Long Island Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Long Island vacation rentals

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

Apartment in Brunswick

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
10.0 out of 10, Exceptional, (145)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is ￥14,053
￥18,722 total
includes taxes & fees
Dec 30 - Dec 31
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Dining
Escape to Positive Outlook

Vacation Home in West Point

Escape to Positive Outlook
10.0 out of 10, Exceptional, (3)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is ￥13,152
￥29,662 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Escape to Positive Outlook
Interior
Brunswick Downtown Sugar Cube next to Bowdoin

Apartment in Brunswick

Brunswick Downtown Sugar Cube next to Bowdoin
8.4 out of 10, Very Good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is ￥14,833
￥41,186 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Brunswick Downtown Sugar Cube next to Bowdoin
Fridge, microwave, oven, stovetop
Pine Point Beach private, quaint, charming studio.

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
2.0 star property
10.0 out of 10, Exceptional, (24)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
The price is ￥12,491
￥31,145 total
includes taxes & fees
Dec 28 - Dec 29
Pine Point Beach private, quaint, charming studio.
Dining
Sunny Spot with Private Parking.

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is ￥15,146
￥31,486 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Sunny Spot with Private Parking.
Terrace/patio
Modern, Luxurious, Cabin in the Woods - 17

Cabin in Freeport

Modern, Luxurious, Cabin in the Woods - 17
10.0 out of 10, Exceptional, (3)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is ￥28,652
￥49,321 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Modern, Luxurious, Cabin in the Woods - 17
Interior
Adorable Portland getaway on the Eastern Promenade

Apartment in Munjoy Hill

Adorable Portland getaway on the Eastern Promenade
9.6 out of 10, Exceptional, (127)
"Very convenient location. Comfortable accommodation! I would stay here again. "
United States
Cynthia W.
The price is ￥11,547
￥25,351 total
includes taxes & fees
Dec 28 - Dec 29
Adorable Portland getaway on the Eastern Promenade
3 bedrooms, WiFi
Fantastic Waterfront Views

Vacation Home in West Point

Fantastic Waterfront Views
9.6 out of 10, Exceptional, (14)
"The views are amazing! A very relaxing place to be, and the house was clean and comfortable. "
United States
Monika G.
The price is ￥24,592
￥48,036 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Fantastic Waterfront Views
Exterior detail
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Cottage in Old Orchard Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
8.0 out of 10, Very Good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is ￥15,614
￥33,868 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Exterior
Cheerful 1 bedroom cottage only 50ft from beach

Cottage in Old Orchard Beach

Cheerful 1 bedroom cottage only 50ft from beach
10.0 out of 10, Exceptional, (2)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is ￥17,019
￥30,464 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cheerful 1 bedroom cottage only 50ft from beach
Outdoor dining
Waterfront Access with Kayaks, Private Deck and a Firepit

Cabin in Gray

Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveler
The price is ￥20,980
￥106,744 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Waterfront Access with Kayaks, Private Deck and a Firepit
Outdoor dining
Peaceful & minutes from the Old Port with private parking

Apartment in Knightville

Peaceful & minutes from the Old Port with private parking
9.8 out of 10, Exceptional, (7)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is ￥15,302
￥33,188 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Peaceful & minutes from the Old Port with private parking
Outdoor dining
Camp Forever cottage

Vacation Home in Harpswell

Camp Forever cottage
9.6 out of 10, Exceptional, (58)
"Perfect location on the water for a weekend getaway"
United States
Lydia G.
The price is ￥29,510
￥52,589 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Camp Forever cottage
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Condo in Munjoy Hill

Cozy, Elegant and Bright 2 bed in the East End
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is ￥14,373
￥35,463 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy, Elegant and Bright 2 bed in the East End
Property grounds
Welcome to our BoHo Treehouse!

Apartment in Downtown Saco

Welcome to our BoHo Treehouse!
2.0 star property
10.0 out of 10, Exceptional, (8)
"The property was as advertised and very charming for myself and my partner. Checkin and checkout was smooth and easy, and the host was kind enough to let us check out a little later than advertised. Would stay here again."
United States
Benjamin A.
The price is ￥20,298
￥44,590 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Welcome to our BoHo Treehouse!
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Parkside

Beautiful 1st Floor Apartment & Amazing Shower
9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥10,992
￥24,746 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Beautiful 1st Floor Apartment & Amazing Shower
Smart TV, books
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Apartment in Brunswick

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
9.8 out of 10, Exceptional, (28)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
The price is ￥21,079
￥54,292 total
includes taxes & fees
Dec 28 - Dec 29
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
1 bedroom, WiFi, bed sheets
Studio Apartment near downtown Walkable!

Apartment in West Bayside

Studio Apartment near downtown Walkable!
8.4 out of 10, Very Good, (7)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is ￥9,864
￥21,106 total
includes taxes & fees
Dec 29 - Dec 30
Studio Apartment near downtown Walkable!
TV
In-town no frills 2 bedroom apt

Apartment in West Bayside

In-town no frills 2 bedroom apt
8.6 out of 10, Excellent, (16)
"Good place to stay in. Safe. However, it would be good to know about the steep and narrow spiral staircase, in case you have lots of heavy luggage."
United States
Omar S.
The price is ￥13,116
￥24,327 total
includes taxes & fees
Jan 1 - Jan 2, 2026
In-town no frills 2 bedroom apt
Beach nearby
Escape to the Beach! Cozy Condo in downtown OOB.

Condo in Old Orchard Beach

Escape to the Beach! Cozy Condo in downtown OOB.
9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is ￥14,053
￥31,997 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Escape to the Beach! Cozy Condo in downtown OOB.
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"This was the best airport hotel I’ve ever stayed at. Everything was perfect - easy check in, quick and delicious room service and prompt shuttle service less than 2 minutes drive from PWM. Everywhere (rooms, hallways, lobby) was spotless and customer service very friendly throughout. Ours was a short stay so we didn’t even take advantage of the evening reception or free breakfast but they looked nice and further adds to the great value of this property. Loved the flight monitors in the lobby so you can track delays in real time and a convenient kiosk with an above average wine selection for this type of shop. I would 100% recommend booking this hotel. "
Jill 1-night trip
Posted 18 hours ago
Embassy Suites by Hilton Portland Maine

Find out more about Long Island

Search for holiday rentals in Long Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Long Island using one of the methods below:

  • View our selection of featured holiday rentals in Long Island
  • Use the map to find apartments and other holiday homes in the Long Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Long Island while they last

Look no further and take a look at our great range of rental properties in Long Island!

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?

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families! : Visitors like this Long Island vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Long Island?

With 7 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 Company and Museum, or get outside and enjoy nature at Sand Beach. In the larger area, you’ll find Fifth Maine Museum and East End 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.