A pebbled beach with a sunset and a distant bridge.

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Shelter Island Heights guest houses

A serene landscape with a calm body of water reflecting trees with autumn foliage.

1. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is ￥29,265
￥33,435 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
A garden with a wooden bench, a playground, and a house in the background.

2. Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (418 reviews)
"Very peaceful place and very clean. Beautiful pool area as well."
United States
Christopher
The price is ￥23,509
￥26,860 total
includes taxes & fees
Oct 13 - Oct 14
Hampton's Vacation Inn
A beach with waves gently lapping onto the shore, a clear sky, and the sun setting in the distance.

3. Charming Carriage House - Beach - Ocean Views - Fireplace

Charming Carriage House - Beach - Ocean Views - Fireplace
New London
10.0 out of 10, Exceptional, (207 reviews)
"Of all of the places I have stayed in, this was hands down my favorite! From the stunning view to the beautifully designed interior, I was in awe of this carriage home. It had everything I needed and more, with thoughtful touches like beach chairs, a cooler and umbrellas to use. Everything was so comfortable and I really appreciated the blackout shades in the bedroom. I will be looking for excuses to visit here again and again!"
United States
Carrie
The price is ￥42,744
￥67,520 total
includes taxes & fees
Oct 16 - Oct 17
Charming Carriage House - Beach - Ocean Views - Fireplace
Seasonal April to October Salt water heated oversized pool

4. Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops

Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops
Southampton
9.8 out of 10, Exceptional, (6 reviews)
"Would definitely recommend "
United States
Marte G.
The price is ￥71,240
￥155,005 total
includes taxes & fees
Oct 13 - Oct 14
Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Heights Hotel Reviews

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

8/10 Good
"Only thing I would say is the TV in the room. Every channel was blurry and you couldn’t really see anything."
saymon 2-night trip
Posted 1 hour ago
Quality Inn Old Saybrook - Westbrook

Find out more about Shelter Island Heights

Shelter Island Heights Guest Houses information

Number of reviews
712
Accommodation
6 Guest Houses
Lowest Price
￥26,860
Highest Price
￥67,520