A sunset over a lake surrounded by dense forests and a distant shoreline.

Long Island Vacation Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Long Island holiday rentals

A yurt with a bed, a desk, and a view of the outdoors.

1. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is RM817
RM1,552 total
includes taxes & fees
13 Sept - 14 Sept
Fortland Island Campground
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

2. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (117 reviews)
"Really nice room and location"
United States
Victoria
The price is RM1,555
RM1,998 total
includes taxes & fees
21 Sept - 22 Sept
The Weldon Hotel
A multi-story building with a stone facade, large windows, and a corner entrance.

3. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (11 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is RM2,185
RM2,988 total
includes taxes & fees
7 Sept - 8 Sept
Evalina Hotel
A courtyard with a hammock, outdoor seating, and a view of boats on the water.

4. 'osprey Cottage' South Freeport Home on Casco Bay!

'osprey Cottage' South Freeport Home on Casco Bay!
3.0 star property
Freeport
The price is RM1,598
RM2,484 total
includes taxes & fees
30 Sept - 1 Oct
'osprey Cottage' South Freeport Home on Casco Bay!

5. 'beachfront 14' Condo on Old Orchard Beach

'beachfront 14' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is RM902
RM1,495 total
includes taxes & fees
7 Sept - 8 Sept
'beachfront 14' Condo on Old Orchard Beach
A living room with a gray sofa, a wooden coffee table, a ceiling fan, and a standing heater.

6. 1/2 Mi to Pier: Wfh-friendly Apt in Maine!

1/2 Mi to Pier: Wfh-friendly Apt in Maine!
3.0 star property
Old Orchard Beach
The price is RM510
RM1,364 total
includes taxes & fees
19 Sept - 20 Sept
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
A spacious living room with large windows, a sofa, a chair, and a small table.

7. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is RM413
RM1,097 total
includes taxes & fees
23 Sept - 24 Sept
1 Mi to Maine Street! Mcm-style Home in Brunswick

8. 'beachfront 9' Condo on Old Orchard Beach

'beachfront 9' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is RM582
RM1,147 total
includes taxes & fees
14 Sept - 15 Sept
'beachfront 9' Condo on Old Orchard Beach
A two-story house with a covered patio area featuring a table and chairs, a blue umbrella, and a 'Tenant Parking' sign.

9. Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
The price is RM461
RM1,312 total
includes taxes & fees
13 Sept - 14 Sept
Walk to Pier & Ocean: Apt in Old Orchard Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Long Island Hotel Reviews

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

8/10 Good
"amenties"
Christopher 1-night trip
Posted less than an hour ago
Fireside Inn & Suites Portland

Find out more about Long Island

Search for holiday rentals in Long Island on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Long Island using one of the methods below:

  • View our selection of featured holiday rentals in Long Island
  • Use the map to find apartments and other holiday homes in the Long Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Long Island while they last

Look no further and take a look at our great range of rental properties in Long Island!

Frequently asked questions

Are there holiday rentals in Long Island?

Yes, there are holiday rentals close to the most popular sights in Long Island, or you can select a more secluded option if you're looking for a relaxing stay. Long Island is known for its restaurants and shopping. Make sure you have time to check out the beaches while you're in the area.

How many holiday rentals are there in Long Island?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Long Island stay.

What’s there to see and do in Long Island?

While exploring the area, visit family-friendly sights like Maine Narrow Gauge Railroad, or get outside and enjoy nature at Sand Beach. In the wider area, you’ll find Fifth Maine Museum and East End Beach.

What’s a holiday rental in Long Island like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Long Island. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.