Holiday Homes in Long Island

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Featured Holiday Homes in Long Island

Escape to Positive Outlook

West Point
10.0 out of 10, Exceptional, (2)
"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 AU$312
includes taxes & fees
4 Dec - 5 Dec
Escape to Positive Outlook

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$246
includes taxes & fees
3 Dec - 4 Dec
The Outlet Studio, Rustic Comfort w Fireplace

Mere Point Sunrise Views at Eastern Shore!

Brunswick
9.8 out of 10, Exceptional, (7)
"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 AU$617
includes taxes & fees
3 Dec - 4 Dec
Mere Point Sunrise Views at Eastern Shore!

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

Old Orchard Beach
10.0 out of 10, Exceptional, (5)
"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 AU$545
includes taxes & fees
3 Dec - 4 Dec
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Fantastic Waterfront Views

West Point
9.6 out of 10, Exceptional, (14)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is AU$419
includes taxes & fees
3 Dec - 4 Dec
Fantastic Waterfront Views

Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
The price is AU$745
includes taxes & fees
3 Dec - 4 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean

Beautiful 3BR Home with Office in Town of Brunswick with King beds

Brunswick
9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AU$545
includes taxes & fees
3 Dec - 4 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Brunswick
8.8 out of 10, Excellent, (23)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AU$623
includes taxes & fees
3 Dec - 4 Dec
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach
10.0 out of 10, Exceptional, (11)
"We love staying here! This is our third time staying in this home! It is clean and comfortable! Jason is so accommodating. He is always available, answering emails promptly. We enjoy ourselves every time we stay here in this home! If there was more than five stars, we would rate it higher!"
United States
Nicole N.
The price is AU$736
includes taxes & fees
8 Dec - 9 Dec
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Huge New Townhome 10mins from the Beach

Saco
8.0 out of 10, Very good, (1)
"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 AU$746
includes taxes & fees
3 Dec - 4 Dec
Huge New Townhome 10mins from the Beach

Camp Forever cottage

Harpswell
9.6 out of 10, Exceptional, (58)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is AU$560
includes taxes & fees
31 Dec - 1 Jan 2026
Camp Forever cottage

Plush 5BR OOB Haven w/ Fire Pit

Old Orchard Beach
10.0 out of 10, Exceptional, (2)
"We stayed for 3 nights and I can honestly say it was the cleanest place I ever stayed in Old Orchard Beach. The neighborhood was really quiet, so it was awesome for our little ones to go to sleep early. They had everything you could ever need for a trip, and more. The only complaint we have is the sink nasal spraying everywhere, which seemed to only be a water pressure issue, so no big deal at all. The host was very communicative for our upcoming trip. All things considered, we definitely will...
United States
Alex B.
The price is AU$762
includes taxes & fees
3 Dec - 4 Dec
Plush 5BR OOB Haven w/ Fire Pit

Spacious Portland Home + Parking

Parkside
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is AU$895
includes taxes & fees
3 Dec - 4 Dec
Spacious Portland Home + Parking

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

Munjoy Hill
10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AU$563
includes taxes & fees
8 Dec - 9 Dec
Modern & Sunny House Steps from the Promenade. Private Parking!

Huge Historic Downtown Townhome

West End
9.8 out of 10, Exceptional, (8)
"We gathered as a family to spend one night in Portland and we could not have been happier with the location. "
United States
Stephen M.
The price is AU$624
includes taxes & fees
3 Dec - 4 Dec
Huge Historic Downtown Townhome

Charming 1-bedroom ADU in wonderful Portland neighborhood

Back Cove
The price is AU$352
includes taxes & fees
3 Dec - 4 Dec
Charming 1-bedroom ADU in wonderful Portland neighborhood

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

2.0 star property
Brunswick
The price is AU$698
includes taxes & fees
3 Dec - 4 Dec
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Classic New England Waterfront

Harpswell
10.0 out of 10, Exceptional, (2)
"Great property"
United States
Scott D.
The price is AU$1,087
includes taxes & fees
3 Dec - 4 Dec
Classic New England Waterfront

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End
8.4 out of 10, Very good, (58)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is AU$483
includes taxes & fees
14 Dec - 15 Dec
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Old Orchard Beach
9.4 out of 10, Exceptional, (14)
"The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us."
United States
Wayne R.
The price is AU$894
includes taxes & fees
11 Dec - 12 Dec
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
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

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Long Island Holiday Homes information

Number of reviews
302
Accommodation
670 Holiday Homes
Lowest Price
AU$246
Highest Price
AU$1,087

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