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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Long Island vacation rentals

A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

1. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
The price is SAR 335
SAR 417 total
includes taxes & fees
18 Oct - 19 Oct
Portland 1-bedroom with enclosed porch & parking
A dining table with chairs, a potted plant, and decorative items.

2. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (9 reviews)
"Location and parking were perfect for our first visit to Portland"
United States
Linda
Willard Beach–Apartment Near Portland & Parks
A living room with a sofa, armchairs, a coffee table, and a potted plant.

3. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
8.8 out of 10, Excellent, (33 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is SAR 348
SAR 686 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful 1st Floor Apartment & Amazing Shower
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

4. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"We had a great stay in Portland! The place was just as described and the hosts were easy to communicate with. A good place for a couple nights within walking distance of all Portland has to offer."
United States
Lucy T.
The price is SAR 296
SAR 565 total
includes taxes & fees
1 Nov - 2 Nov
Studio Apartment near downtown Walkable!
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

5. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (32 reviews)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A multi-story building with a stone facade, large windows, and a corner entrance.

6. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is SAR 1,177
SAR 1,846 total
includes taxes & fees
10 Nov - 11 Nov
Evalina Hotel
A modern house with a wooden exterior, a small garden, and a visible window.

7. 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, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A street lined with buildings, one with a red door and a sign that reads "MINATO".

8. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (153 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is SAR 665
SAR 1,085 total
includes taxes & fees
26 Oct - 27 Oct
Adorable Portland getaway on the Eastern Promenade
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

9. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (37 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is SAR 740
SAR 1,228 total
includes taxes & fees
13 Nov - 14 Nov
Sunny Spot with Private Parking.
A red brick building with a tall chimney, large windows, and a modern extension.

10. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is SAR 729
SAR 1,076 total
includes taxes & fees
2 Nov - 3 Nov
The Weldon Hotel
A beach with a wooden chair and a small building in the background.

11. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (71 reviews)
The price is SAR 905
SAR 1,936 total
includes taxes & fees
9 Nov - 10 Nov
Arlie`s Digs! - One Block To Willard Beach!
A black console table with a mirror above it, a lamp, and a potted plant beside it.

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

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (13 reviews)
"Cute, convenient spot!"
United States
Kelly S.
Peaceful & minutes from the Old Port with private parking
A house with a wooden staircase leading to a door marked with the number 50.

13. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (107 reviews)
"Very nice place, clean, good location. On-street parking was available. Second floor kitchen & bath, so not for those with issues with stairs, but fine for us. Would stay again!"
United States
Gary
The price is SAR 426
SAR 1,013 total
includes taxes & fees
3 Nov - 4 Nov
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

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

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (85 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
Elegant condo - walk to Portland's best restaurants & Old Port
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

15. 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, (62 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is SAR 426
SAR 1,459 total
includes taxes & fees
20 Oct - 21 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A gym with treadmills, elliptical machines, and exercise balls.

16. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.2 out of 10, Wonderful, (21 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
The price is SAR 432
SAR 553 total
includes taxes & fees
5 Nov - 6 Nov
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A modern living room with a wooden dining table, chairs, a TV, and a bookshelf.

17. 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, (47 reviews)
"Very comfortable and stocked well. Lacked for nothing and able to walk to most places. Host checked in which was very nice. Enjoyed Portland."
United States
sheila g.
The price is SAR 801
SAR 1,390 total
includes taxes & fees
25 Oct - 26 Oct
East end. Walk to food, beer and downtown fun.
A stone fireplace with a TV mounted above it, a wooden mantel, and a hanging light fixture.

18. The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace
Freeport
10.0 out of 10, Exceptional, (15 reviews)
"Cottage is just as described. Great place to stay for a few nights to explore the area.Easy walk to Outlets and Restaurants."
United States
Joanne H.
The Outlet Studio, Rustic Comfort w Fireplace
A room with a wooden floor, a round table, two chairs, a sofa, and a patterned rug.

19. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (15 reviews)
"Fantastic little spot. Great location and easy to find parking even if not using what is reserve. Home had everything necessary for a stay. Hosts were prompt with communication."
United States
Susan
The price is SAR 747
SAR 1,584 total
includes taxes & fees
27 Oct - 28 Oct
NEW 1 BDR-Heart of Munjoy Hill
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

20. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (93 reviews)
"Excellent property in Portland. Clean with amenities needed for any stay. Easy access to downtown. Hosts communicate exceptionally well and property is everything it promotes!"
United States
Adam Y.
The price is SAR 387
SAR 1,416 total
includes taxes & fees
1 Nov - 2 Nov
Walk to Old Port ♦ West End Condo ♦ Parking
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

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

8/10 Good
"Great location. Nice staff."
Marc 1-night trip
Posted less than an hour ago
Portland Regency Hotel & Spa

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?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat: Visitors like this Long Island vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 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 5 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 East End Beach and Willard Beach.

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.