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
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #321313
4
Viewed 123 times in the last 48 hours
Exceptional! 5/5
(8 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
House #446286
8
Viewed 43 times in the last 48 hours
Exceptional! 5/5
(13 reviews)
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 6
House #694738
13
Viewed 32 times in the last 48 hours
Exceptional! 5/5
(22 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Bungalow #804815
22
Viewed 87 times in the last 48 hours
Wonderful! 4.9/5
(18 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #3554393ha
18
Viewed 21 times in the last 48 hours
Excellent! 4.6/5
(7 reviews)
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 6
House #3621885ha
7
Viewed 5 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #803084
2
Viewed 9 times in the last 48 hours
Wonderful! 4.9/5
(14 reviews)
avg/night
  • 4 BR
  • 3 BA
  • 2 HF BA
  • Sleeps 8
House #746110
14
Viewed 23 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #891646
1
Viewed 7 times in the last 48 hours
Excellent! 4.7/5
(11 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 10
House #476247
11
Viewed 32 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
House #3925407ha
6
Viewed 42 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • 1 HF BA
  • Sleeps 6
House #894525
Viewed 17 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 7
House #908170
2
Viewed 97 times in the last 48 hours
Exceptional! 5/5
(12 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 10
Farmhouse #3767828ha
12
Viewed 43 times in the last 48 hours
Exceptional! 5/5
(7 reviews)
View details for price
  • 3 BR
  • 3 BA
  • Sleeps 6
House #3594708ha
7
Viewed 34 times in the last 48 hours
View details for price
  • 5 BR
  • 3 BA
  • Sleeps 10
House #3781403ha
2
Viewed 17 times in the last 48 hours
Excellent! 4.7/5
(7 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Cottage #702619
7
Viewed 26 times in the last 48 hours
Exceptional! 5/5
(13 reviews)
avg/night
  • 3 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 6
House #304851
13
Viewed 63 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 8
House #411447
6
Viewed 8 times in the last 48 hours
Exceptional! 5/5
(16 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 10
House #425548
16
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(6 reviews)
avg/night
  • 5 BR
  • 4 BA
  • Sleeps 12
House #344072
6
Viewed 6 times in the last 48 hours
Wonderful! 4.9/5
(18 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
Cottage #360888
18
Viewed 24 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #4522864ha
Viewed 8 times in the last 48 hours
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
Cottage #556885
1
Viewed 12 times in the last 48 hours
  • 4 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 10
House #1050826
1
Viewed 11 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
avg/night
  • 5 BR
  • 2 BA
  • Sleeps 12
House #628856
5
Viewed 29 times in the last 48 hours
Wonderful! 4.9/5
(8 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 10
House #305998
8
Viewed 18 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #3596889ha
Viewed 24 times in the last 48 hours
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 5
House #1073110
Viewed 6 times in the last 48 hours
avg/night
  • 5 BR
  • 3 BA
  • Sleeps 9
House #412629
4
Viewed 38 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 9
Farmhouse #683544
2
avg/night
  • 5 BR
  • 4 BA
  • Sleeps 10
House #1015933
Viewed 16 times in the last 48 hours
avg/night
  • 4 BR
  • 4 BA
  • 1 HF BA
  • Sleeps 7
House #3757374ha
4
Viewed 9 times in the last 48 hours
$62
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Cottage #4479416ha
1
Viewed 11 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Sleeps 10
House #4154562ha
  • 3 BR
  • 3 BA
  • Sleeps 6
House #885475
Exceptional! 5/5
(10 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 7
House #352116
10
Viewed 89 times in the last 48 hours
Excellent! 4.5/5
(6 reviews)
avg/night
  • 5 BR
  • 3 BA
  • Sleeps 12
House #480215
6
Viewed 5 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 6
House #4269044ha
1
Viewed 61 times in the last 48 hours
  • 3 BR
  • 1 HF BA
  • Sleeps 6
House #4570385ha
  • 5 BR
  • 4 BA
  • Sleeps 8
House #4515640ha
  • 3 BR
  • 2 BA
  • Sleeps 6
House #250830ha
4
Viewed 16 times in the last 48 hours
  • 5 BR
  • 3 BA
  • 1 HF BA
  • Sleeps 10
House #716643
10
  • 4 BR
  • 2 BA
  • Sleeps 8
House #857206
1
avg/night
  • 3 BR
  • 1 BA
  • Sleeps 6
Cottage #4499810ha
Viewed 5 times in the last 48 hours
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 7
House #326053ha
3
Viewed 7 times in the last 48 hours
avg/night
  • 3 BR
  • 4 BA
  • Sleeps 8
House #631622
3
Viewed 72 times in the last 48 hours
  • 4 BR
  • 2 BA
  • Sleeps 8
House #3931482ha
2
Viewed 11 times in the last 48 hours
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
Cottage #4062137ha
2
Viewed 10 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 6
House #965493
  • 1 - 50 of 300+
 

Recent Shelter Island Reviews

Wonderful home for our week away!

5 of 5
Easy walk/bike to beach. Spacious lovely home! Thank you!
  • Submitted: Jul 23, 2017
  • Stayed: Jul 2017

Just a wonderful, wonderful spot

5 of 5
We stayed at the cottage on Westmoreland Farm for six days in June. The cottage itself is modest but completely charming and well-maintained. It reminds me of a time when vacations in New England were more about modesty and getting away, not about ostentation. I can't say enough about the friendliness and welcoming spirit of the owners, Margaret and Karl, who made sure that we found our way, greeted us upon arrival, and helped with anything we needed during our stay. They even stocked the refrigerator with some eggs from their chickens. Note that when you do stay at this cottage you are participating in a little bit of history. Westmoreland Farm was a sprawling Victorian project, which has now been in the same family since the 1930s. It is a blessed piece of land with lots of family history. A perfect setting for enjoying the calm and quiet of Shelter Island. After a day out, there's nothing better to returning to the cottage and enjoying the sun setting over the lake.
  • Submitted: Jun 29, 2017
  • Stayed: Jun 2017