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Holiday houses in Long Island

Find and book unique accommodation on Airbnb

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Popular amenities for Long Island holiday rentals

Other great holiday rentals in Long Island

Top Guest favourite
Apartment in Phippsburg
5 out of 5 average rating, 29 reviews

Twin Heart Treetop

GregRating, 5 stars2 weeks ago
It was our first time using Airbnb and we couldn't have been luckier to find TwinHeart TreeTop hosted by Buck and Marie. It is a very clean,quiet and comfortable place. Marie and Buck are fantastic hosts,so nice and very accommodating. The area around Small Point is magical with so many things to see and do. The private beach is spectacular,we even saw some gray seals feeding. We'd love to be able to return. Thanks again to Buck and Marie for allowing us to stay in their special place.
Top Guest favourite
Home in Long Island
4.98 out of 5 average rating, 65 reviews

Whole house on a great island in Casco Bay!

AnneRating, 5 stars2 weeks ago
We love Long Island and the view from Nona’s View was phenomenal! The house was clean and tidy and had everything we needed! Bridget was extremely responsive and we would go back for another visit in a heartbeat.
Guest favourite
Apartment in South Portland
4.95 out of 5 average rating, 91 reviews

Sunny Spot with Private Parking

WesleyRating, 5 stars3 days ago
Great stay! Neighborhood was quiet with private parking. Convenient location, was only a 8 min drive to downtown Portland and easy drive to the state parks and beaches. Home was clean and host was responsive!
Top Guest favourite
Home in Long Island
5 out of 5 average rating, 18 reviews

7BR Coastal Inn / Short Walk to Beach / Sleeps 14

JeffRating, 5 stars7 months ago
Emmalie's rental on Long Island was perfect for our needs for LOTS of extra space for friends and family. Emmalie was very friendly, flexible and communicative and the Inn looks just like the pictures with a well appointed and functional kitchen, tons of space, a beautiful porch and dining area and an easily walkable location to both the ferry landing and the beach. We rented Emmalie's space in the off season and it was easy to keep warm and was well setup for our guests. We also have a house on Long Island and always admire the beautiful building that Emmalie owns and rents here and its proximity to the beach, tennis court and bakehouse so it was great to finally see it in action. If you need a large space for your rental, in season or out, this was a great find with a great host. Thank you!
Top Guest favourite
Guest suite in South Portland
4.97 out of 5 average rating, 90 reviews

Ocean Views, work friendly

PaulRating, 5 stars8 months ago
Tom's place was recommended by a third party and we are glad we took their advice. It was everything that was advertised. Easy access from South Portland to all the scenic surroundings, downtown and a wide selection of dining choices. We stayed for two nights and it was a peaceful, relaxing stay. Our trip was in October when the weather was starting to change, did I mention the vibrant colors of the trees, which was a nice change from the heat in Oklahoma.
Top Guest favourite
Apartment in Cape Elizabeth
4.99 out of 5 average rating, 73 reviews

Crescent Beach Gardens

AmyRating, 5 stars1 week ago
The views were amazing and the place was perfect! They’ve thought of everything (beach chairs, extra linens, coffee) and the flowers and birds make the property even more lovely. I stayed with my daughter and there is privacy within the space. The beach is a five minute walk from the house. We will definitely stay again!
Guest favourite
Home in Georgetown
4.96 out of 5 average rating, 23 reviews

Breathtaking Bay Views!

ColletteRating, 5 stars8 months ago
I can’t say enough about what a nicely appointed home in a beautiful setting this is. I came for peace and tranquility and it did not disappoint. I haven’t had such good sleep in over 2 years. Highly recommend and plan to return next year! Thank you all so much for sharing your lovely home.
Top Guest favourite
Apartment in Downtown Portland
5 out of 5 average rating, 21 reviews

Old Port Loft - 301

NancyRating, 5 stars1 week ago
The loft was just as it was pictured - even better! It was perfect for 2 couples with 2 king bedrooms and 2 baths. The water view from dining room was lovely - we spent hours playing games at the table and just enjoying the view and loft. Jennifer is an excellent host and responds quickly to any questions. I highly recommend #301!

Quick stats about holiday rentals in Long Island

  • Total rentals

    70 properties

  • Nightly prices starting at

    $123 AUD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Long Island