Luxury Vacation Rentals in Shelter Island
Why Visit Shelter Island?
Shelter Island is idyllic with its relaxed atmosphere and untouched nature reserves. It's a destination for leisurely pursuits like kayaking scenic shores, biking, or embracing community warmth. Summer showcases Shelter Island's charm with sandy retreats, breezy nights, and engaging outdoor festivities. Escape crowds for concerts, markets, or beach picnics in this sunlit sanctuary.
Top Must-See in Shelter Island, NY
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. Walk along calming boardwalks and spot local wildlife, for a perfect calming afternoon.
What To Do in Shelter Island
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.
Mashomack Preserve
Enjoy an immersive natural experience with its extensive trails and wildlife viewing opportunities in lush landscapes.
FITZCARRALDO
Located at Shelter Island History Center, explore rotating art installations celebrating local and regional artistry with a history-rich ambiance.
Outdoor Adventures in Shelter Island
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.
Coecles Harbor Marine Water Trail
Paddle your way through the harbor, discovering secluded coves and stunning natural beauty.
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
Vine Street Café
Savor fresh, locally sourced ingredients and inventive culinary artistry in a cozy, welcoming setting.
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.
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.
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: 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: Conclude with dinner at an acclaimed local restaurant and a farewell cocktail crafted to perfection.
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.
Acclaimed local restaurant
Conclude with dinner at an acclaimed local restaurant and a farewell cocktail crafted to perfection.
Best Shops and Local Gems in Shelter Island
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.
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.
Why Stay in a Rove in Shelter Island
Find a secluded sanctuary on Shelter Island with Rove’s luxury vacation rentals, perfect for those seeking privacy and natural beauty. Accessible only by ferry, this serene escape provides a tranquil backdrop for relaxation. Rove’s luxury vacation homes offer spacious luxury vacation apartments with sophisticated design and luxurious amenities. Enjoy a seamless stay with Rove as you explore the island’s pristine beaches, lush nature reserves, and exclusive, peaceful ambiance.
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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.