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.

Guest favorite
Guest suite in Portland
Sunflower Retreat in North Back Cove
The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!
Mar 26 – Apr 2
$81 per night
4.95 out of 5 average rating, 102 reviews
Guest favorite
Guesthouse in Cape Elizabeth
Newly built private guest suite off Shore Road
Newly built cozy above-garage guest suite with private entrance on dead end street. Bright & airy space, thoughtfully designed in charming, cozy neighborhood full of young families. Access to large network of trails in the 200 acre Land Trust and walking distance to beautiful cobblestone beach. Conveniently located to the shops and restaurants in town and minutes from the iconic Portland Head light located in Fort Williams park.
May 6 – 13
$132 per night
4.98 out of 5 average rating, 138 reviews
Guest favorite
Guest suite in South Portland
Top of the Hill So Po In Law
Lovely In law apartment in desirable Meeting House Hill area of South Portland .We were recently the hottest real estate market in the country .Conveniently located , 10 minutes to Portland , and on the doorstep of local beaches, State parks , restaurants ,unique boutique shops ,amazing bakeries and coffee , lunch and antiquing .All you need for a home away from home . Your going to love this neighborhood !
Mar 14 – 21
$62 per night
4.91 out of 5 average rating, 208 reviews

Popular amenities for Long Island vacation rentals

Stay near Long Island's top sights

Peaks Island176 locals recommend
Battery Steele4 locals recommend
Diamond's Edge Restaurant and Marina13 locals recommend
Fifth Maine Regiment Museum6 locals recommend
Crown Jewel7 locals recommend
Byers & Sons Long Island Bakehouse3 locals recommend

Other great vacation rentals in Long Island

Guest favorite
Apartment in Portland
"Percival" Penthouse Suite - Amazing Harbor Views
Feb 14 – 21
$321 per night
4.97 out of 5 average rating, 214 reviews
Guest favorite
Guesthouse in Portland
Beautiful large studio on the ocean.
Jul 27 – Aug 3
$136 per night
4.95 out of 5 average rating, 276 reviews
Guest favorite
Guest suite in Freeport
Solar Suite surrounded by Nature
Nov 4 – 11
$106 per night
4.96 out of 5 average rating, 113 reviews
Guest favorite
Cottage in Pownal
Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Apr 10 – 17
$237 per night
4.99 out of 5 average rating, 316 reviews
Guest favorite
Guest suite in South Portland
Bright Guest Studio Near Lighthouses and Beach
Oct 17 – 24
$138 per night
5.0 out of 5 average rating, 156 reviews
Guest favorite
Home in Yarmouth
Beautiful Coastal Maine Getaway
Nov 11 – 18
$325 per night
4.92 out of 5 average rating, 480 reviews
Guest favorite
Guest suite in Portland
Sunny West End Guest Suite with Harbor Views
Mar 13 – 20
$121 per night
4.99 out of 5 average rating, 260 reviews
Guest favorite
Guesthouse in Windham
Cottage on Black Brook Preserve
May 5 – 12
$110 per night
5.0 out of 5 average rating, 213 reviews
Guest favorite
Loft in Freeport
Cozy & Private Studio Apartment (Pet Friendly!)
Mar 28 – Apr 4
$102 per night
4.98 out of 5 average rating, 192 reviews
Guest favorite
Cottage in Portland
Cozy & Quiet Modern Cottage
Apr 25 – May 2
$104 per night
4.9 out of 5 average rating, 480 reviews
Guest favorite
Apartment in Falmouth
Falmouth Waterfront Carriage House Apt
Jun 26 – Jul 3
$248 per night
4.96 out of 5 average rating, 137 reviews
Guest favorite
Barn in Portland
Garrison Cove Studio
Dec 3 – 10
$147 per night
5.0 out of 5 average rating, 378 reviews

Other great vacation rentals in Long Island

Guest favorite
Home in Scarborough
Swim spa under the starry night pool/hot tub/sauna
Feb 7 – 14
$384 per night
4.98 out of 5 average rating, 218 reviews
Guest favorite
Guesthouse in Portland
Tiny Island Cottage Hideaway, close to everything
Dec 31 – Jan 7
$213 per night
4.95 out of 5 average rating, 106 reviews
Guest favorite
Yurt in Chebeague Island
Yurt on Chebeague Island
Aug 27 – Sep 3
$120 per night
4.97 out of 5 average rating, 102 reviews
Guest favorite
Guest suite in South Portland
Apartment Near Willard Beach
May 19 – 26
$175 per night
4.91 out of 5 average rating, 248 reviews
Guest favorite
Home in Portland
Hope Cottage, 4-Season Getaway, Sleeps 6
Feb 6 – 13
$183 per night
4.85 out of 5 average rating, 145 reviews
Guest favorite
Home in Harpswell
Waterfront Cottage On Basin Cove - Amazing Sunsets
Dec 11 – 18
$250 per night
4.98 out of 5 average rating, 174 reviews
Superhost
Home in Falmouth
Amazing Bay View Home with Hot Tub
Nov 27 – Dec 4
$168 per night
4.85 out of 5 average rating, 169 reviews
Guest favorite
Guest suite in Portland
Garden Suite @ A Peaceful Oasis on Munjoy Hill
Dec 8 – 15
$93 per night
4.9 out of 5 average rating, 336 reviews
Guest favorite
Apartment in Portland
Hip & Cozy, high end Modern Design
Apr 5 – 12
$118 per night
4.9 out of 5 average rating, 340 reviews
Guest favorite
Apartment in South Portland
Comfortable apartment near Willard Beach!
Sep 29 – Oct 6
$179 per night
4.95 out of 5 average rating, 167 reviews
Guest favorite
Apartment in Portland
Compact & Complete in residential neighborhood
Oct 26 – Nov 2
$130 per night
4.96 out of 5 average rating, 148 reviews
Guest favorite
Cottage in Long Island
Seacret Seaside Cottage, charming 3 bedroom
Sep 7 – 14
$600 per night
5.0 out of 5 average rating, 13 reviews

Quick stats about vacation rentals in Long Island

Total rentals

60 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

2K reviews

Nightly prices starting at

$80 before taxes and fees

Destinations to explore

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