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Long Island Vacation Rentals with Pool(98)

98 Results
$180 - $290
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(14)
  • 5 BR,
  • 2 BA,
  • Sleeps 12
7 night minimum stay
(12)
$500 - $1,350
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(6)
$1,700
per night
2 - 6 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 6 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night minimum stay
(17)
$750 - $1,071
per night
3 - 7 night minimum stay
  • 7 BR,
  • 5 BA,
  • Sleeps 13
3 - 7 night minimum stay
1 Review
  • 5 BR,
  • 5 BA,
  • Sleeps 10
(4)
$189 - $649
per night
2 night minimum stay
  • 1 BR,
  • Sleeps 4
2 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 11
4 - 7 night minimum stay
(18)
$500 - $1,400
per night
2 - 3 night minimum stay
  • Studio,
  • Sleeps 14
2 - 3 night minimum stay
(3)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 6 night minimum stay
(13)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
$750 - $1,000
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 night minimum stay
1 Review
$299 - $350
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
1 Review
$2,200 - $3,600
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 2 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
  • 3 BR,
  • 2 BA,
  • Sleeps 9
3 night minimum stay
1 Review
  • Studio,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(8)
$3,000 - $6,000
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
$100 - $200
per night
3 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
3 night minimum stay
(5)
  • 3 BR,
  • 1 HF BA,
  • Sleeps 6
6 night minimum stay
(4)
$275
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
(3)
$800 - $1,250
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
2 night minimum stay
2 Reviews
$3,500 - $5,000
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
$750
per night
3 night minimum stay
  • 4 BR,
  • Sleeps 8
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 night minimum stay
2 Reviews
 

Recent Long Island Reviews

Stunning, serene escape on the water

5 of 5
This house was impeccable-- a beautiful and newly redone interior that perfectly featured the gorgeous landscape with its massive windows. So much light! It was the perfect place to getaway to. Quiet and serene, it felt wonderfully secluded, but still with easy driving access (5-10 min) to the local town. I was there for a staff retreat with 6 people and it accommodated all of us more than comfortably-- a wonderful space for large groups and/or families. So lovely, I wanted to stay much, much longer! Plus, we noticed on the drive out how many great orchards, pumpkin patches, and vineyards there are so close by. It would be a wonderful place to fall festivities, especially with children. Enjoy!
  • Submitted: Oct 1, 2014
  • Stayed: Sep 2014

PERFECT

5 of 5
I highly recommend this cottage! My husband and I stayed at the cottage the night after our wedding at Macari Vineyards (also highly recommended) and it was the perfect setting for us to relax and recover from the days events. The cottage is clean, the owner is very accommodating, and the property is beautifully maintained. We loved the fish pond, the outdoor shower, and the patio table and chairs. The cottage is just a short walk to town if you want a bite to eat (we didn't have a car with us and it was no problem) and there is a full kitchen and a grill if you want to cook. I hope we have the chance to come back for another visit!
  • Submitted: Sep 13, 2014
  • Stayed: Sep 2014

Fantastic Home In Great Location With Charming Owner

5 of 5
We stayed here during the week running up until Labor Day - it was 2 couples and 3 kids in total. The House is recently renovated and has plenty of space for everyone to relax or run around. The deck out back was sprawling with a great BBQ, overlooking the gardens and pool. The pool is large, clean and was salt water so we could not have asked for more. The location is perfect and not too far for the various Southold wineries, Greenport and especially close to the beaches. Ralph, the landlord, is charming and a real gentleman. He was very gracious when we arrived and had the place looking clean and welcoming. He gave us a quick tour and everything seemed exactly as described. A few days after we got home, we received a box with some of his fantastic photo calendars, some blankets which we had forgotten and (something that I have never experienced), a partial refund on the cleaning fee as the cleaners did not need to spend as much time in the house as he has budgeted. Totally unnecessary. We will be back. Thanks very much Ralph.
  • Submitted: Sep 11, 2014
  • Stayed: Aug 2014