Long Island Holiday House Rentals from AU$241: Search Holiday Homes

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Our top choices for Long Island holiday homes

A living room with a sofa, armchair, wooden coffee table, and a potted plant.

1. Fully Updated Airy Historic Home in South Freeport

Freeport

boodu

includes taxes & fees

6 Nov - 7 Nov

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

2. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

Susan d.

includes taxes & fees

3 Nov - 4 Nov

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

3. Mid Coast Getaway w/ water views

West Point

Rebecca

includes taxes & fees

3 Nov - 4 Nov

A dining area with a wooden table and chairs, a red sofa, and a small round table with a decorative plate.

4. Quiet Spot in lovely Freeport neighborhood

Freeport

includes taxes & fees

3 Nov - 4 Nov

A living room with a sofa, coffee table, and a large rug. There is a dining area with chairs and a table. The room has a mural on the wall depicting a landscape.

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

Munjoy Hill

"Wow, wow, wow! My family and I all agree that this has been the best rental home we have ever stayed in. The interior design is so chic, we were truly wowed by the attention to detail in this place. The beds and pillows are also extremely comfy, we all had a great two nights of sleep here. The location of this place is phenomenal, it neighbors the Portland Observatory, many bars/cafes, and is a short walk down to the eastern promenade. We will absolutely stay here again the next time we’re in...

Maris P.

includes taxes & fees

11 Nov - 12 Nov

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

6. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

includes taxes & fees

10 Nov - 11 Nov

A building named Willard Square with a storefront and a red vehicle parked outside.

7. Willard Square Family Home

Willard Beach

David W.

includes taxes & fees

12 Nov - 13 Nov

A covered porch with a view of a lake and trees.

8. Mere Point Sunrise Views at Eastern Shore!

Brunswick

Michelle S.

includes taxes & fees

16 Nov - 17 Nov

A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

9. Newly Renovated Luxury House with Game Room

Yarmouth

Michelle T.

includes taxes & fees

3 Nov - 4 Nov

A deck with white railings overlooking a body of water, boats, and a forested shoreline.

10. Captains Watch: A Coastal Escape

West Point

Holly G.

includes taxes & fees

3 Nov - 4 Nov

A sunroom with a glass ceiling, outdoor seating, a hot tub, and a stone wall.

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

Scarborough

Stuart R.

includes taxes & fees

9 Nov - 10 Nov

A staircase with a wooden handrail, a compass wall decoration, and a potted plant.

12. Modern & Sunny East End House.

Munjoy Hill

stacey p.

includes taxes & fees

30 Nov - 1 Dec

A lush garden with a hammock, a variety of flowers, and a lake in the background.

13. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Harpswell

Ashma B.

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with outdoor seating and string lights.

14. Full sized home

Harpswell

Erika T.

includes taxes & fees

30 Nov - 1 Dec

A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

15. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

East Deering

Mike G.

includes taxes & fees

5 Nov - 6 Nov

A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

16. Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill

Matt H.

includes taxes & fees

4 Nov - 5 Nov

A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

17. 2 bedroom w/ expansive water views

West Point

Gregory M.

includes taxes & fees

8 Nov - 9 Nov

A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

18. Fantastic Waterfront Views

West Point

Vanessa W.

includes taxes & fees

3 Nov - 4 Nov

A spacious living room with a large window overlooking a lake, a flat-screen TV mounted on the wall, and a round wooden coffee table.

19. Casco Bay Oceanfront Retreat by Everrow

Freeport

"What can I say about my stay; peaceful, beautiful views, and relaxing! Home was clean with modern finishes but super comfortable for my four guests. The downstairs area is very private from the main floor. The yard was a great space where we had our outdoor fire looking up at the stars at night. The deck was perfect for our family lunch and dinners. We took chairs down to the beach area to sit closer to the water which was perfect. It's super close to town, Wolfe's Neck and other amenities....

Lisa E.

includes taxes & fees

3 Nov - 4 Nov

A red building with a front door, a bay window, and a brick pathway.

20. Spacious Portland Home + Parking

Parkside

Ellen M.

includes taxes & fees

3 Nov - 4 Nov

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Top Long Island Hotel Reviews

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Our room was ready even though we got there earlier than check in. The room was clean. The staff were friendly. Breakfast was good."

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"We enjoyed the weekend spending time together celebrating our 4 year wedding anniversary. Everything was perfect. We wanted the hot tub but it was unavailable at the time we stayed. Maybe next time. But we didn’t let that stop us from enjoying the beautiful weather and walking around the shops. Enjoying good food and drinks. Coming back to Portland again"

Portland Regency Hotel & Spa

10/10 Excellent

"Favorite hotel in old port. Great location for walking the whole area. Staff is are all great. Valet parking always goes smoothly... there is a public lot a coulpeof blocks inland and to the right if you prefer self parking. Excellent breakfast. Nice dinner lounge below and whiskey lounge in the evenings. 3rd time staying there and will many more times. Very well run hotel."

Clarion Hotel Portland Airport ME

10/10 Excellent

"Hotel was close to the airport, about a 10-minute drive in a safe and quiet area. Staff was courteous and helpful and check-in was straightforward and quick. The room was clean and bed was comfortable. I didn't need much of anything else. Breakfast is not included, but there's a Holy Donut store nearby. The drive to Old Port area for sightseeing is less than 15 minutes away. Totally recommended for a no-frills affordable hotel that's outside the pricey downtown area."

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Long Island Holiday Homes information

Number of reviews	412
Accommodation	692 Holiday Homes
Lowest Price	AU$241
Highest Price	AU$2,361

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Our top choices for Long Island holiday homes

1. Fully Updated Airy Historic Home in South Freeport