Long Island Vacation Rentals from AED 407: Search Short-Term Rentals

Q: 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.

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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!

Deering Center

Kaley

AED 251 total

includes taxes & fees

16 Nov - 17 Nov

A sandy beach with people and a play structure.

2. Sunny Spot with Private Parking

Knightville

Greg Z.

AED 728 total

includes taxes & fees

16 Nov - 17 Nov

A narrow hallway with wooden flooring leading to a bedroom with a bed and a nightstand.

3. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

AED 263 total

includes taxes & fees

16 Nov - 17 Nov

A multi-story building with a stone facade, large windows, and a flat roof with dormer windows.

4. Evalina Hotel

Downtown Portland

Eric

AED 1,462 total

includes taxes & fees

14 Dec - 15 Dec

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

5. The Weldon Hotel

Downtown Portland

Branden

AED 996 total

includes taxes & fees

29 Nov - 30 Nov

A modern room with a desk, chair, and large window.

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

South Portland

Anonymous traveler

AED 407 total

includes taxes & fees

16 Nov - 17 Nov

A beach with people, a play structure, and a view of the sea.

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

Knightville

Kelly S.

AED 863 total

includes taxes & fees

16 Nov - 17 Nov

A living room with a sofa, a coffee table, a TV, and a plant.

8. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Chloe C.

AED 512 total

includes taxes & fees

18 Nov - 19 Nov

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

Munjoy Hill

Ryan B.

AED 769 total

includes taxes & fees

16 Nov - 17 Nov

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!

West Bayside

Rose

AED 448 total

includes taxes & fees

19 Nov - 20 Nov

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

Parkside

Gintare V.

AED 503 total

includes taxes & fees

17 Nov - 18 Nov

A cabin with two chairs facing a fire pit, surrounded by trees.

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

Freeport

Kirt v.

AED 1,553 total

includes taxes & fees

15 Dec - 16 Dec

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

"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."

Gerald B.

AED 1,501 total

includes taxes & fees

17 Nov - 18 Nov

A beach with a wooden chair and a small building in the background.

14. Arlie`s Digs - Willard Beach by Everrow

Willard Beach

Jason M.

AED 1,595 total

includes taxes & fees

18 Nov - 19 Nov

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

West End

Susan d.

AED 1,225 total

includes taxes & fees

16 Nov - 17 Nov

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!

Munjoy Hill

Anonymous traveler

A dining area with a round wooden table surrounded by six chairs, a chandelier, and floral curtains.

17. Three Gables Back Cove by Everrow

Rosemont

Carly B.

A kitchen with white cabinets, a stove, a microwave, and wooden countertops.

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

West End

Britney G.

AED 1,232 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with a door leading to a green house.

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

West End

Gary

AED 927 total

includes taxes & fees

16 Nov - 17 Nov

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

Westbrook

Bianca L.

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Top Long Island Hotel Reviews

Tru by Hilton Portland Airport Area

10/10 Excellent

"Bed was comfortable, breakfast was great, Clean and comfortable, I will be back!!"

Portland Harbor Hotel

10/10 Excellent

"Friendly staff, lovely accommodations, and very convenient valet parking. The only distraction was the $35 a day resort fee charged during our stay. We did not plan on dining or entertainment at the Hotel which would have been applied as a $35 credit to any related expense. If it was an extended stay it would have prompted adjustments to our plans. Otherwise we enjoyed our stay. Thank you. Travel well."

Inn at St John Portland In-Town

10/10 Excellent

"Each room is different, which is fun. I've stayed here many times and always happy with the place. A parking spot comes with the room in one of about 3 different lots very close to the hotel. There is an Asian market immediately next door where you can pick up some unique snacks and stuff too."

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.

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Check prices for these dates

Our top choices for Long Island vacation rentals

1. Great suburban location close to town!

2. Sunny Spot with Private Parking

3. Portland 1-bedroom with enclosed porch & parking

4. Evalina Hotel

5. The Weldon Hotel

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

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

8. Beautiful 1st Floor Apartment & Amazing Shower

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

10. Studio Apartment near downtown Walkable!

11. Bright & Spacious Apartment with Amazing Shower

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

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

14. Arlie`s Digs - Willard Beach by Everrow

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

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

17. Three Gables Back Cove by Everrow

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

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

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

Find vacation rentals that suit your style

Top Long Island Hotel Reviews

Tru by Hilton Portland Airport Area

Portland Harbor Hotel

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

Holiday Inn Portland-By the Bay by IHG

Cambria Hotel Portland Downtown-Old Port

Portland Regency Hotel & Spa

Clarion Hotel Portland Airport ME

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Inn at St John Portland In-Town

Frequently asked questions

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