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

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Long Island holiday rentals

Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-sized fridge, microwave, oven

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (109 reviews)
"Really nice room and location"
United States
Victoria
The price is ฿10,271
฿13,681 total
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel
Front of property

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (9 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is ฿18,070
฿24,667 total
includes taxes & fees
31 Aug - 1 Sept
Evalina Hotel
House (2 Bedrooms) | Interior

3. 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 ฿3,762
฿9,380 total
includes taxes & fees
25 Aug - 26 Aug
1 Mi to Maine Street! Mcm-style Home in Brunswick
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down duvets, bed sheets

4. 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 ฿11,286
฿12,302 total
includes taxes & fees
23 Aug - 24 Aug
Fortland Island Campground
House, 5 Bedrooms | Private kitchen | Coffee/tea maker, fridge, oven, electric kettle

5. Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
3.5 star property
Gray
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Apartment (2 Bedrooms) | Front of property

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 ฿4,158
฿11,132 total
includes taxes & fees
26 Aug - 27 Aug
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
Apartment (0 Bedroom) | Interior

7. Steps to Sandy Beach! Oceanfront Old Orchard Gem

Steps to Sandy Beach! Oceanfront Old Orchard Gem
3.0 star property
Old Orchard Beach
Steps to Sandy Beach! Oceanfront Old Orchard Gem
Apartment (0 Bedroom) | Front of property

8. 'beachfront 9' Condo on Old Orchard Beach

'beachfront 9' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
'beachfront 9' Condo on Old Orchard Beach
Apartment (2 Bedrooms) | Interior

9. 1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach

1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is ฿4,884
฿11,923 total
includes taxes & fees
19 Aug - 20 Aug
1/2 Mi to Ocean: Cozy Apt in Old Orchard Beach
Apartment (0 Bedroom) | Front of property

10. 'beachfront 14' Condo on Old Orchard Beach

'beachfront 14' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is ฿7,358
฿12,200 total
includes taxes & fees
23 Aug - 24 Aug
'beachfront 14' Condo on Old Orchard Beach
Apartment (2 Bedrooms) | Interior

11. 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 ฿3,762
฿10,700 total
includes taxes & fees
25 Aug - 26 Aug
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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent
"Clean and comfortable"
Richard 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Long Island

Search for holiday rentals in Long Island on Expedia! 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 6 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.