Holiday Homes in Shelter Island Heights

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Featured Holiday Homes in Shelter Island Heights

"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"

includes taxes & fees

1 Oct - 2 Oct

"Booked for my family of 4 plus son in law.Property was immaculate both inside and out, and I’m very picky (just ask my family)House is minutes from East Hampton and the surrounding Hamlets. The refrigerator kept up with our ice demands before leaving for the beaches each day. Amazingly well equipped kitchen.We spent many afternoons by the pool, and evenings watching movies by the fire. Very peaceful home but minutes to town. "

"A very cozy and peaceful escape, loved the hot tub!"

"Beautiful home with a beautiful pool"

"My wife and I stayed at the Sandpiper for a long weekend. The property was very clean with a warm welcoming feeling. It is within walking distance to the beach and downtown shopping. Great location. I would recommend it to everyone."

"Everything was perfect, very comfortable and the location was outstanding."

"Nice property, conveniently located, great host!"

"Perfect location."

"House was beautiful - clean -perfect to hang in - pool was great, very private and relaxing - host was hospitable, friendly and accommodating - can’t wait yo go back in the fall!"

"Perfect house for a trip to the North Fork! Very clean and newly refinished. The place had everything we needed for the weekend and the host was very friendly. Great location! "

"Our trip was amazing, the pool was in perfect condition and the house had everything we needed. Would definitely stay here again!!"

"We had an amazing weekend at Jill’s ranch. There were 7 of us - 4 adults and 3 teens. Everything was clean and well equipped - whether making meals, watching movies, enjoying morning coffee on the porch while watching horses, it was lovely. Jill and her property manager were available at check-in and for any questions. Highly recommend staying here."

"This home was amazing! We stayed here for most of the week so we could participate in USCGA graduation activities. The home had everything we could possibly need (including a diffuser for my curly-haired daughter). The labels in the kitchen made it super easy to find and put things away. We enjoyed chatting at the fire pit and warming up in the hot tub after a very chilly graduation day. Would absolutely stay here again."

"Apartment was great for 2 couples and a baby. The location was amazing, 5 min walk to everything! Beds were super comfy!"

"Great job "

includes taxes & fees

1 Oct - 2 Oct

"Lynne is very responsive and her property is lovely. We were pleased with our stay. "

"The house was clean and cute. The owners had very clear instructions in their house book as well as local recommendations. When I had a question, the owners were very responsive by text. Beds were comfortable and the shower had good water pressure. The house is near a school and we enjoyed the playground. It is also about 1 mile to Ocean Beach and parking passes were provided. We enjoyed a cruise and visiting Mystic which both were easy to get to from the house. We also enjoyed the quirky...

"Overall, my girlfriends and I had a good stay at this accommodation. Transparently, there were some hiccups in communication between the property manager and I in the week leading up to our trip that were not clearly stated in the home's description prior to us booking our stay, however, I felt that they were able to address my concerns and came up with solutions that felt satisfactory to my group and I. The property manager was overall understanding and receptive to my feedback through our...