accommodations. Don't forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up from where you last paused, or manage your travel arrangements. You can easily find properties you've previously saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore the Trip Boards feature, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Charming Long Island will entice you

The island views and surrounding scenery provide a peaceful ambience to your holiday home in Long Island. This romantic city attracts visitors thanks to its restaurants and shopping. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Long Island

Are you hoping to find attractions to see while you're in the area? Venture out of your holiday home and experience everything that makes Long Island a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Aquaboggan Water Park (15 mi / 24.1 km)
  • Dunegrass Golf Club (15.7 mi / 25.3 km)
  • Pirate's Cove (15.8 mi / 25.4 km)
  • Happy Wheels Skate Center (8.1 mi / 13 km)
  • Land's End Gift Shop (8.8 mi / 14.1 km)
  • Paddleworks (11 mi / 17.6 km)

Exploring the natural features in Long Island

Whether you're an active traveller or just want to spend some time taking in the scenery, Long Island is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Sand Beach (2.5 mi / 3.9 km)
  • East End Beach (3.6 mi / 5.8 km)
  • Eastern Promenade (3.7 mi / 6 km)
  • Willard Beach (3.9 mi / 6.3 km)
  • Thompson's Point (6.5 mi / 10.4 km)
  • Casco Bay (8.8 mi / 14.2 km)

How to get to and around Long Island

The nearest airport is in Portland, ME (PWM-Portland Intl. Jetport), located 7.4 mi (11.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 25.9 mi (41.6 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Long Island?
The most desirable types of holiday rentals in Long Island are houses. Looking for something different? Vrbo has many options to match our guests' unique needs, so you'll see holiday homes in loads of sizes and shapes. The perfect fit is waiting for you --- grab yours today.
How much does it cost to rent a holiday rental in Long Island?
Length of stay, property type and time of year are among the factors that can influence the price of a holiday home. Simply enter your dates of travel to find your ideal fit. From comfy cabins to expansive villas, all Vrbo holiday rentals offer amazing value.
How much does it cost to rent a beach house in Long Island?
The average price for a holiday rental close to the beach in Long Island depends on when you're visiting the area and the style and size of property you want. Find prices easily and quickly on Vrbo by entering your travel dates and destination. Then use our filters to choose the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.
What are popular rental amenities in Long Island?
Nearby museums, a garden and a beach view are rated the most popular rental amenities in Long Island. Whether you plan to travel as a party of one, with your spouse or as a family group, Vrbo can help you find a holiday home that matches your style with all the features you're looking for.
What are the top attractions for families in Long Island?
Keep the kids entertained at these leading family-friendly attractions in Long Island:

  • East End Beach
  • Sand Beach
  • Willard Beach

How old do you have to be to rent a holiday rental in Long Island?
The minimum age is generally 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your preferred Long Island stay before booking your escape.
How long can I rent a holiday rental in Long Island for?
It's down to the Long Island property. To browse a list of options offering extended stays, just enter your dates and number of guests into Vrbo's search page. Enjoy having the place to yourself, along with the comforts of home like a fully-equipped kitchen and outdoor spaces where the kids can run and play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.

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