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

Long Island Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Long Island vacation rentals

A compact living space with a sofa, a coffee table, a TV on a stand, a floor lamp, and a bookshelf.

1. Great suburban location close to town!

Great suburban location close to town!
Deering Center
9.4 out of 10, Exceptional, (6 reviews)
"We were staying here for the sake of being able to see a show at Good Theater. The theater itself ended up being within walking distance, and same for a few different places to eat! This worked out great for our plans :)"
United States
Kaley
$68 nightly
The price is $68
Nov 16 - Nov 17
Total with taxes and fees
Great suburban location close to town!
A sandy beach with people and a play structure.

2. Sunny Spot with Private Parking

Sunny Spot with Private Parking
Knightville
9.8 out of 10, Exceptional, (38 reviews)
"Great property. Cute place. Note that there are very steep steps to get into the place, which is a conveyed attic."
United States
Greg Z.
$181 nightly
The price is $198
Nov 15 - Nov 16
Total with taxes and fees
Sunny Spot with Private Parking
A narrow hallway with wooden flooring leading to a bedroom with a bed and a nightstand.

3. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
7.8 out of 10, Good, (19 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.
$71 nightly
The price is $72
Nov 15 - Nov 16
Total with taxes and fees
Portland 1-bedroom with enclosed porch & parking
A multi-story building with a stone facade, large windows, and a flat roof with dormer windows.

4. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (19 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
$358 nightly
The price is $390
Dec 14 - Dec 15
Total with taxes and fees
Evalina Hotel
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

5. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (131 reviews)
"It was so spacious, kitchen area was well kept and they have QR codes to help travels understand how to use certain things"
United States
Branden
$252 nightly
The price is $268
Dec 1 - Dec 2
Total with taxes and fees
The Weldon Hotel
A modern room with a desk, chair, and large window.

6. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.4 out of 10, Exceptional, (23 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
$102 nightly
The price is $111
Nov 16 - Nov 17
Total with taxes and fees
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A beach with people, a play structure, and a view of the sea.

7. Peaceful & minutes from Old Port w/private parking

Peaceful & minutes from Old Port w/private parking
Knightville
9.8 out of 10, Exceptional, (14 reviews)
"Cute, convenient spot!"
United States
Kelly S.
$215 nightly
The price is $235
Nov 15 - Nov 16
Total with taxes and fees
Peaceful & minutes from Old Port w/private parking
A living room with a sofa, a coffee table, a TV, and a plant.

8. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
8.6 out of 10, Excellent, (35 reviews)
"Good price, decent location, clean, and affordable"
United States
Chloe C.
$128 nightly
The price is $139
Nov 18 - Nov 19
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

9. 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)
"Everything you need, very clean, close to the water and easily walkable to many things. Would definitely stay again!"
United States
Ryan B.
$192 nightly
The price is $209
Nov 16 - Nov 17
Total with taxes and fees
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

10. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (27 reviews)
"Location was convenient to everything and building was super secure."
United States
Rose
$121 nightly
The price is $122
Nov 19 - Nov 20
Total with taxes and fees
Studio Apartment near downtown Walkable!
A modern kitchen with wooden cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

11. Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (29 reviews)
"Lovely apartment, in a pristine location. Very spacious and comfortable all around. Highly recommended this place for your next stay in Portland, Maine!"
United States
Gintare V.
$126 nightly
The price is $137
Nov 17 - Nov 18
Total with taxes and fees
Bright & Spacious Apartment with Amazing Shower
A cabin with two chairs facing a fire pit, surrounded by trees.

12. Cabin w/ bath + kitchenette | Hot tub add-on - 03

Cabin w/ bath + kitchenette | Hot tub add-on - 03
Freeport
9.8 out of 10, Exceptional, (10 reviews)
"A lovely glamping facility with several different types of structure in a quiet, wooded area just a couple miles from downtown Freeport. They've built a beautiful spa with sauna, cold plunge, hot tub, and soaking pool, the unit we stayed in was bright and airy, had an outdoor fire pit. We stayed three nights, will definitely stop here again!"
United States
Kirt v.
$235 nightly
The price is $256
Nov 15 - Nov 16
Total with taxes and fees
Cabin w/ bath + kitchenette | Hot tub add-on - 03
A beach with clear water, people swimming, and houses in the background.

13. Willard By the Sea - 30 ft to the beach- 2nd floor

Willard By the Sea - 30 ft to the beach- 2nd floor
Willard
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic beach location and comfortable unit equipped with air conditioning (essential during the heat wave that occurred during our stay). Clean rooms, good size and full kitchen; comfortable furnishings.Only caution is that this is a beach-side location and appears to have a bit of a price premium for that reason. It’s justified but only if you’re planning to make good use of the beach."
United States
Gerald B.
$389 nightly
The price is $409
Nov 17 - Nov 18
Total with taxes and fees
Willard By the Sea - 30 ft to the beach- 2nd floor
A beach with a wooden chair and a small building in the background.

14. Arlie`s Digs - Willard Beach by Everrow

Arlie`s Digs - Willard Beach by Everrow
Willard Beach
10.0 out of 10, Exceptional, (73 reviews)
"Great stay!"
United States
Jason M.
$395 nightly
The price is $430
Nov 30 - Dec 1
Total with taxes and fees
Arlie`s Digs - Willard Beach by Everrow
A backyard with a white wooden fence, a small bush, a white wicker bench, and a stone wall in the background.

15. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
West End
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
$306 nightly
The price is $333
Nov 16 - Nov 17
Total with taxes and fees
1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
A room with two wicker chairs, a potted plant, and a view of a body of water and buildings through large windows with blinds.

16. 2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!

2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!
Munjoy Hill
10.0 out of 10, Exceptional, (6 reviews)
"Lovely clean property in a really great location. Walkable to town center! Perfect !"
United States
Anonymous traveler
$375 nightly
The price is $408
Nov 18 - Nov 19
Total with taxes and fees
2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!
A porch with a green exterior, a black railing, and a chair with a cushion.

17. Three Gables Back Cove by Everrow

Three Gables Back Cove by Everrow
Rosemont
10.0 out of 10, Exceptional, (15 reviews)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
$423 nightly
The price is $461
Nov 16 - Nov 17
Total with taxes and fees
Three Gables Back Cove by Everrow
A kitchen with white cabinets, a stove, a microwave, and wooden countertops.

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

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (98 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
$308 nightly
The price is $336
Nov 16 - Nov 17
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
A house with a wooden staircase leading to a door marked with the number 50.

19. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port

1200 sq ft ♦ West End Gem ♦ Steps from Old Port
West End
9.2 out of 10, Wonderful, (111 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
$232 nightly
The price is $252
Nov 16 - Nov 17
Total with taxes and fees
1200 sq ft ♦ West End Gem ♦ Steps from Old Port
A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

20. Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Westbrook
10.0 out of 10, Exceptional, (16 reviews)
"Excellent location, the hosts are very responsive and an absolute pleasure to work with. The home was clean, inviting and easy to check in."
United States
Bianca L.
$374 nightly
The price is $408
Nov 17 - Nov 18
Total with taxes and fees
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
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 Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Old hotel recently updated. Great location in Old Port in walking distance of restaurants and shop. Very helpful staff. Easy valet parking. They charge a resort fee but you get it back as credit to use for breakfast or at the bar. Great outdoor patio area with gas fire pit. Great vibe for adult travelers."
Eric 2-night trip
Posted 11 hours ago
Portland Harbor Hotel

Find out more about Long Island

Everything you need to know about Long Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Long Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Long Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Long Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Long Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Long Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Long Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.