Holiday Homes in Long Island

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Featured Holiday Homes in Long Island

Escape to Positive Outlook

The price is NZ$364
includes taxes & fees
9 Sept - 10 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 NZ$892
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 NZ$282
includes taxes & fees
9 Sept - 10 Sept
Private Entrance Residential Portland

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is NZ$444
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 NZ$631
includes taxes & fees
22 Sept - 23 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 NZ$475
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 NZ$588
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 NZ$743
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 NZ$282
includes taxes & fees
9 Sept - 10 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."
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 NZ$390
includes taxes & fees
9 Sept - 10 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 NZ$632
includes taxes & fees
12 Sept - 13 Sept
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 NZ$259
includes taxes & fees
9 Sept - 10 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 NZ$847
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 NZ$623
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 NZ$1,107
includes taxes & fees
9 Sept - 10 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)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
The price is NZ$2,113
includes taxes & fees
29 Sept - 30 Sept
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 NZ$725
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 NZ$1,189
includes taxes & fees
22 Sept - 23 Sept
Coastal Escape | Hot Tub Fire Pit Chef Kitchen

Seaside OOB Family Retreat

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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