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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (121 reviews)
"Really nice room and location"
United States
Victoria
$460 nightly
The price is $495
Oct 27 - Oct 28
Total with taxes and fees
The Weldon Hotel
A wooden bench on a rocky shore overlooking a calm body of water.

2. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (133 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
City Amenities, Casco Bay Sunrises and Natural Beauty

3. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
10.0 out of 10, Exceptional, (112 reviews)
"Fantastic host, fantastic place, fantastic location. 30 second walk out to a massive green lawned park overlooking the water. Easy stroll downtown. Dan was a very friendly, welcoming, and accommodating host. We had a great stay and would return again."
United States
Ryan S.
$399 nightly
The price is $435
Sep 27 - Sep 28
Total with taxes and fees
Ocean View East End Studio in a Historic Victorian
A multi-story building with a stone facade, large windows, and a corner entrance.

4. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (13 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
$654 nightly
The price is $713
Oct 25 - Oct 26
Total with taxes and fees
Evalina Hotel
A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

5. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (81 reviews)
"Everything was very well stocked!"
United States
Sally O.
$963 nightly
The price is $1,049
Sep 28 - Sep 29
Total with taxes and fees
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
A street lined with buildings, one with a red door and a sign that reads "MINATO".

6. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (184 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
$354 nightly
The price is $386
Sep 28 - Sep 29
Total with taxes and fees
Glorious getaway on Portland's Eastern Promenade.
A modern kitchen with a central island, bar stools, pendant lighting, and a large refrigerator.

7. Harborview - Curated East End Escape w/ Parking

Harborview - Curated East End Escape w/ Parking
Munjoy Hill
10.0 out of 10, Exceptional, (14 reviews)
"5 star in every way"
United States
Doug F.
$863 nightly
The price is $941
Oct 25 - Oct 26
Total with taxes and fees
Harborview - Curated East End Escape w/ Parking
A dining table with chairs, a potted plant, and decorative items.

8. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (7 reviews)
"Excellent in every way."
United States
Robert B.
$302 nightly
The price is $329
Sep 29 - Sep 30
Total with taxes and fees
Willard Beach–Apartment Near Portland & Parks
A garden with a stone wall, a small pond, and various plants.

9. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (20 reviews)
"Great place with beautiful interiors Impeccably clean!"
United States
Janet S.
$502 nightly
The price is $547
Sep 28 - Sep 29
Total with taxes and fees
4br2ba House parking A Peaceful Oasis on Munjoy Hill
A black console table with a mirror above it, a lamp, and a potted plant beside it.

10. 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.
$305 nightly
The price is $332
Sep 27 - Sep 28
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
A wide beach with people walking and a few dogs.

11. Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Munjoy Hill
9.6 out of 10, Exceptional, (18 reviews)
"Loved the place! Very eclectic. Easy walk to downtown. Definitely will be back!"
United States
Cameron H.
$495 nightly
The price is $540
Sep 28 - Sep 29
Total with taxes and fees
Island View House BnB Self Check-In # 4 / Free Off-Street Parking
A beach with a wooden chair and a small building in the background.

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

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
$435 nightly
The price is $474
Oct 26 - Oct 27
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
A street lined with buildings, one with a red door and a sign that reads "MINATO".

13. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (148 reviews)
"Owner was so accommodating!"
United States
Kiernan
$242 nightly
The price is $264
Sep 27 - Sep 28
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade
A spacious living room with large windows, a sofa, a coffee table, and a view of the city.

14. Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood

Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
Munjoy Hill
10.0 out of 10, Exceptional, (20 reviews)
"Great host and very clean, comfortable stay! We all wished we would have had more time here and loved every bit of our stay. Sunrise on the rooftop deck, city lights up there at night. It was wonderful! We hope to return someday! "
United States
JESSICA S.
$425 nightly
The price is $464
Oct 25 - Oct 26
Total with taxes and fees
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
A restaurant window with 'OYSTER CO. EVENTIDE' signage, indicating a raw bar, chowders, and cocktails.

15. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (44 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
$441 nightly
The price is $481
Sep 27 - Sep 28
Total with taxes and fees
Modern & Sunny House Steps from the Promenade.
A loft-style living area with a staircase, leather sofas, a patterned rug, and a painting on the wall.

16. Superb Location! Heart of Old Port-Spacious Apartment

Superb Location! Heart of Old Port-Spacious Apartment
Downtown Portland
10.0 out of 10, Exceptional, (32 reviews)
"The location is the best! It is right in the middle of what Portland has to offer."
United States
Nicole V.
Superb Location! Heart of Old Port-Spacious Apartment
A two-story house with a balcony, a covered patio, and a fenced yard.

17. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (108 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
$573 nightly
The price is $625
Oct 6 - Oct 7
Total with taxes and fees
The Globe House on Munjoy Hill - Walk to Breweries
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

18. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (34 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.
$282 nightly
The price is $307
Sep 29 - Sep 30
Total with taxes and fees
Sunny Spot with Private Parking.
A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

19. Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
10.0 out of 10, Exceptional, (20 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
$826 nightly
The price is $900
Oct 20 - Oct 21
Total with taxes and fees
Spacious 4-bedroom house located in the heart of Portland, ME.
A modern kitchen with a central island, stainless steel appliances, and contemporary artwork.

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

A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
Munjoy Hill
10.0 out of 10, Exceptional, (8 reviews)
"This apartment was perfect. Great location, spotlessly clean, very spacious rooms and comfortable beds. Thank you Ani for letting us stay in your lovely apartment. "
United States
Lauren
$409 nightly
The price is $446
Oct 26 - Oct 27
Total with taxes and fees
A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + 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

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

8/10 Good
"This property needs new carpet in the halls. They're really nasty looking. I was so glad there was no carpet in the room! The room was clean ."
Andrea 2-night trip
Posted 1 hour ago
Comfort Inn South Portland Airport

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 $161 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.