Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon
Cancel Clear Filters Apply Filters
More Filters

Price Per Night

$ $

Bedrooms

Bathrooms

Booking Options

Property Type

Location Type

Even More Filters

Features

Managed By

Clear Filters
Use filters to narrow your search results!
Viewed 19 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1 HF BA
avg/night
House #894525
1
Viewed 126 times in the last 48 hours
Premier Partner
  • 4 BR
  • 4 BA
  • 3000 sq. ft.
Exceptional! 5/5
(10 reviews)
avg/night
House #4677401ha
10
Viewed 36 times in the last 48 hours
Premier Partner
  • 1 BR
  • 1 BA
  • 1 HF BA
  • 1125 sq. ft.
Wonderful! 4.8/5
(6 reviews)
avg/night
Cottage #4748927ha
6
Viewed 29 times in the last 48 hours
  • 3 BR
  • 1 BA
Wonderful! 4.9/5
(18 reviews)
avg/night
House #694738
18
Viewed 13 times in the last 48 hours
  • 2 BR
  • 1 BA
  • 900 sq. ft.
Wonderful! 4.9/5
(18 reviews)
avg/night
Cottage #360888
18
Viewed 10 times in the last 48 hours
Premier Partner
  • 3 BR
  • 2 BA
  • 1800 sq. ft.
avg/night
House #321313
4
Viewed 13 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1663 sq. ft.
Exceptional! 5/5
(29 reviews)
avg/night
Bungalow #804815
29
Viewed 33 times in the last 48 hours
  • 1 BR
  • 1 BA
  • 700 sq. ft.
avg/night
Cottage #4479416ha
2
Viewed 23 times in the last 48 hours
  • 3 BR
  • 3 BA
  • 1 HF BA
  • 2700 sq. ft.
Exceptional! 5/5
(14 reviews)
avg/night
House #304851
14
  • 4 BR
  • 4 BA
  • 1 HF BA
  • 2500 sq. ft.
avg/night
House #1257969
Viewed 7 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1 HF BA
  • 2450 sq. ft.
avg/night
House #1050826
2
Viewed 12 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 2800 sq. ft.
Exceptional! 5/5
(18 reviews)
avg/night
House #425548
18
Viewed 7 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 4700 sq. ft.
Excellent! 4.6/5
(7 reviews)
avg/night
House #480215
7
Viewed 19 times in the last 48 hours
  • 4 BR
  • 2 BA
Exceptional! 5/5
(9 reviews)
avg/night
House #446286
9
Viewed 6 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 1 HF BA
  • 1850 sq. ft.
avg/night
House #717523
2
Viewed 23 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 1 HF BA
  • 2030 sq. ft.
Wonderful! 4.8/5
(17 reviews)
avg/night
House #602844
17
Viewed 14 times in the last 48 hours
  • 4 BR
  • 2 BA
  • 2000 sq. ft.
avg/night
House #857206
1
Viewed 9 times in the last 48 hours
  • 5 BR
  • 4 BA
Exceptional! 5/5
(5 reviews)
avg/night
House #738669
5
Viewed 9 times in the last 48 hours
  • 2 BR
  • 1 BA
avg/night
Bungalow #4232679ha
Viewed 13 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 1 HF BA
  • 3500 sq. ft.
Exceptional! 5/5
(10 reviews)
avg/night
House #716643
10
Viewed 6 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1300 sq. ft.
avg/night
House #1073110
2
Viewed 32 times in the last 48 hours
  • 5 BR
  • 3 BA
Exceptional! 5/5
(5 reviews)
avg/night
House #412629
5
Viewed 6 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
Cottage #3525659ha
4
Viewed 5 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #4776046ha
Viewed 5 times in the last 48 hours
  • 4 BR
  • 3 BA
Exceptional! 5/5
(5 reviews)
avg/night
House #989574ha
5
  • 3 BR
  • 3 BA
  • 2000 sq. ft.
avg/night
House #426436
2
Viewed 7 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 2701 sq. ft.
avg/night
House #4774691ha
Viewed 6 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 3200 sq. ft.
avg/night
Chateau / Country House #472283
2
Viewed 35 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1800 sq. ft.
Exceptional! 5/5
(1 reviews)
avg/night
House #245424
1
  • 3 BR
  • 2 BA
  • 1 HF BA
  • 1600 sq. ft.
$81
avg/night
House #1092367
  • 4 BR
  • 2 BA
  • 1600 sq. ft.
avg/night
House #890868
Viewed 17 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 4075 sq. ft.
Wonderful! 4.8/5
(13 reviews)
avg/night
House #476247
13
Viewed 7 times in the last 48 hours
  • 5 BR
  • 2 BA
  • 2000 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
House #628856
6
Viewed 18 times in the last 48 hours
  • 2 BR
  • 2 BA
  • 1500 sq. ft.
avg/night
House #3596889ha
1
  • 4 BR
  • 2 BA
avg/night
Cottage #556885
2
Viewed 15 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #246023
  • 3 BR
  • 2 BA
  • 2000 sq. ft.
Excellent! 4.7/5
(7 reviews)
avg/night
Cottage #702619
7
Viewed 40 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1500 sq. ft.
avg/night
House #803084
2
Viewed 27 times in the last 48 hours
  • 3 BR
  • 2 BA
avg/night
House #4477417ha
Viewed 14 times in the last 48 hours
  • 8 BR
  • 6 BA
  • 1 HF BA
  • 7000 sq. ft.
avg/night
House #1203910
Viewed 46 times in the last 48 hours
  • 3 BR
  • 2 BA
Wonderful! 4.9/5
(8 reviews)
avg/night
House #3925407ha
8
  • 4 BR
  • 3 BA
  • 3200 sq. ft.
avg/night
Chateau / Country House #4202867ha
1
Viewed 6 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 1 HF BA
  • 2500 sq. ft.
avg/night
House #1062144
4
Viewed 12 times in the last 48 hours
  • 3 BR
  • 2 BA
  • 1919 sq. ft.
avg/night
House #891646
1
Viewed 14 times in the last 48 hours
  • 5 BR
  • 4 BA
  • 3006 sq. ft.
avg/night
House #1015933
2
Viewed 29 times in the last 48 hours
  • 4 BR
  • 2 BA
avg/night
House #1005518
1
Viewed 68 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 2600 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
House #485451
5
Viewed 5 times in the last 48 hours
  • 7 BR
  • 8 BA
  • 7700 sq. ft.
avg/night
House #1139359
  • 3 BR
  • 2 BA
  • 2500 sq. ft.
avg/night
House #3783208ha
Viewed 12 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1 HF BA
  • 3056 sq. ft.
avg/night
House #722961
 

Recent Shelter Island Reviews

Beautifully landscaped, comfortable home

5 of 5
The Shelter Island home is a wonderful spot for families looking for a peaceful retreat. Our family loved the beautiful yard, remarkable pool and hot tub, outdoor shower and tree swing! The house is located in a quiet cul de sac and close to town beaches and restaurants. The owner supplied beach towels and there was a great informational binder on things to do. The house is also very tastefully decorated.
  • Submitted: Oct 20, 2017
  • Stayed: Oct 2017

Warm hosts and a perfect location make this a perfect vacation getaway

5 of 5
Located right on the bay, this cottage was the perfect spot for our Shelter Island visit. The owners are charming, friendly, and helpful, and being able to grill, dine outside, and watch the sunset always made for the perfect end to our perfect Shelter Island days.
  • Submitted: Sep 07, 2017
  • Stayed: Aug 2017