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

Long Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Long Island vacation rentals

1 bedroom, WiFi, bed sheets

1. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very Good, (12 reviews)
"A perfectly decent place to stay, plenty of restaurants and bars within reasonable walking distance. Neighborhood is a bit rough, as the listing mentioned, but no problems while I was there. Response time on questions to the host could be better."
Canada
Brian
The price is ￥18,180
￥30,168 total
includes taxes & fees
Aug 5 - Aug 6
Studio Apartment near downtown Walkable!
Honeymoon Studio | Egyptian cotton sheets, premium bedding, down comforters, bed sheets

2. 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 ￥53,572
￥58,393 total
includes taxes & fees
Aug 5 - Aug 6
Fortland Island Campground
TV

3. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is ￥17,353
￥20,784 total
includes taxes & fees
Aug 31 - Sep 1
Private Entrance Residential Portland
Dining

4. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.4 out of 10, Exceptional, (81 reviews)
"I had a wonderful week at this perfect place. Met my expectations and way more. So walkable all over Portland. I will be back. Thank you so very much."
United States
Margaret H.
The price is ￥26,443
￥80,752 total
includes taxes & fees
Aug 31 - Sep 1
Elegant condo - walk to Portland's best restaurants & Old Port
Property grounds

5. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (38 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is ￥21,981
￥74,375 total
includes taxes & fees
Aug 31 - Sep 1
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Interior

6. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is ￥31,008
￥51,298 total
includes taxes & fees
Sep 1 - Sep 2
Sunny Spot with Private Parking.
Exterior detail

7. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (139 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is ￥31,008
￥48,897 total
includes taxes & fees
Sep 1 - Sep 2
Adorable Portland getaway on the Eastern Promenade
Beach

8. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is ￥44,623
￥75,233 total
includes taxes & fees
Aug 3 - Aug 4
City Amenities, Casco Bay Sunrises and Natural Beauty
Exterior

9. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (106 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is ￥47,220
￥72,572 total
includes taxes & fees
Aug 2 - Aug 3
Ocean View East End Studio in a Historic Victorian
Deluxe Suite, 1 King Bed | Private kitchen | Coffee/tea maker, full-size fridge, microwave, oven

10. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (107 reviews)
"Really nice room and location"
United States
Victoria
The price is ￥49,402
￥65,819 total
includes taxes & fees
Sep 1 - Sep 2
The Weldon Hotel
Interior

11. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (61 reviews)
"Nice place. Good location."
United States
Rob M.
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Beach

12. Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Munjoy Hill
9.8 out of 10, Exceptional, (15 reviews)
"Great space in a nice neighborhood location. "
United States
Sheila G.
The price is ￥40,137
￥78,406 total
includes taxes & fees
Aug 31 - Sep 1
Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Outdoor dining

13. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (10 reviews)
"Jennifer’s VRBO is exactly as cute, clean and cozy as the listing’s photos depict. It is so well maintained that she has living house plants that are thriving 10/10. I can’t wait to stay again!"
United States
Liz P.
The price is ￥43,757
￥69,312 total
includes taxes & fees
Aug 9 - Aug 10
Peaceful & minutes from the Old Port with private parking
Interior

14. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is ￥47,063
￥86,127 total
includes taxes & fees
Aug 3 - Aug 4
NEW 1 BDR-Heart of Munjoy Hill
Smart TV

15. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.2 out of 10, Wonderful, (29 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥38,450
￥58,264 total
includes taxes & fees
Aug 3 - Aug 4
Beautiful 1st Floor Apartment & Amazing Shower
Exterior detail

16. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (182 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is ￥62,488
￥93,504 total
includes taxes & fees
Aug 31 - Sep 1
Glorious getaway on Portland's Eastern Promenade.
Exterior

17. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (11 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is ￥47,220
￥95,131 total
includes taxes & fees
Aug 23 - Aug 24
Willard Square Family Home
Interior

18. East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (38 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is ￥41,979
￥68,987 total
includes taxes & fees
Aug 24 - Aug 25
East end. Walk to food, beer and downtown fun.
Dining

19. Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (53 reviews)
"Great stay. The apartment is cute, clean, and in a perfect location. Parking was easy, and the mattress was very comfortable. Would definitely stay here again."
United States
Victoria M.
The price is ￥37,580
￥57,490 total
includes taxes & fees
Aug 2 - Aug 3
Charming West End Hideaway. Private Parking
Dining

20. Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.6 out of 10, Exceptional, (5 reviews)
"All was great...clean and convenient."
United States
Krista P.
The price is ￥36,231
￥82,812 total
includes taxes & fees
Aug 17 - Aug 18
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Long Island Hotel Reviews

Comfort Inn Saco-Old Orchard Beach

Comfort Inn Saco-Old Orchard Beach

10/10 Excellent
"No"
Jon 1-night trip
Posted 3 hours ago
Comfort Inn Saco-Old Orchard Beach

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 vacation rentals in Long Island?

Yes, we have vacation rentals close to popular local attractions in Long Island, or you can choose a more remote option if you're looking for relaxation. 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.

What are some of the best vacation home rentals that Long Island has to offer?

Long Island Retreat at Sunset Landing close to Portland, Maine: Visitors like this Long Island vacation home rental. It is located by the ocean and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Long Island?

With 6 Expedia vacation rentals, you're sure 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 larger area, you’ll find Maine Mall and Fifth Maine Museum.

What’s a vacation rental in Long Island like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Long Island. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.