Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house
Nestled in Shelter Island Heights, this spacious and beautifully appointed home is the perfect getaway for families looking to enjoy the best of Shelter Island.
Ideally located just a 10–15 minute walk from the North Ferry (easily accessible via the LIRR or Hampton Jitney) the house is also only a short 10–15 minute walk in the opposite direction down a charming dirt road to Crescent Beach, home to both Sunset Beach and The Pridwin.
Designed for relaxing, entertaining, and spending time together, the home features an enormous living room, separate family room, and a large dining room with seating for 14 guests. The fully equipped chef’s kitchen includes a double-oven Viking range, Bosch and Fisher & Paykel appliances, and everything you need for cooking and hosting at home, plus a large Weber grill on the deck for outdoor dining.
The house comfortably accommodates families and larger groups with five bedrooms, including:
* Primary bedroom with king bed * Three bedrooms with queen beds * One bunk room ideal for kids
Amenities include:
* Central air conditioning * Two large fireplaces * High-speed WiFi * Ping pong table * Board games and outdoor games including cornhole, bocce, and croquet * Swings and jungle gym for kids to play
Guests also enjoy access to the Shelter Island Heights Beach Club.
The property offers beautiful horizon views year-round, with seasonal winter views overlooking the creek and Dering Harbor. You’re also within walking distance of Shelter Island Heights favorites including Léon 1909, Chez Marie, The Tuck Shop for ice cream, and the shops, cafés, and restaurants in the Heights, making it easy to enjoy everything the island has to offer without needing to drive.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Shelter Island Heights
The Heights, a neighbourhood in Shelter Island Heights, is home to this holiday home. Shelter Island Country Club and Shelter Island Whale's Tail are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Greenport Farmers' Market and Love Lane. Travelling with kids? Consider East End Seaport Maritime Museum and Greenport Carousel.
Is Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house?
As of 17 May, 2026, prices found for a 1-night stay for 2 adults at Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house on 23 Jun, 2026 start from S$1,875, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house?
On-site parking is available at the property.
What time is check-in at Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house?
Check-in begins at 4:00 PM.
What time is check-out at Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house?
Checkout is at 11:00 AM.
Where is Away From it All! Bright, generous and well located 5-bedroom/3.5 Heights house located?
This family-friendly Shelter Island Heights holiday home is located in The Heights, within 1 mi (2 km) of Shelter Island Country Club, Sunset Beach and Crescent Beach. East End Seaport Maritime Museum and Greenport Carousel are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
No pool no problem. No water view no problem. Great house fully equipped in the kitchen and elsewhere Great location with nice walks into the the village for a snack, dinner, shopping or just a nice stroll among the old Victorian homes in the heights. A hospitable and responsive host is an added blessing. Enjoy.
We are just back from a glorious August week at this lovely house. We were already excited by the pictures and early conversations with the lovely owner, but the reality was even better!
The house is large and comfortably and so well appointed (e.g., lovely soap, all the cooking stuff you could ever need, tons of games, beach accessories, hammocks, seating aplenty everywhere, fresh flowers, etc.). The location is spot-on -- you can walk to town and also to a number of beaches, but you are on a quiet street with limited traffic and a huge backyard.
We were two families with four very small children between us and the house was the perfect size. Everyone had plenty of space to do their own thing and to be together.
I cannot say enough good things about this spot and about Rob who was such a gracious and easy host during every interaction.
The house is beautiful, well maintained and private. It had everything we needed. Our whole family - at every age - was so comfortable and able to relax completely. The location is perfect near restaurants and beaches, and an easy walk into town. Perfect spot on a perfect island.
Highly recommend! Outstanding, beautiful house! Our family was in town for a wedding and very happy we stayed here: Private & tranquil setting, spacious, clean & tastefully renovated, everything needed is there—plentiful & top quality, lots of group gathering spaces with ample & comfy seating, bedrooms comfy w/good closet & bath. Great Location: close to everything, 10-15 minute walk to town/restaurants/North Ferry/public golf course. Owner Rob is easy to deal with, responsive, accommodating and kindly welcomed us with a bottle of wine. Can’t wait to return! Highly recommend.
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