89 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Barns
Bungalows
Cottages
Estates
Farmhouses
Hotels
Homes
Apartments
Boats
Cabins
Castles
Chalets
Condos
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

89 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Shelter Island Vacation Rentals with outdoor grill(89)

89 Results
  • 5 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
(9)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 6
14 night minimum stay
1 Review
$400 - $750
per night
3 - 5 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
2 Reviews
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(6)
$5,000 - $5,833
per week
14 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
14 - 31 night minimum stay
$5,600 - $6,000
per week
7 - 31 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
7 - 31 night minimum stay
1 Review
  • 6 BR,
  • 7 BA,
  • Sleeps 14
3 night minimum stay
(8)
$12,500 - $25,000
per month
30 - 31 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
30 - 31 night minimum stay
(3)
$22,000 - $25,000
per month
30 night minimum stay
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
30 night minimum stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 7
3 - 14 night minimum stay
(4)
$425 - $575
per night
2 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 28 night minimum stay
1 Review
$2,650 - $6,250
per week
7 - 14 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 - 14 night minimum stay
1 Review
$1,000 - $3,500
per week
7 - 31 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 - 31 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 12
7 night minimum stay
$750 - $1,350
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 30 night minimum stay
(5)
$2,350
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(4)
$2,200 - $3,500
per week
7 - 31 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 - 31 night minimum stay
(3)
$500 - $600
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
$225 - $571
per night
2 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 8
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 30 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
$325 - $564
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(6)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
3 - 7 night minimum stay
(4)
$750 - $929
per night
13 - 30 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
13 - 30 night minimum stay
Advertisement
 

Recent Shelter Island Reviews

Simply a blissful week!

5 of 5
Wow, such a cool and beautiful place. We love nature and there was so much to enjoy. From the rabbits, the bright yellow and red birds in the pond, the sound of waterfalls and even a couple of deer. The pools were fantastic, my son deemed the one on the right to be "his": while my husband and I used the other. Now that was really just perfect. We used both the gas and charcoal grills for some lunch and 2 dinners and really enjoyed the choice of dining spots that the owner had told us about, every meal as great. The beach across the street was perfect, rarely did we see anybody else on it. We also went about a mile down the road to Sunset beach to hang out and enjoy all the "beautiful" people and their yachts. We will most definitely be back, one of the nicest rentals we have been in, in many, many years. Susan
  • Submitted: Mar 18, 2015
  • Stayed: Aug 2014

LOVELY HOME - WONDERFUL LOCATION!

4 of 5
Lovely views of the harbor and very close to restaurants, cafes and shops - A great house and it was very comfortable for our 'girlfriends' weekend, we were five women who enjoyed relaxing on the front porch chatting with a glass of wine - We did cook one meal and it was great to have access to fresh herbs and tomatoes from the garden in the yard - The caretaker, Tom, even brought us peppers from his own garden that were delicious - Thank you Tom! This is a 5-star property but I gave it a 4-star rating only because of the constant traffic in front of the house going to the ferry - We were there in October so it was considerably less than it must be in the summer months - Even after saying that, I would definitely stay there again! (One suggestion would be to have a full length mirror somewhere in the bedroom area)
  • Submitted: Oct 29, 2014
  • Stayed: Oct 2014

Everything in the photos - and so much more!

5 of 5
This property is just absolutely stunning and so wonderful. My husband and I got married on Shelter Island and stayed here for 4 nights during our wedding weekend. We had countless numbers of family and friends filtering in and out throughout those days, and the size was more than accommodating. There are so many different spaces for different groups to socialize in, and we just had a blast. And nobody could get over what a beautiful property it was! It’s so well suited and fun for guests of any age, and every single room inside (there are many!), as well as the pool and the grounds outside are so well kept and spotless. And huge! Little touches like the amazing sound system, the on-site laundry services, all of the kitchen amenities, and the bikes in the garage just make you feel even more at home. And the beautiful porches both upstairs and downstairs are so perfect for relaxing. I enjoyed my coffee every morning on the upstairs balcony with a view of the water. The house is also on such a beautiful and quiet block only steps away from the beach, with the occasional deer families stopping by the front lawn. We just had the most fantastic and memorable few days on Shelter Island, and this house was integral to our good time. Andrew was also always so responsive and helpful in answering all of my questions both before our stay, and during. I can’t thank you enough for sharing your beautiful home with us Andrew! We will be back!
  • Submitted: Sep 29, 2014
  • Stayed: Sep 2014