Holiday Rentals Long Island from £117: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Long Island has to offer?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat : This holiday home rental outside of Long Island is located on the beach, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Long Island holiday rentals

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

1. Great suburban location close to town!

Deering Center

Peter H.

includes taxes & fees

25 Oct - 26 Oct

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

2. Portland 1-bedroom with enclosed porch & parking

Deering Center

Lance

includes taxes & fees

14 Oct - 15 Oct

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

3. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Jocelyn R.

includes taxes & fees

7 Oct - 8 Oct

A dining table with chairs, a potted plant, and decorative items.

4. Willard Beach–Apartment Near Portland & Parks

Willard Beach

Linda

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

5. Studio Apartment near downtown Walkable!

West Bayside

Krysta

includes taxes & fees

1 Nov - 2 Nov

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

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

Munjoy Hill

Emily N.

includes taxes & fees

1 Nov - 2 Nov

A wooden house with a deck and a stone pathway leading to a grassy area.

7. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Freeport

Hana L.

includes taxes & fees

20 Oct - 21 Oct

A modern house with a wooden exterior, a small garden, and a visible window.

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

East Bayside

Mallory D.

includes taxes & fees

20 Oct - 21 Oct

A street lined with buildings, one with a red door and a sign that reads "MINATO".

9. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

includes taxes & fees

20 Oct - 21 Oct

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

10. Evalina Hotel

Downtown Portland

Eric

includes taxes & fees

3 Nov - 4 Nov

A black console table with a mirror above it, a lamp, and a potted plant beside it.

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

Knightville

Kelly S.

includes taxes & fees

1 Nov - 2 Nov

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

12. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

Susan d.

includes taxes & fees

2 Nov - 3 Nov

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

13. Mid Coast Getaway w/ water views

West Point

Rebecca

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

14. Sunny Spot with Private Parking.

Knightville

Irish D.

includes taxes & fees

8 Oct - 9 Oct

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

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

Willard Beach

Melissa M.

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

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

East Bayside

Nancy S.

includes taxes & fees

8 Oct - 9 Oct

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

17. The Weldon Hotel

Downtown Portland

Victoria

includes taxes & fees

2 Nov - 3 Nov

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

18. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

West End

Gary

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a covered porch, a garage, and a front yard with potted plants.

19. Large suite/private bath/private entrance on quiet street near Thomas Bay

Brunswick

DENESE

includes taxes & fees

3 Nov - 4 Nov

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

West End

Britney G.

includes taxes & fees

26 Oct - 27 Oct

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Top Long Island Hotel Reviews

Clarion Pointe South Portland

10/10 Excellent

"We were traveling with our adult son who is disabled and his caregiver. Our rooms were comfortable and clean and the facility as a whole was accessible and convenient. Breakfast was good, with hot and cold selections."

Find out more about Long Island

Everything you need to know about Long Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Long Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Long Island holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Long Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Long Island holiday rentals we have selected for you start as low as £117 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Long Island rentals

At Expedia, we put the best Long Island holiday 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 holiday.

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.

Frequently asked questions

Are there holiday rentals in Long Island?

Yes, there are holiday rentals close to the most popular sights in Long Island, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Long Island has to offer?

The Perfect Beach Escape: Cozy 4-Bedroom Retreat: This holiday home rental outside of Long Island is located on the beach, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Long Island?

With 5 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find East End Beach and Willard Beach.

What’s a holiday rental in Long Island like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Long Island. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.

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Check prices for these dates

Our top choices for Long Island holiday rentals

1. Great suburban location close to town!

2. Portland 1-bedroom with enclosed porch & parking

3. Beautiful 1st Floor Apartment & Amazing Shower

4. Willard Beach–Apartment Near Portland & Parks

5. Studio Apartment near downtown Walkable!

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

7. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

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