Holiday Homes in Long Island

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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Long Island holiday homes

TV

2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (3 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is NZ$364
includes taxes & fees
12 Apr - 13 Apr
2 bedroom w/ expansive water views
TV

Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (5 reviews)
"Second time we have stay in this cottage. The perfect location for a Maine vacation. "
United States
chuck c.
The price is NZ$366
includes taxes & fees
13 Apr - 14 Apr
Mid Coast Getaway w/ water views
Terrace/patio

Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (58 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is NZ$568
includes taxes & fees
11 Apr - 12 Apr
Camp Forever cottage
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.8 out of 10, Exceptional, (16 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is NZ$438
includes taxes & fees
13 Apr - 14 Apr
Fantastic Waterfront Views
3 bedrooms, desk, iron/ironing board, travel cot

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, (7 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
The price is NZ$699
includes taxes & fees
12 Apr - 13 Apr
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is NZ$677
includes taxes & fees
16 Apr - 17 Apr
Mere Point Sunrise Views at Eastern Shore!
Terrace/patio

Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (51 reviews)
"Super clean and lovely place to stay! Highly recommend!"
United States
Evan B.
The price is NZ$621
includes taxes & fees
13 Apr - 14 Apr
Full sized home
Property grounds

Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (59 reviews)
"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "
United States
Erin
The price is NZ$802
includes taxes & fees
12 Apr - 13 Apr
Centerview cottage
Outdoor dining

Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!
Munjoy Hill
10.0 out of 10, Exceptional, (39 reviews)
"Great home, great location, very accommodating, clear communication."
United States
Kristi H.
The price is NZ$574
includes taxes & fees
12 Apr - 13 Apr
Modern & Sunny House Steps from the Promenade. Private Parking!
Microwave, oven, stovetop, dishwasher

Toast to 2026! Free Champagne for all Jan / Feb Bookings

Toast to 2026! Free Champagne for all Jan / Feb Bookings
South Portland
10.0 out of 10, Exceptional, (4 reviews)
"The house was very nice and had great accommodations for our group. The kitchen and living room was very accommodating for meals and hangouts and we were close to all of the activities we were looking to do"
United States
Justin R.
The price is NZ$532
includes taxes & fees
22 Apr - 23 Apr
Toast to 2026! Free Champagne for all Jan / Feb Bookings
Interior

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is NZ$855
includes taxes & fees
11 Apr - 12 Apr
Modern Getaway by the Sea
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is NZ$606
includes taxes & fees
12 Apr - 13 Apr
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Interior

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (2 reviews)
"This house was clean and just as described! Close to campus and downtown. Our host was responsive and very helpful!"
United States
Erin B.
The price is NZ$869
includes taxes & fees
13 Apr - 14 Apr
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
1 bedroom, Internet, bed sheets

Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood
Back Cove
The price is NZ$471
includes taxes & fees
12 Apr - 13 Apr
Charming 1-bedroom ADU in wonderful Portland neighborhood
Exterior

New 2-bedroom townhouse near to Town, ocean, recreational & Bowdoin College #2

New 2-bedroom townhouse near to Town, ocean, recreational & Bowdoin College #2
Brunswick
10.0 out of 10, Exceptional, (1 review)
"Properly was a cozy temporary home base while at a weekend long swim meet. The house was well-equipped in every way, and the host was very responsive and extremely accommodating. The kitchen had everything we needed and we could play games or watch movies in the downtime with a cozy fire. The close proximity to Bowdoin was also a plus. Would definitely rent again."
United States
emily p.
The price is NZ$400
includes taxes & fees
19 Apr - 20 Apr
New 2-bedroom townhouse near to Town, ocean, recreational & Bowdoin College #2
Beach nearby, sun-loungers, beach towels

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (58 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is NZ$824
includes taxes & fees
14 Apr - 15 Apr
Beach House ∆ Prime Location ∆ Steps to the Ocean
Interior

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (14 reviews)
"We had a fantastic stay. Alexa was a wonderful host!"
United States
Desmond L.
The price is NZ$964
includes taxes & fees
12 Apr - 13 Apr
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Outdoor dining

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, (95 reviews)
"Cozy and clean great location "
United States
Michele F.
The price is NZ$942
includes taxes & fees
22 Apr - 23 Apr
The Globe House on Munjoy Hill - Walk to Breweries
TV, offices

Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
The price is NZ$1,065
includes taxes & fees
12 Apr - 13 Apr
Windham Lakefront: Fire Pit and Modern Comforts
Property grounds

Modern Cottage with Peeks of Ocean Views

Modern Cottage with Peeks of Ocean Views
Cape Elizabeth
10.0 out of 10, Exceptional, (1 review)
"Very cute property, perfect location! Had every amenity we could possibly need. The home was decorated so cutely and the shower was AMAZING! I’m coming back just for the shower! "
United States
Christina S.
The price is NZ$932
includes taxes & fees
12 Apr - 13 Apr
Modern Cottage with Peeks of Ocean Views
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
"Clean and very convenient to the airport. Staff is delightful and helpful. "
Elizabeth 1-night trip
Posted 1 hour ago
Embassy Suites by Hilton Portland Maine

Find out more about Long Island

Long Island Holiday Homes information

Number of reviews
471
Accommodation
647 Holiday Homes
Lowest Price
NZ$364
Highest Price
NZ$1,065