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  • 10 guests

  • 5 bedrooms

  • 4 bathrooms

    +2 extra toilet

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That all-American, wood clad, cosily furnished Hamptons home you've been dreaming of? We've found it. With its picture-perfect setting, its traditional (yet stylish) interiors, beautiful terrace and sprawling country-style kitchen, it's got everything you could want for a stay on the illustrious Shelter Island. Bedrooms are grand, with antique dressers and each of the cosy living rooms are packed with seaside-themes trinkets and a library's-worth of bookshelves. The sprawling grounds are perfectly manicured and hidden away at the back is the dreamiest of swimming pools, surrounded by seagrasses and created to look like a wild pond – heaven. Long summer nights can be spent enjoying drinks in the garden as you leave the grill masters to fire up dinner – a state of the art sound system will help you create the perfect setting. Sea lovers need only wander five minutes from the home to find a peaceful nearby beach, perfect for sandy strolls in the morning or evening.


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What to expect


Highlights

Explore  the green haven of Shelter Island

Explore the green haven of Shelter Island

Lounge days away by the pool tucked away at the back of the garden

Lounge days away by the pool tucked away at the back of the garden

Summer nights were made for barbecuing on this patio

Summer nights were made for barbecuing on this patio

Curl up with a good book or two on cooler winter days

Curl up with a good book or two on cooler winter days

Cosy up in front of the crackling fire on those chilly nights

Cosy up in front of the crackling fire on those chilly nights

Share family-style brunches in the country kitchen

Share family-style brunches in the country kitchen

Like what you see? Explore more of this home

Home truths

    The bedrooms and bathrooms are split between the main house and the guest house, both as charming as the other

    The property is set over two floors so might not be best suited to those with limited mobility

    The pool isn't recommended in chilly out of season weather between September and May, you can check if it's open ahead of your stay though

About this stay


Amenities

Home cinema setup

Wi-fi

Air conditioning

Parking available

Washing machine

Dryer

Bedrooms & bathrooms

5 bedrooms, 6 beds

4 bathrooms, 2 additional toilets

Extras


Additional fees

  • There may be some extra fees to pay here, such as charges for utilities, final cleaning fees, city tax and security deposits – all of which you may need to pay in cash to the homeowner. Please reach out during the booking process to confirm.

Additional fees subject to a 3.5% handling charge.

Extras are subject to availability. Please enquire with your host.

Local guide


About Shelter Island

Reachable only by ferries, private boats, or small seaplanes, getting to Shelter Island is something of an adventure. And once you’re there, its turn-of-the-century charm, historical buildings, relaxed attitude and endless nature preserves (that make up one-third of the island) captivate city escapees and year-round residents alike. This bucolic island has quaint restaurants that feel more like home kitchens, farmer’s markets at the island’s historical society and silky stretches of...

Explore the area

Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Paddle through Shelter Island with Venture Out

Paddle through Shelter Island with Venture Out

Venture Out Paddle Board Rentals offers an unforgettable experience exploring Shelter Island's waters. With knowledgeable guides, top-notch equipment, and excellent service, it's the perfect way to stay active and have fun on your holiday.

Dine at Sunset Beach Hotel

Dine at Sunset Beach Hotel

Stay in sleek rooms with sea views and enjoy amazing water views, great food, and drinks at the lively French bistro/bar. The friendly and personable servers make the dining experience truly special.

Stay at Shelter Island House

Stay at Shelter Island House

Quaint country inn with casual-chic rooms, outdoor lounge, bakery, pool, and friendly staff. Enjoy private beaches, biking, and good food nearby. A lovely weekend getaway.

Explore the Rich Political History of Shelter Island

Explore the Rich Political History of Shelter Island

Immerse yourself in the fascinating political history of Shelter Island, a locality known for its significant role in shaping the region's governance. Discover historical landmarks and gain a deeper understanding of the area's past.

Explore Mitchell Park & Marina

Explore Mitchell Park & Marina

A perfect beach for families with little kids, featuring a delightful carousel ride and a picturesque boardwalk. Enjoy the vibrant atmosphere with concerts and dancing, or simply take a leisurely walk around the beautiful marina.

Dine at Noah's

Dine at Noah's

Experience the best of New American cuisine with a focus on local ingredients at this modern restaurant and bar. Indulge in incredible seafood dishes, from lobster rolls to tuna poké bowls, and enjoy generous portions and stellar service.

Savour Fresh Oysters at Little Creek Oyster Farm & Market

Savour Fresh Oysters at Little Creek Oyster Farm & Market

Shucked oysters & local beers served in a snug harborside cottage with a market & outdoor seating. Great atmosphere, delicious drinks, and an A+ waterfront location.

Explore the Serene Mashomack Preserve

Explore the Serene Mashomack Preserve

Discover a 2,039-acre coastal nature reserve with well-marked trails, beautiful water views, and abundant wildlife. Enjoy a peaceful hike through fields, forests, and along the shore.

Savour the Scenic Views at Kontokosta Winery

Savour the Scenic Views at Kontokosta Winery

Indulge in a delightful experience at Kontokosta Winery, offering breathtaking views of the sound. Sip on exquisite wines and relish delectable snacks amidst the stunning surroundings of this charming establishment.

Sail the Stunning Bays with Sag Harbor Sailing

Sail the Stunning Bays with Sag Harbor Sailing

Sag Harbor Sailing Inc. is a passionate team of experienced sailors offering boat rentals, sailing lessons, and overnight charters. With well-maintained boats and knowledgeable instructors, this is the perfect activity to explore the Hamptons from a new perspective.

Enjoy Foster Memorial Beach

Enjoy Foster Memorial Beach

With its beautiful beach, calm and clear water, Foster Memorial Beach is perfect for small sail sports or simply relaxing with a walk or run. It's a great option for a swim without turning into an ice cube and offers wide space to enjoy the beach without feeling crowded. Don't miss the stunning sunsets!

Booking policies


House Rules

Children welcome (1-12 years)

Infants welcome (under 12 months)

No smoking

No pets

No parties or events

Good to know

Arrival from 16:00

Departure before 10:00

Air con

Wifi

Cancellation policy

  • Up until

    60

    days

    Cancel at least 60 days before your check-in date for a 50% refund.

  • Not eligible for a refund once your check-in date is under 60 days away.

Host


This home is managed by Bryan

This home is managed directly by a business. A member of their staff will be your point of contact before and during your stay. Bryan and his team are vacation experts, especially when it comes to The Hamptons and surrounding towns. With years of experience, they’re with you every step of the vacation rental process – and they take pride in giving their guests a personalised experience to remember.

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This home is a Plum Guide Award winner.

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  • Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.