Holiday Homes in Long Island

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Featured Holiday Homes in Long Island

Our top choices for Long Island holiday homes

Escape to Positive Outlook

The price is AU$432
includes taxes & fees
17 Sept - 18 Sept
Escape to Positive Outlook

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
The price is AU$806
includes taxes & fees
24 Sept - 25 Sept
30 Acres with Woodland Trails and Playground

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (4)
"Check in was simple. Quaint place. "
The price is AU$255
includes taxes & fees
10 Sept - 11 Sept
Private Entrance Residential Portland

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
The price is AU$404
includes taxes & fees
29 Sept - 30 Sept
Willard Beach–Private Apt Near Portland & Parks

Bright 3 bedroom located in the heart of OOB

9.0 out of 10, Wonderful, (4)
"Perfect for our needs. Pictures don't do it justice, it is roomier than it looks. Would definitely book it again. "
The price is AU$573
includes taxes & fees
15 Sept - 16 Sept
Bright 3 bedroom located in the heart of OOB

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is AU$429
includes taxes & fees
1 Oct - 2 Oct
Camp Forever cottage

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
The price is AU$531
includes taxes & fees
27 Sept - 28 Sept
Mid Coast Getaway w/ water views

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"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."
The price is AU$638
includes taxes & fees
15 Sept - 16 Sept
Orchid Harbor, Bailey Island 3BR

Studio Unit Walkable Everywhere

6.0 out of 10, (3)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is AU$255
includes taxes & fees
11 Sept - 12 Sept
Studio Unit Walkable Everywhere

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (57)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
The price is AU$422
includes taxes & fees
14 Sept - 15 Sept
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Charming Studio apartment with WiFi, AC in welcoming Portland

9.8 out of 10, Exceptional, (6)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is AU$353
includes taxes & fees
22 Sept - 23 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (8)
"The place is amazing with lots of room for a family, and great views of the water from almost everywhere. The neighborhood is quiet and the people were very friendly. "
The price is AU$668
includes taxes & fees
7 Oct - 8 Oct
Fantastic Waterfront Views

Cozy Motel Stay – 2 Full Beds, Pool & Free Parking

8.0 out of 10, Very good, (2)
"The description is inaccurate. It is run down and in an unsafe area. The check-in instructions repeatedly said to close your door immediately behind you and lock it. As soon as we pulled up it was clear why. I was traveling alone with my 16 year old daughter for a mother daughter’s trip. Needless to say there was no way I felt comfortable staying at the property alone with her. We ended up getting a nice safe room at the Ramada about 5 miles away. Be very wary of this place! There is a reason...
The price is AU$235
includes taxes & fees
10 Sept - 11 Sept
Cozy Motel Stay – 2 Full Beds, Pool & Free Parking

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (4)
"GoodLocation, very clean. Would stay again "
The price is AU$735
includes taxes & fees
15 Sept - 16 Sept
Luxury on Back Cove - Three Gables

Full sized home

9.8 out of 10, Exceptional, (38)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is AU$562
includes taxes & fees
15 Sept - 16 Sept
Full sized home

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

10.0 out of 10, Exceptional, (6)
"Great trip to celebrate my birthday with friends and family. The rental was perfect for our stay. The hot tub, pool and sauna were great. Everything was a 10 minute ride away. Definitely recommend this rental for Maine visitors!"
The price is AU$1,222
includes taxes & fees
24 Sept - 25 Sept
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (2)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Centerview cottage

9.8 out of 10, Exceptional, (56)
"The title says it all. Property owners have their own separate house on site, along with a few other rental cottages. Properties share a common dock that is in excellent condition. Owners were super welcoming, friendly, and reachable if needed. "
The price is AU$655
includes taxes & fees
8 Oct - 9 Oct
Centerview cottage

Coastal Escape | Hot Tub Fire Pit Chef Kitchen

9.4 out of 10, Exceptional, (3)
"Really nice place. Beds are comfortable. Had nice hot tub with propane fire. Lovely back patio. "
The price is AU$1,035
includes taxes & fees
16 Sept - 17 Sept
Coastal Escape | Hot Tub Fire Pit Chef Kitchen

Seaside OOB Family Retreat

The price is AU$748
includes taxes & fees
10 Sept - 11 Sept
Seaside OOB Family Retreat
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

Find out more about Long Island

Find out more about Long Island

Long Island Holiday Homes information

Number of reviews
Accommodation
729 Holiday Homes
Lowest Price
AU$429
Highest Price
AU$2,100

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