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.
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.
What To Do in Shelter Island
Shelter Island Craft Workshop
Foster creativity and personal enrichment through workshops for artists of all ages.
Sylvester Manor Educational Farm
Immerse in history, agriculture, and culture at a storied estate offering engaging community experiences.
Rams Head Inn
Attend summer music events, including live performances at this historic inn.
Outdoor Adventures in Shelter Island
Shelter Island Country Club
Play a round at "Goat Hill," a public golf course amid incredible views and rolling hills in relaxed island vibes.
Crescent Beach
Relax, swim, and sunbathe on soft sands and in calm waters. Then, sip a cocktail and watch the sunset from one of the lively beach bars.
Wades Beach
Hit this family-friendly bay beach celebrated for tranquil waters ideal for swimming, sunbathing, and relaxation.
Sylvester Manor Educational Farm
Wander historic farm grounds and enjoy agricultural interpretations reflecting centuries of history.
Our Favorite Restaurants in Shelter Island
Vine Street Café
Enjoy innovative seasonal cuisine noted for its commitment to local ingredients and exceptional flavors.
18 Bay
Delight in a farm-to-table Italian experience with an ever-changing menu inspired by seasonal ingredients.
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: 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, followed by a scenic drive exploring Hidden Island treasures.
Mashomack Preserve
Lunch at a seaside grill, then biking or hiking around Mashomack Preserve.
Alfresco dinner overlooking the harbor
Alfresco dinner overlooking the harbor and an intimate campfire gathering by your accommodation.
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
Kayak along the calm coastal waters.
Sylvester Manor
Visit Sylvester Manor for a historic house tour.
Outdoor restaurant
Dine under the stars at a renowned outdoor restaurant.
Best Shops and Local Gems in Shelter Island
Vine Street Café
Relish innovative dishes and casual charm offered by a fine dining institution highlighted by commitment to quality.
Finley’s Fiction
Uncover literary gems and participate in book clubs nurturing literary passion and thought sharing.
Claudio’s Fine Wine
Discover an array of carefully selected wines and spirits to suit sophisticated tastes.
Shelter Island Florist & Gifts
Admire gorgeous floral arrangements and charming gifts that reflect the island’s relaxed and elegant vibe.
Interested in renting your property out with Rove?
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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.