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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
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

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

Cottage in Long Island
Picturesque Maine water view Long Island
$400 per night
Cottage in Long Island
Grace Cottage
$375 per night
Rental unit in Portland
Parkside Retreat on Portland's Eastern Promenade
$85 per night
Rental unit in West End
Parking | Self-check-in | Washer+Dryer | Kitchen 5
$62 per night
Guest suite in South Portland
Apartment Near Willard Beach
$56 per night
Rental unit in Portland
Self-check-in | Desk | Washer + Dryer | Kitchen 2
$51 per night
Rental unit in Portland
Bright & Spacious Apartment with Amazing Shower
$98 per night
Hotel room in West End
Skolfield Inn | Parking | Self-check-in | Garden 2
$49 per night
Rental unit in Arts District
Open Concept Loft in the Heart of Downtown Center
$93 per night
Hotel room in Arts District
Inn at Park Spring 4 | Self Check In | Parking
$57 per night
Rental unit in West End
Charming & Sunny West End Nest with Parking
$80 per night
Rental unit in Portland
Clean & Simple Apt w/Parking-Close to Downtown
$93 per night
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