Holiday Homes in Long Island

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

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)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is €188
includes taxes & fees
29 Mar - 30 Mar
2 bedroom w/ expansive 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 €291
includes taxes & fees
31 Mar - 1 Apr
Camp Forever cottage
Dining

Seaglass Cottage by Bayley Vacation Rentals

Seaglass Cottage by Bayley Vacation Rentals
Old Orchard Beach
Seaglass Cottage by Bayley Vacation Rentals
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, (6 reviews)
"We had a wonderful stay at Garett and Sophia’s beautiful Maine home! From booking to check in and check out Garett was extremely helpful with any questions. The property was just as described and perfect for our family of 3! Would highly recommend!"
United States
Taylor D.
The price is €344
includes taxes & fees
29 Mar - 30 Mar
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
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 €227
includes taxes & fees
31 Mar - 1 Apr
Fantastic Waterfront Views
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 €369
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 €317
includes taxes & fees
31 Mar - 1 Apr
Full sized home
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, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is €317
includes taxes & fees
29 Mar - 30 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!
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 €405
includes taxes & fees
31 Mar - 1 Apr
Centerview cottage
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.
Toast to 2026! Free Champagne for all Jan / Feb Bookings
Beach nearby

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
The price is €748
includes taxes & fees
29 Mar - 30 Mar
Charming Victorian beach house 5 bedrooms. 50 steps to the beach
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 €432
includes taxes & fees
29 Mar - 30 Mar
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 €220
includes taxes & fees
31 Mar - 1 Apr
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Exterior

Maine Luxury Home On the Sea

Maine Luxury Home On the Sea
Brunswick
The price is €529
includes taxes & fees
28 Mar - 29 Mar
Maine Luxury Home On the Sea
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 €241
includes taxes & fees
29 Mar - 30 Mar
Charming 1-bedroom ADU in wonderful Portland neighborhood
Smart TV

Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
Saco
8.0 out of 10, Very good, (1 review)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
United States
Stacy H.
The price is €423
includes taxes & fees
29 Mar - 30 Mar
Huge New Townhome 10mins from the Beach
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 €414
includes taxes & fees
29 Mar - 30 Mar
Beach House ∆ Prime Location ∆ Steps to the Ocean
Exterior

New - 2-bedroom townhome in charming Brunswick #1 w/ garage

New - 2-bedroom townhome in charming Brunswick #1 w/ garage
Brunswick
The price is €236
includes taxes & fees
29 Mar - 30 Mar
New - 2-bedroom townhome in charming Brunswick #1 w/ garage
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 €215
includes taxes & fees
8 Apr - 9 Apr
Mid Coast Getaway w/ water views
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, (12 reviews)
"We had a fantastic stay. Alexa was a wonderful host!"
United States
Desmond L.
The price is €434
includes taxes & fees
1 Apr - 2 Apr
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
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 Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"Everything was great! "
KAREN 3-night trip
Posted 4 hours ago
Portland Regency Hotel & Spa

Find out more about Long Island

Long Island Holiday Homes information

Number of reviews
398
Accommodation
647 Holiday Homes
Lowest Price
€188
Highest Price
€748