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Shelter Island, NY: A Secluded Sanctuary of Nature and Charm

Hidden between Long Island's forks, Shelter Island offers tranquil landscapes, pristine shores, and a charming small-town ambience, accessible only by ferry, making it an idyllic, nature-infused retreat.
The Hamptons
The Hamptons
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Why Visit Shelter Island?

Visitors are drawn by Shelter Island’s peace and natural preserves. It encourages exploration by kayak, bike, or leisurely strolls through a friendly community, offering a true sanctuary for relaxation and renewal.

Why Spend Summer in Shelter Island?

Summer unveils the island's splendor with warm beach retreats, breezy evenings, and festivals. Escape crowds with concerts, markets, and seaside picnics in this sunlit haven, each day inviting tranquil charm.



Top Must-Do Activity in Shelter Island

Explore Mashomack Preserve, a conservation area covering a third of the island, with habitats, trails, and birdwatching, offering a pristine glimpse of Long Island's natural beauty.

Top Must-Do Activity in Shelter Island

What To Do in Shelter Island

Havens House

Havens House

Uncover Shelter Island history with guided tours commemorating architecture and community development.

Shelter Island Craft Workshop

Shelter Island Craft Workshop

Foster creativity and personal enrichment through workshops for artists of all ages.

Vine Street Café

Vine Street Café

Attend culinary events and special dinners spotlighting local flavors and chef-inspired dishes.


Outdoor Adventures in Shelter Island

Crescent Beach

Crescent Beach

Relax and revive on this lovely sandy beach, known for its pristine waters and scenic views.

Sylvester Manor Educational Farm

Sylvester Manor Educational Farm

Wander historic farm grounds and enjoy agricultural interpretations reflecting centuries of history.

Shelter Island Heights

Shelter Island Heights

Take leisurely bike rides along scenic coastal roads and admire historic architecture.


Our Favorite Restaurants in Shelter Island

Sunset Beach Restaurant

Sunset Beach Restaurant

Savor French-inspired dishes paired with stunning sunset views, perfect for relaxed island dining.

Vine Street Café

Vine Street Café

Enjoy innovative seasonal cuisine noted for its commitment to local ingredients and exceptional flavors.

Reddings Market

Reddings Market

Taste prepared gourmet dishes, artisanal sandwiches, and local provisions in a charming market.


48 Hours in Shelter Island

Our insider tips for spending a weekend in Shelter Island making the best of your Rove stay.

1

Day 1

  • Morning: Begin with a breakfast of French-inspired pastries and stunning waterfront views at Marie Eiffel Market.
  • Afternoon: Visit the Mashomack Preserve for a scenic hike, birdwatching, and relaxing in the tranquil beauty of the island’s diverse habitats.
  • Evening: Dine on farm-to-table dishes in an intimate atmosphere at Vine Street Café.. Finish the evening with a sunset walk along Crescent Beach, known for its spirited sunset cocktails.
Marie Eiffel Market

Marie Eiffel Market

Begin with a breakfast of French-inspired pastries and stunning waterfront views at Marie Eiffel Market.

Mashomack Preserve

Mashomack Preserve

Visit the Mashomack Preserve for a scenic hike, birdwatching, and relaxing in the tranquil beauty of the island’s diverse habitats.

Crescent Beach

Crescent Beach

Dine on farm-to-table dishes in an intimate atmosphere at Vine Street Café.. Finish the evening with a sunset walk along Crescent Beach, known for its spirited sunset cocktails.

2

Day 2

  • Morning: Enjoy brunch of creative dishes in the elegant surroundings at Shelter Island House.
  • Afternoon: Rent a kayak or stand-up paddleboard to explore Coecles Harbor, enjoying the peaceful journey while spotting marine life.
  • Evening: Savor exquisite cuisine in a historic landmark as you settle into The Chequit Inn’s cozy setting. Cap your stay with a nightcap in the relaxed, welcoming vibe at The Dory, a local waterfront bar.
Shelter Island House

Shelter Island House

Enjoy brunch of creative dishes in the elegant surroundings at Shelter Island House.

Coecles Harbor

Coecles Harbor

Rent a kayak or stand-up paddleboard to explore Coecles Harbor, enjoying the peaceful journey while spotting marine life.

The Chequit Inn’s

The Chequit Inn’s

Savor exquisite cuisine in a historic landmark as you settle into The Chequit Inn’s cozy setting. Cap your stay with a nightcap in the relaxed, welcoming vibe at The Dory, a local waterfront bar.


Best Shops and Local Gems in Shelter Island

Marie Eiffel Market

Marie Eiffel Market

Explore a boutique veranda offering curated goods, stylish attire, and delectable foods.

Finley’s Fiction

Finley’s Fiction

Uncover literary gems and participate in book clubs nurturing literary passion and thought sharing.

Ram Island Dry Cleaners

Ram Island Dry Cleaners

Rely on family-run services known for their attentive care and skillful craftsmanship.


Why Stay in a Rove in Shelter Island

Find serenity in the secluded beauty of Shelter Island with Rove's luxury summer rentals, perfectly tucked away from the world. Shelter Island luxury summer rentals provide an intimate escape with lush landscapes and bay views. Our luxury summer rental homes ensure privacy and elegance amidst pristine nature. With Rove, discover property rentals for summer that provide an exclusive island getaway.


Interested in renting your property out with Rove?

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The Rove Difference

Modern living spaces elevate every property.
Fully equipped homes with top tier amenities.
Elevated workspaces in every home.
Curated locations near where you want to be.
Chef-grade appliances and kitchens for entertaining.
Contactless check-in/out and on-call customer service.

Short Term Rentals In The Hamptons Made Easy

Why stay with Rove?

At Rove, we pride ourselves on a seamless short-term rental experience, with amazing luxury vacation house rentals in the Hamptons. Our expert team, with years of experience in the New York area, hand-selects all our vacation rentals, ensuring high-end luxury and comfort. Our fully furnished properties are equipped with everything you need for a perfect summer getaway, including well-stocked kitchens, elegantly designed living spaces, and dedicated work areas for remote professionals.

Whether you're looking for a relaxing beachfront retreat or an upscale workation destination, Rove ensures you experience the very best of the Hamptons.

Do all your short term rentals come fully furnished?

Absolutely. All our short-term rentals in the Hamptons are fully furnished and thoughtfully designed. You'll find well-equipped kitchens, in-unit washer and dryer, private patios, and designated workspaces to cater to your needs, whether you're on vacation or working remotely.


Are your short term rentals in Hamptons pet-friendly?

Yes, we welcome your four-legged companions to our apartments. However, please note that there is an additional cleaning fee for your furry friends.


What if I would like to extend my property rental?

Certainly! We'd be delighted to accommodate your extended stay in the Hamptons. Extensions are subject to availability and require at least 24 hours' notice before your original checkout time.


Can I book a monthly rental or seasonal rental in The Hamptons?

Of course! We offer discounted rates for extended monthly rentals, with the discounts applied automatically on our website. You're welcome to stay as long as you like, whether it's for a month or a full season.


Do your properties come with pools?

Yes, several of our Hamptons house rentals feature private pools for you to enjoy during your stay.


Do you offer last minute Hampton rentals?

While last-minute availability may be limited, we always make our inventory available after cancellations. For peak summer months (June-September), it's advisable to start booking as early as February.


What are some must-visit places in The Hamptons?

The Hamptons offer a plethora of exciting places to explore, from beautiful beaches to charming villages. To discover the best places to visit in The Hamptons, check out our blog post: Discover the Best Places to Visit in The Hamptons.