Holiday Homes in Shelter Island
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Our top choices for Shelter Island holiday homes
1. Work and Play Special! Extended Stay Discount
Work and Play Special! Extended Stay DiscountShelter Island
10.0 out of 10, Exceptional, (57 reviews)
"Beautiful property. Everything so clean and welcoming. Slept so great in the comfortable beds. Pool is awesome. Everyone especially loved the outdoor shower"
Kathleen Andrews K.
The price is AU$1,796
includes taxes & fees
15 Sept - 16 Sept
2. Beach Block Hideaway
Beach Block HideawayPipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
Teresa C.
The price is AU$570
includes taxes & fees
7 Sept - 8 Sept
3. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + OfficePipes Cove
10.0 out of 10, Exceptional, (30 reviews)
"We had a great stay!! "
Callie E.
The price is AU$578
includes taxes & fees
8 Sept - 9 Sept
The price is AU$494
includes taxes & fees
10 Sept - 11 Sept
5. Aqua Vista
Aqua VistaPipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
Kerri L.
The price is AU$439
includes taxes & fees
7 Oct - 8 Oct
6. American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
Paul F.
The price is AU$485
includes taxes & fees
16 Sept - 17 Sept
7. Renovated Townhouse walk to all
Renovated Townhouse walk to allGreenport
9.6 out of 10, Exceptional, (14 reviews)
"We had a wonderful girls weekend in Greenport. The house was perfect for the three of us. Loved the location. We didn’t get to use the back area due to the weather, but it looked so inviting. Next time!"
Melissa A.
The price is AU$973
includes taxes & fees
17 Sept - 18 Sept
8. Northfork Townhouse walk to all
Northfork Townhouse walk to allGreenport
10.0 out of 10, Exceptional, (7 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
Beth R.
The price is AU$1,131
includes taxes & fees
9 Sept - 10 Sept
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 Shelter Island Hotel Reviews
Montauk Yacht Club
10/10 Excellent
Find out more about Shelter Island
Shelter Island Holiday Homes information
Number of reviews | 333 |
|---|---|
Accommodation | 1342 Holiday Homes |
Lowest Price | AU$411 |
Highest Price | AU$1,935 |