Long Island Vacation Rentals from ￥18,848: 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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In two weeks

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Our top choices for Long Island vacation rentals

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

1. The Weldon Hotel

Downtown Portland

Victoria

￥42,870 total

includes taxes & fees

Nov 30 - Dec 1

A multi-story building with a stone facade, large windows, and a corner entrance.

2. Evalina Hotel

Downtown Portland

Rick

￥63,027 total

includes taxes & fees

Dec 2 - Dec 3

A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

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

Munjoy Hill

Aimee S.

￥34,348 total

includes taxes & fees

Nov 3 - Nov 4

A spacious living area with a wooden floor, a white sofa, and a dining table with chairs. There is a kitchen area with a metal cabinet and a hanging light fixture.

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

Willard Beach

Jason M.

An outdoor seating area with two wicker chairs and a table, a large shade sail, and a view of the ocean.

5. City Amenities, Casco Bay Sunrises and Natural Beauty

East Deering

Arlene L.

A gray house with a black front door, white trim, and a number 70 sign.

6. Vintage Maine & Modern Convenience in Portlands Exclusive East End

Munjoy Hill

maureen

￥74,714 total

includes taxes & fees

Nov 22 - Nov 23

7. Spacious 3 BR in Portland's Libbytown!

Portland

Brittney C.

A modern kitchen with a central island, stainless steel appliances, and contemporary artwork.

8. A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking

Munjoy Hill

Benton M.

￥58,005 total

includes taxes & fees

Nov 2 - Nov 3

A room with a wooden bench, a red guitar, and a plant on a table.

9. Prime Old Port 3BR • Free Parking • Sleeps 8

Downtown Portland

Juliet S.

￥125,907 total

includes taxes & fees

Nov 2 - Nov 3

A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

10. Great suburban location close to town!

Deering Center

Kaley

￥12,302 total

includes taxes & fees

Nov 3 - Nov 4

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

11. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

￥11,987 total

includes taxes & fees

Nov 2 - Nov 3

A modern living room with a wooden dining table, chairs, a TV, and a bookshelf.

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

Munjoy Hill

Jordan M.

￥55,043 total

includes taxes & fees

Nov 2 - Nov 3

A narrow hallway with a kitchen area on the right, featuring modern appliances and a view of the outdoors through large windows.

13. Luxury Condo Downtown Portland Old Port

Downtown Portland

Erin

￥50,835 total

includes taxes & fees

Nov 2 - Nov 3

A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

14. Bright & Spacious Apartment with Amazing Shower

Parkside

Gintare V.

￥22,102 total

includes taxes & fees

Nov 2 - Nov 3

A room with a wooden floor, a round table, two chairs, a sofa, and a patterned rug.

15. NEW 1 BDR-Heart of Munjoy Hill

Munjoy Hill

Susan

A two-story house with a covered front porch and a brick foundation.

16. Three Gables Back Cove by Everrow

Rosemont

Carly B.

￥71,170 total

includes taxes & fees

Nov 3 - Nov 4

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

17. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Jocelyn R.

￥22,585 total

includes taxes & fees

Nov 5 - Nov 6

A living room with a green sofa, a glass coffee table, and a small orange ottoman. There is a dining table with chairs, a lamp, and a potted plant.

18. West End Bright Spot with Parking.

West End

Luke E.

￥49,564 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with a central island, two stools, skylights, and a view of the outdoors.

19. East End Guesthouse

Munjoy Hill

Ashleigh F.

￥60,452 total

includes taxes & fees

Nov 19 - Nov 20

A house with a wooden staircase leading to a door marked with the number 50.

20. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

West End

Gary

￥41,485 total

includes taxes & fees

Nov 3 - Nov 4

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Top Long Island Hotel Reviews

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

10/10 Excellent

"My stay was pleasant from start to finish. Lovely receptionist. Special shout out to Srini for navigating me on how to use my remote to educating me on their delicious coffee. Great breakfast. Also they have a special section of what the area has for attractions along with a visual screen. This will be my place for future stays."

Hilton Garden Inn Portland Downtown Waterfront

8/10 Good

"Everything was great for our 2 nights girls trip of 3 of us staying in Portland. The staff was very friendly and helpful, even helping us choose a couple of restaurants. The rooms were very clean and the beds surprisingly comfortable. Not too hard and not too soft but on the firm side. We paid a little extra for our stay on breakfast which was ok for some of the choices, but also more than we expected. The coffee, however, was awful which was a big disappointment because we all want our coffee in the morning! My big complaint, which was a really big one for me and one of my friends, was this strong odor of either cleaning product or freshener or both in the rooms and hallways. If you have any allergies to scents or chemicals, please beware. We were suffering from headaches, burning eyes and ears and generally feeling a little ill and it was better when we were outside. It was a real drag considering the otherwise wonderful stay. I mentioned it to the front desk checking out and they were very gracious about it. Don’t know if things will change but thought I’d mention it because it was pretty bad."

Find out more about Long Island

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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. The Weldon Hotel

2. Evalina Hotel

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

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

5. City Amenities, Casco Bay Sunrises and Natural Beauty

6. Vintage Maine & Modern Convenience in Portlands Exclusive East End

7. Spacious 3 BR in Portland's Libbytown!

8. A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking

9. Prime Old Port 3BR • Free Parking • Sleeps 8

10. Great suburban location close to town!

11. Portland 1-bedroom with enclosed porch & parking

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

13. Luxury Condo Downtown Portland Old Port

14. Bright & Spacious Apartment with Amazing Shower

15. NEW 1 BDR-Heart of Munjoy Hill

16. Three Gables Back Cove by Everrow

17. Beautiful 1st Floor Apartment & Amazing Shower

18. West End Bright Spot with Parking.

19. East End Guesthouse

20. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

Find vacation rentals that suit your style

Top Long Island Hotel Reviews

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

Inn at St John Portland In-Town

Spark by Hilton Portland Airport Maine Mall

Clarion Pointe South Portland

Hilton Garden Inn Portland Downtown Waterfront

Portland Harbor Hotel

Hampton Inn Portland Downtown - Waterfront

Find out more about Long Island

Frequently asked questions

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