Where to stay around Long Island?

Our 2019 accommodation listings offer a large selection of 363 holiday lettings near Long Island. From 145 Houses to 87 Cottages, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Long Island is on HomeAway.

What is the best area to stay when travelling to Long Island?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Long Island:

  • Orr's Island: 181 holiday homes
  • Goose Rocks Beach: 68 holiday homes
  • Peaks Island: 59 holiday homes
  • Bailey Island: 132 holiday homes
  • Cash Corner: 21 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

Can I rent Houses in Long Island?

Yes, of course. HomeAway offers 145 Houses in Long Island. Our other popular types of Long Island holiday rentals include:

  • Cottages: 87 self catering accommodations
  • Bungalows: 87 self catering accommodations
  • Cabins: 87 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Flats and more.

Can I find a holiday accommodation with pool in Long Island?

Yes, you can select your preferred holiday accommodation with pool among our 11 holiday homes with pool available in Long Island. Please use our search bar to access the selection of holiday rentals available.

    The waterfront setting of Long Island is ready to explore

    The island views and other outdoor surroundings create an inviting atmosphere in Long Island. This romantic city attracts visitors thanks to its restaurants and shopping. Portland Observatory and Portland Head Light are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

    Sightseeing in and around Long Island

    Are you looking for things to do while you're in the area? Venture out of your holiday home and experience everything that Long Island has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

    • Southworth Planetarium (6.2 mi / 9.9 km)
    • Riverside Municipal Golf Course (7.9 mi / 12.6 km)
    • Joker's Family Fun and Games (8.1 mi / 13.1 km)
    • Sable Oaks Golf Course (9.7 mi / 15.6 km)
    • Twin Falls Golf Club (10.2 mi / 16.4 km)
    • Nonesuch River Golf Club (11.2 mi / 18 km)

    Exploring the natural landscape of Long Island

    Whether you're looking for adventure or just want to spend some time taking in the scenery, Long Island is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

    • Sand Beach (3.1 mi / 4.9 km)
    • Casco Bay Islands (3.3 mi / 5.3 km)
    • Mackworth Island (3.7 mi / 5.9 km)
    • East End Beach (4.3 mi / 6.9 km)
    • Eastern Promenade (4.5 mi / 7.2 km)
    • Willard Beach (4.5 mi / 7.2 km)

    Explore destinations around Long Island

    Portland
    695 holiday rentals
    Kennebunkport
    1,532 holiday rentals
    Brunswick
    1,141 holiday rentals
    Old Orchard Beach
    822 holiday rentals
    South Portland
    294 holiday rentals
    Freeport
    780 holiday rentals
    Harpswell
    401 holiday rentals
    Cape Elizabeth
    1,011 holiday rentals
    Phippsburg
    692 holiday rentals
    Saco
    891 holiday rentals
    Cumberland
    596 holiday rentals
    Yarmouth
    750 holiday rentals
    Bath
    1,005 holiday rentals
    Harpswell Center
    333 holiday rentals
    Gray
    213 holiday rentals
    Auburn
    69 holiday rentals
    Gorham
    917 holiday rentals
    Windham
    648 holiday rentals
    Scarborough
    676 holiday rentals
    New Gloucester
    227 holiday rentals