Long Island vacation rentals

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Top-rated vacation rentals in Long Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Cottage in Long Island
Seacret Seaside Cottage, charming 3 bedroom
Spend a summer week at oceanfront SEACRET Cottage in Long Island, Casco Bay. Built c1900, the cottage is set on a promontory surrounded by the ocean, within a short walk to East End Beach. The cottage was completely renovated in 2021 with 3 bedrooms, 3 full baths, wrap around porch outdoor seating. Enjoy endless views of Chebeague Island, Crow Island and all the ferry, lobster and boat traffic on its way to Cliff Island. Gas golf cart provided. Weekly Saturday to Saturday rental. No pets.
$600 per night
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Home in Long Island
Casco Bay View Home on Long Island
5 Bedroom Long Island Home. This has been a special place and Island for our families for years. Sleeps 12; room for 2 families to share. 1/2 mile from the Ferry terminal, Boathouse Variety Store, Long Island Store, and Ed's Shed (Soft Serve Ice Cream). Easy access to all beaches and the Gift Shop Great Casco Bay View from the deck and windows, and large yard with a swing set. Storage shed full of bikes, beach chairs, tennis raquets, lacrosse sticks, paddle board and other items for use
$349 per night
Cottage in Long Island
Maine island vacation cottage
Just off the coast of Portland, Maine in the Casco Bay, lies Long Island, where our charming Long island get-away cottage is located. It is our own family vacation home that we love dearly and are happy to share with guests. Enjoy a long Fall weekend, or relaxing summer vacation week ...or two. Slow down and unwind on the thirty minute ferryboat ride to Long Island. Enjoy the beautiful beaches and quiet island life. It’s great for kids of all ages, and only a two hour drive from Boston.
$242 per night
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Stay near Long Island's top sights

Photo of Peaks Island
Peaks Island176 locals recommend
Photo of Battery Steele
Battery Steele4 locals recommend
Photo of Diamond's Edge Restaurant and Marina
Diamond's Edge Restaurant and Marina13 locals recommend
Photo of Fifth Maine Regiment Museum
Fifth Maine Regiment Museum6 locals recommend
Photo of Crown Jewel
Crown Jewel7 locals recommend
Photo of Byers & Sons Long Island Bakehouse
Byers & Sons Long Island Bakehouse3 locals recommend

Other great vacation rentals in Long Island

Home in Long Island
The Harbor House. Ocean View Island Home
$300 per night
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Home in Long Island
Whole house on a great island in Casco Bay!
$550 per night
Cottage in Long Island
Picturesque Maine water view Long Island
$400 per night
Home in Long Island
Waterfront Home on Long Island -Golf Cart Included
$600 per night
Hotel room in West End
Skolfield Inn | Parking | Self-check-in | Garden 2
$59 per night
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Hotel room in West End
Skolfield Inn | Parking | Self-check-in | Garden 4
$54 per night
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Hotel room in West End
Morrill Mansion Inn | 5 | Self Check In | Parking
$59 per night
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Hotel room in Downtown Portland
Inn at Park Spring 1 | Self Check In | Parking
$79 per night
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Rental unit in West End
Self-check-in | Parking | Washer + dryer | Desk |3
$73 per night
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Rental unit in East End
RETRO BnB in the Heart of East End Portland
$101 per night
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Rental unit in East End
The Munjoy Hill Experience
$97 per night
Rental unit in East End
Beautiful Oceanside Apartment Prime Location
$137 per night
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Stays in Peaks Island

Guesthouse in Peaks Island
Island Cottage Hideaway, close to everything
$151 per night
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Hotel room in West End
Morrill Mansion Inn | 7 | Self Check In | Parking
$66 per night
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Hotel room in Downtown Portland
Inn at Park Spring 4 | Self Check In | Parking
$81 per night
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Home in Peaks Island
Hope Cottage on Peaks, secluded & quiet, sleeps 6
$204 per night
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