Holiday houses in Long Island

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Popular amenities for Long Island holiday rentals

Stay near Long Island's top sights

Peaks Island176 locals recommend
The Dockside Grill21 locals recommend
The Cockeyed Gull Restaurant19 locals recommend
The Inn On Peaks Island17 locals recommend
Hannigan's Island Market15 locals recommend
Peaks Cafe14 locals recommend

Other great holiday rentals in Long Island

Guest favourite
Home in Scarborough
4.93 out of 5 average rating, 59 reviews

Gorgeous 4 BR home with HOT TUB

ShellyRating, 5 stars1 week ago
Gregory's place was great for our 2 night getaway. Hot tub was amazing and private from neighbors. Bathrooms and kitchens were well stocked. I will definitely go back for another getaway
Superhost
Home in Newcastle
4.91 out of 5 average rating, 32 reviews

Spring into the season eating lobsters w/friends

MarceloRating, 5 stars7 months ago
Very nice place to stay big nice and clean recommended this place to everyone looking for a good place big and clean this the right place
Top Guest favourite
Home in Gray
4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars4 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Top Guest favourite
Home in Bath
5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

Tony & KellyRating, 5 stars2 months ago
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.
Top Guest favourite
Home in Old Orchard Beach
4.98 out of 5 average rating, 89 reviews

Woods Lane Golf and Beach Vacation

MarjorieRating, 5 stars7 months ago
Our group of 5 adults were so pleased we chose to stay at Jason’s house in Old Orchard Beach. We first looked at places in Portland, but Jason’s spacious house offered a quieter setting, with parking and more amenities, at a better price. Comfortable beds, immaculate throughout. Very thoughtfully appointed, with nightstands on both sides of the beds, and superior blackout blinds in the bedrooms. And we ended up spending less time in Old Port, because we enjoyed exploring the towns south of Portland: Old Orchard Beach, Saco, Biddeford, and we found good restaurants (including Holy Donuts!) nearby. We had no issues: we contacted Jason to confirmed our arrival/departure and he responded within minutes. We highly recommend!
Top Guest favourite
Apartment in Old Orchard Beach
5 out of 5 average rating, 50 reviews

Horizon View Hideaway with Deck

ReneeRating, 5 stars6 months ago
The house is beautiful and very comfortable. We had everything we needed. The host was very friendly and responsive. We would definitely stay there again.
Guest favourite
Home in Old Orchard Beach
4.84 out of 5 average rating, 31 reviews

Beautiful Spacious OOB Beachfront home w/ elevator

AnaRating, 5 stars1 week ago
We went off season and it was a very beautiful and tranquil beach experience. The house is gorgeous and spacious. Jason was very responsive and friendly. We will definitely be back!
Guest favourite
Home in Kennebunk
4.99 out of 5 average rating, 74 reviews

1mi to Beaches&KPort|BigYard&Patio|Hottub|FirePit

ClaireRating, 5 stars4 days ago
This home had everything I was looking for! A short drive into Ogunquit or Wells and near Portsmouth, NH, with plenty of space for you and your friends. It’s a large spacious home that can accommodate everyone. The hot tub was great, the backyard was huge, and they supplied lots of outdoor activities. Definitely don’t miss out on your chance to stay here!

Quick stats about holiday rentals in Long Island

  • Total rentals

    70 properties

  • Nightly prices starting at

    $125 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

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  3. Maine
  4. Cumberland County
  5. Long Island