Long Island Holiday Rentals

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Holiday Rentals in Long Island

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (86)
"Absolutely beautiful place to stay. "
United States
James
The price is AU$422
includes taxes & fees
7 Dec - 8 Dec
The Weldon Hotel

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Brunswick
10.0 out of 10, Exceptional, (144)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is AU$186
includes taxes & fees
16 Nov - 17 Nov
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

Old Orchard Beach
10.0 out of 10, Exceptional, (32)
"Great location and great host. "
United States
Dwight P.
The price is AU$688
includes taxes & fees
16 Nov - 17 Nov
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick
8.4 out of 10, Very good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is AU$409
includes taxes & fees
16 Nov - 17 Nov
Brunswick Downtown Sugar Cube next to Bowdoin

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Old Orchard Beach
8.0 out of 10, Very good, (24)
"Cozy little cotrage"
United States
craig H.
The price is AU$300
includes taxes & fees
27 Nov - 28 Nov
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Sunny Spot with Private Parking.

2.0 star property
Knightville
9.8 out of 10, Exceptional, (24)
"Had a great stay here! The place was very clean and well-equipped. Convenient parking and a short drive to Portland center. Would stay here again!"
United States
Emre G.
The price is AU$302
includes taxes & fees
16 Nov - 17 Nov
Sunny Spot with Private Parking.

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable and homey Great location to the outlets. "
United States
Patricia C.
The price is AU$254
includes taxes & fees
16 Nov - 17 Nov
The Outlet Studio, Rustic Comfort w Fireplace

Adorable Portland getaway on the Eastern Promenade

Munjoy Hill
9.6 out of 10, Exceptional, (125)
"Welcoming small apartment in a beautiful Portland neighborhood. Clean and stocked with everything we needed. Very helpful hosts. "
United States
Annalise M.
The price is AU$290
includes taxes & fees
16 Nov - 17 Nov
Adorable Portland getaway on the Eastern Promenade

Fantastic Waterfront Views

West Point
9.6 out of 10, Exceptional, (13)
"The place is amazing with lots of room for a family, and great views of the water from almost everywhere. The neighborhood is quiet and the people were very friendly. "
United States
Joseph V.
The price is AU$420
includes taxes & fees
1 Dec - 2 Dec
Fantastic Waterfront Views

Beautiful 1st Floor Apartment & Amazing Shower

Parkside
9.0 out of 10, Wonderful, (25)
"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"
United States
Lillian L.
The price is AU$244
includes taxes & fees
26 Nov - 27 Nov
Beautiful 1st Floor Apartment & Amazing Shower

Modern, Luxurious Cabin in the Woods - 03

Freeport
10.0 out of 10, Exceptional, (6)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is AU$359
includes taxes & fees
2 Dec - 3 Dec
Modern, Luxurious Cabin in the Woods - 03

Little Lincoln beautiful home

Brunswick
9.0 out of 10, Wonderful, (13)
"Nice little cottage, lots of sun, great layout, full kitchen which is so important to me, and less than a block to the commercial center! Plenty of parking, easy to unload and load my car, only a step up or two into the property which was perfect for my very small dog. "
United States
Linda B.
The price is AU$366
includes taxes & fees
17 Nov - 18 Nov
Little Lincoln beautiful home

Serenity between the lakes and seashore

Westbrook
9.8 out of 10, Exceptional, (23)
"Good location near lots of hiking and not far from Portland "
United States
Laura P.
The price is AU$480
includes taxes & fees
29 Nov - 30 Nov
Serenity between the lakes and seashore

Classic New England 1st Floor 3 BR Downtown Brunswick

Brunswick
9.6 out of 10, Exceptional, (9)
"Nothing beats this location! All parts of town and campus are within walking distance. Host was very communicative and space was super comfortable."
United States
Jeanne P.
The price is AU$522
includes taxes & fees
23 Nov - 24 Nov
Classic New England 1st Floor 3 BR Downtown Brunswick

Peaceful & minutes from the Old Port with private parking

Knightville
9.8 out of 10, Exceptional, (7)
"My husband and I had a wonderful weekend in South Portland and enjoyed the central location and charming touches of Jennifer’s apartment. The space is lovely, exactly as described in the listing. The communication was clear and detailed. We will definitely return!"
United States
Caitlin C.
The price is AU$334
includes taxes & fees
20 Nov - 21 Nov
Peaceful & minutes from the Old Port with private parking

Waterfront Access with Kayaks, Private Deck and a Firepit

2.0 star property
Gray
10.0 out of 10, Exceptional, (3)
"Comfortably fit the eight of us who stayed for a family wedding."
United States
Jason G.
The price is AU$1,128
includes taxes & fees
24 Nov - 25 Nov
Waterfront Access with Kayaks, Private Deck and a Firepit

Saco/Old Orchard Beach Get Away

2.0 star property
Saco
10.0 out of 10, Exceptional, (3)
"the apartment was perfect! It was clean and comfortable. Bed and pillows were great. Walking distance to some really sweet coffe shops. We fell in love with Swell! Thank you for being so patient with us as navigated some excited kids after long days of playing lacrosse! Great hosts!! "
United States
Jessica L.
The price is AU$530
includes taxes & fees
23 Nov - 24 Nov
Saco/Old Orchard Beach Get Away

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Saco
10.0 out of 10, Exceptional, (13)
"perfect for a couple wanting something that is clean and cozy near beaches in Maine"
United States
Karalyn K.
The price is AU$435
includes taxes & fees
17 Nov - 18 Nov
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Beach across the Street. Pets OK

Old Orchard Beach
8.6 out of 10, Excellent, (31)
"Perfect spot! Right near the beach and walking distance to all the best places. Very clean and chill little place perfect for what I was going for."
United States
Dom C.
The price is AU$280
includes taxes & fees
17 Nov - 18 Nov
Beach across the Street. Pets OK

Adorable 1 bedroom cabin only 50 ft from beach#1

Old Orchard Beach
10.0 out of 10, Exceptional, (3)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is AU$361
includes taxes & fees
16 Nov - 17 Nov
Adorable 1 bedroom cabin only 50 ft from beach#1
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

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, 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 favourite 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 depend 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 AU$218 per night. Entering your travel dates in the search wizard might find you 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?

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Long Island is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 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 7 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 Aquaboggan Water Park, or get outside and enjoy nature at Sand Beach. In the wider area, you’ll find East End Beach and Bug Light.

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.