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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Long Island vacation homes

Living area
Escape to Positive Outlook

Escape to Positive Outlook

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 AED 347
AED 742 total
includes taxes & fees
15 Dec - 16 Dec
Escape to Positive Outlook
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, (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 AED 400
AED 1,313 total
includes taxes & fees
4 Jan - 5 January 2026
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Interior
The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace
Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is AED 298
AED 585 total
includes taxes & fees
15 Dec - 16 Dec
The Outlet Studio, Rustic Comfort w Fireplace
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

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, (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 AED 521
AED 1,768 total
includes taxes & fees
6 Jan - 7 January 2026
Beach House ∆ Prime Location ∆ Steps to the Ocean
Outdoor dining
Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!

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 AED 717
AED 1,655 total
includes taxes & fees
16 Dec - 17 Dec
Mere Point Sunrise Views at Eastern Shore!
Terrace/patio
Camp Forever cottage

Camp Forever cottage

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 AED 771
AED 1,333 total
includes taxes & fees
31 Dec - 1 January 2026
Camp Forever cottage
Interior
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

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

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 AED 496
AED 1,401 total
includes taxes & fees
15 Dec - 16 Dec
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
3 bedrooms, WiFi
Fantastic Waterfront Views

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (14)
" Views were amazing. Host was perfect. 5 of us were very comfortable there. Loved the area. "
United States
Viki P.
The price is AED 771
AED 1,368 total
includes taxes & fees
5 Jan - 6 January 2026
Fantastic Waterfront Views
Interior
Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access
Old Orchard Beach
10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
United States
rebecca c.
The price is AED 613
AED 1,801 total
includes taxes & fees
14 Dec - 15 Dec
Spacious 5BR Family Dream with Private Beach Access
Exterior
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA

OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA

OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Old Orchard Beach
10.0 out of 10, Exceptional, (5)
"The house worked perfectly for our family. We had a great stay."
United States
Judy F.
The price is AED 551
AED 1,805 total
includes taxes & fees
13 Dec - 14 Dec
OOB family Beach House w/private yard and deck! Pet friendly, parking, 4/BR 2/BA
Smart TV
Beautiful 3BR Home with Office in Town of Brunswick with King beds

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

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 AED 514
AED 1,309 total
includes taxes & fees
21 Dec - 22 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Fridge, microwave, oven, stovetop
Plush 5BR OOB Haven w/ Fire Pit

Plush 5BR OOB Haven w/ Fire Pit

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 AED 875
AED 2,107 total
includes taxes & fees
11 Jan - 12 January 2026
Plush 5BR OOB Haven w/ Fire Pit
Fridge, microwave, oven, stovetop
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool
Old Orchard Beach
10.0 out of 10, Exceptional, (11)
"We had a good stay. We enjoyed the home, it was clean, the housekeeper was there when we arrived though. I wish it was more lighting downstairs. Very quiet area. "
United States
Mika C.
The price is AED 494
AED 1,659 total
includes taxes & fees
14 Dec - 15 Dec
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

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

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 AED 497
AED 1,743 total
includes taxes & fees
15 Dec - 16 Dec
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Beach
3BR/2BA-5 min. to beach/town

3BR/2BA-5 min. to beach/town

3BR/2BA-5 min. to beach/town
2.0 star property
Old Orchard Beach
3BR/2BA-5 min. to beach/town
Property grounds
Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
9.8 out of 10, Exceptional, (7)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
United States
Karen T.
The price is AED 597
AED 1,519 total
includes taxes & fees
23 Dec - 24 Dec
Orchid Harbor, Bailey Island 3BR
TV
Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
2.0 star property
Munjoy Hill
10.0 out of 10, Exceptional, (2)
"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...
United States
Carl K.
The price is AED 657
AED 1,433 total
includes taxes & fees
28 Dec - 29 Dec
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Outdoor dining
Spacious Portland Home + Parking

Spacious Portland Home + Parking

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 AED 606
AED 2,122 total
includes taxes & fees
15 Dec - 16 Dec
Spacious Portland Home + Parking
Interior
Modern Getaway by the Sea

Modern Getaway by the Sea

Modern Getaway by the Sea
South Portland
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is AED 918
AED 1,630 total
includes taxes & fees
13 Dec - 14 Dec
Modern Getaway by the Sea
Outdoor dining
Modern & Sunny House Steps from the Promenade. Private Parking!

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, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 687
AED 1,341 total
includes taxes & fees
14 Dec - 15 Dec
Modern & Sunny House Steps from the Promenade. Private Parking!
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
"Amazing. Everything was great! "
Dong Hwan 2-night trip
Posted 21 hours ago
Portland Harbor Hotel