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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

Discover the Mashomack Preserve, covering a third of the island with rich ecosystems, hiking, and bird watching, all highlighting Long Island's purest natural appeal.

Top Must-Do Activity in Shelter Island

What To Do in Shelter Island

Shelter Island Craft Workshop

Shelter Island Craft Workshop

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

Mashomack Preserve

Mashomack Preserve

Discover miles of trails through diverse landscapes promoting flora, fauna, and serene explorations in this renowned preserve.

Rams Head Inn

Rams Head Inn

Attend summer music events, including live performances at this historic inn.


Outdoor Adventures in Shelter Island

Coecles Harbor Marine Water Trail

Coecles Harbor Marine Water Trail

Paddle your way through the harbor, discovering secluded coves and stunning natural beauty.

Wades Beach

Wades Beach

Hit this family-friendly bay beach celebrated for tranquil waters ideal for swimming, sunbathing, and relaxation.

Crescent Beach

Crescent Beach

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


Our Favorite Restaurants in Shelter Island

Vine Street Café

Vine Street Café

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

SALT Waterfront Bar & Grill

SALT Waterfront Bar & Grill

Savor seafood and American classics overlooking serene harbor views in a lively, nautically-themed space.

Shelter Island Bake Shop

Shelter Island Bake Shop

Savor sweet delights, homemade pastries, bread, and comforting coffee in this local favorite.


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: Breakfast at a ferry-side café, followed by a scenic drive exploring Hidden Island treasures.
  • Afternoon: Lunch at a seaside grill, then biking or hiking around Mashomack Preserve.
  • Evening: Alfresco dinner overlooking the harbor and an intimate campfire gathering by your accommodation.
Breakfast at a ferry-side café

Breakfast at a ferry-side café

Breakfast at a ferry-side café, followed by a scenic drive exploring Hidden Island treasures.

Mashomack Preserve

Mashomack Preserve

Lunch at a seaside grill, then biking or hiking around Mashomack Preserve.

Alfresco dinner overlooking the harbor

Alfresco dinner overlooking the harbor

Alfresco dinner overlooking the harbor and an intimate campfire gathering by your accommodation.

2

Day 2

  • Morning: Kayak along the calm coastal waters.
  • Afternoon: Visit Sylvester Manor for a historic house tour.
  • Evening: Dine under the stars at a renowned outdoor restaurant.
Calm coastal waters

Calm coastal waters

Kayak along the calm coastal waters.

 Sylvester Manor

Sylvester Manor

Visit Sylvester Manor for a historic house tour.

Outdoor restaurant

Outdoor restaurant

Dine under the stars at a renowned outdoor restaurant.


Best Shops and Local Gems in Shelter Island

Vine Street Café

Vine Street Café

Relish innovative dishes and casual charm offered by a fine dining institution highlighted by commitment to quality.

Marie Eiffel Market

Marie Eiffel Market

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

Marika’s

Marika’s

Shop for unusual fashion and curated home décor items that capture the bohemian elegance of island life.


Why Stay in a Rove in Shelter Island

Escape to secluded elegance and pristine beauty with Rove's luxury monthly rentals on Shelter Island. Our Shelter Island luxury monthly rentals feature luxury monthly rental homes nestled within tranquil landscapes and coastal waters. Enjoy Rove's luxury monthly apartment rentals that provide access to nature reserves and art enclaves, offering an immersive retreat. Through seamless monthly rentals, experience an island paradise with our refined month-to-month apartment rentals curated for tranquility and privacy.



Interested in renting your property out with Rove?

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.