Shelter Island, NY: A Secluded Sanctuary of Nature and Charm
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.
The Best Areas to Stay on Shelter Island
Crescent Beach accommodations offer direct shore access and lively beach bars, while the Shelter Island Heights Historic District features picturesque streets and inns with easy ferry and village access.
What To Do in Shelter Island
Havens House
Uncover Shelter Island history with guided tours commemorating architecture and community development.
Shelter Island Craft Workshop
Foster creativity and personal enrichment through workshops for artists of all ages.
Shelter Island Historical Society
Delve into the island’s past with exhibits and programs celebrating its cultural and historical legacy.
Rams Head Inn
Attend summer music events, including live performances at this historic inn.
Rove's Top Pick: Can't-Miss Experience 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.
Outdoor Adventures in Shelter Island
Crescent Beach
Relax and revive on this lovely sandy beach, known for its pristine waters and scenic views.
Sylvester Manor Educational Farm
Wander historic farm grounds and enjoy agricultural interpretations reflecting centuries of history.
Shelter Island Country Club
Play a round at "Goat Hill," a public golf course amid incredible views and rolling hills in relaxed island vibes.
Shell Beach
Collect seashells, windsurf, or take a gentle stroll on the narrow beach with waters on both sides and panoramic views.
Our Favorite Restaurants in Shelter Island
Sunset Beach Restaurant
Savor French-inspired dishes paired with stunning sunset views, perfect for relaxed island dining.
Vine Street Café
Enjoy innovative seasonal cuisine noted for its commitment to local ingredients and exceptional flavors.
Salt Waterfront Bar & Grill
Relax over delicious seafood with beautiful marina views and a casual waterfront vibe.
Stars Cafe
Take a coffee break with quality baked goods in this community-driven coffee space with warm customer service and local charm.
48 Hours in Shelter Island
Our insider tips for spending a weekend in Shelter Island making the best of your Rove stay.
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: Alfresco dinner overlooking the harbor and an intimate campfire gathering by your accommodation.
Marie Eiffel Market
Begin with a breakfast of French-inspired pastries and stunning waterfront views at Marie Eiffel Market.
Mashomack Preserve
Visit the Mashomack Preserve for a scenic hike, birdwatching, and relaxing in the tranquil beauty of the island’s diverse habitats.
Alfresco dinner overlooking the harbor
Alfresco dinner overlooking the harbor and an intimate campfire gathering by your accommodation.
Day 2
- Morning: Start with brunch on a private patio, taking in the island's tranquility.
- Afternoon: Sail or paddleboard through Shelter Island Sound, then unwind at the luxurious hotel’s spa.
- 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.
Island's tranquility
Start with brunch on a private patio, taking in the island's tranquility.
Luxurious hotel’s spa
Sail or paddleboard through Shelter Island Sound, then unwind at the luxurious hotel’s spa.
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
Explore a boutique veranda offering curated goods, stylish attire, and delectable foods.
Finley’s Fiction
Uncover literary gems and participate in book clubs nurturing literary passion and thought sharing.
Marika’s
Shop for unusual fashion and curated home décor items that capture the bohemian elegance of island life.
BLACK CAT BOOKS
Find an unusual read or collectible in this collection of rare books and literary finds.
Why Stay in a Rove in Shelter Island
Rove invites you to explore the serenity of Shelter Island with our select luxury nightly rentals that offer tranquility and elegance in equal measure. Each Shelter Island luxury nightly rental homes allows guests to experience secluded beaches and local charm effortlessly. Our luxury nightly apartment rentals and luxury nightly house rentals are designed to offer exclusive amenities within a stunning natural backdrop. Enjoy Shelter Island’s enchanting landscapes with Rove’s superior nightly rentals experience.
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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.
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.
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.
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.
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.
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.
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.
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.
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.