Long Island Vacation Rentals

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Check prices for these dates

Tonight
Jan 1 - Jan 2
Tomorrow
Jan 2 - Jan 3
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Long Island vacation rentals

Dining
Escape to Positive Outlook

Escape to Positive Outlook

Escape to Positive Outlook
West Point
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 ￥13,136
￥29,626 total
includes taxes & fees
Jan 5 - Jan 6
Escape to Positive Outlook
Exterior
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

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

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (145)
"Great location to access the area especially route 1 n and s. Room totally met our needs and Susan and Jeff were super nice. This place will make our trip most memorable!"
United States
Don E.
The price is ￥14,074
￥18,750 total
includes taxes & fees
Jan 18 - Jan 19
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Interior
Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin

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 ￥14,856
￥41,420 total
includes taxes & fees
Jan 7 - Jan 8
Brunswick Downtown Sugar Cube next to Bowdoin
Dining
Sunny Spot with Private Parking.

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
Knightville
9.8 out of 10, Exceptional, (25)
"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 ￥15,169
￥31,193 total
includes taxes & fees
Jan 4 - Jan 5
Sunny Spot with Private Parking.
Terrace/patio
Modern, Luxurious, Cabin in the Woods - 17

Modern, Luxurious, Cabin in the Woods - 17

Modern, Luxurious, Cabin in the Woods - 17
Freeport
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 ￥26,272
￥46,364 total
includes taxes & fees
Jan 4 - Jan 5
Modern, Luxurious, Cabin in the Woods - 17
Fridge, microwave, oven, stovetop
Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
10.0 out of 10, Exceptional, (25)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
The price is ￥13,761
￥32,727 total
includes taxes & fees
Jan 4 - Jan 5
Pine Point Beach private, quaint, charming studio.
3 bedrooms, WiFi
Fantastic Waterfront Views

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
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 ￥22,988
￥46,149 total
includes taxes & fees
Jan 2 - Jan 3
Fantastic Waterfront Views
Outdoor dining
Peaceful & minutes from the Old Port with private parking

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, (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 ￥15,325
￥33,238 total
includes taxes & fees
Jan 4 - Jan 5
Peaceful & minutes from the Old Port with private parking
Exterior detail
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

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

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard Beach
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 ￥15,638
￥33,750 total
includes taxes & fees
Jan 5 - Jan 6
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Outdoor dining
Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
Gray
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveler
The price is ￥20,955
￥106,274 total
includes taxes & fees
Jan 5 - Jan 6
Waterfront Access with Kayaks, Private Deck and a Firepit
Exterior
Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard 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 ￥17,045
￥30,681 total
includes taxes & fees
Jan 4 - Jan 5
Cheerful 1 bedroom cottage only 50ft from beach
Property grounds
Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
2.0 star property
Downtown Saco
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 ￥20,329
￥44,147 total
includes taxes & fees
Jan 4 - Jan 5
Welcome to our BoHo Treehouse!
3 bedrooms, desk, iron/ironing board, travel crib
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (6)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is ￥17,045
￥55,216 total
includes taxes & fees
Jan 4 - Jan 5
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is ￥14,356
￥35,932 total
includes taxes & fees
Jan 4 - Jan 5
Cozy, Elegant and Bright 2 bed in the East End
1 bedroom, WiFi, bed sheets
Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
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 ￥9,852
￥21,080 total
includes taxes & fees
Jan 10 - Jan 11
Studio Apartment near downtown Walkable!
Smart TV
Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥11,009
￥24,785 total
includes taxes & fees
Jan 12 - Jan 13
Beautiful 1st Floor Apartment & Amazing Shower
1 bedroom, desk, free WiFi, bed sheets
Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake
2.0 star property
Windham
10.0 out of 10, Exceptional, (4)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is ￥15,286
￥20,071 total
includes taxes & fees
Jan 2 - Jan 3
Spacious Studio Near Sebago Lake
Interior
Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128)
"The place was perfect. It was right in the middle of everything and a perfe spot for a getaway"
United States
Jon S.
The price is ￥16,350
￥30,776 total
includes taxes & fees
Jan 2 - Jan 3
Adorable Portland getaway on the Eastern Promenade
Terrace/patio
Full sized home

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (50)
"It was a very nice house to stay at. "
United States
Anonymous traveler
The price is ￥31,276
￥56,761 total
includes taxes & fees
Jan 26 - Jan 27
Full sized home
TV
In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt
West Bayside
8.6 out of 10, Excellent, (17)
"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 ￥13,136
￥24,364 total
includes taxes & fees
Jan 2 - Jan 3
In-town no frills 2 bedroom apt
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"A beautiful hotel, with excellent service! We loved the staff, our room was perfect and we could walk to many restaurants in the city. The hotel has valet parking under the hotel in a their own parking garage. "
Melanie 1-night trip
Posted 1 day ago
Portland Harbor Hotel

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.