Vacation rentals with a patio in Shelter Island

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Top-rated patio rentals in Shelter Island

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Guest favorite

Home in North Fork

4.98 out of 5 average rating, 131 reviews

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals available (inquire!)

Guest favorite

Cottage in Sag Harbor

5 out of 5 average rating, 41 reviews

Luxury Gem At The Heart of Sag Harbor Village

An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.

Guest favorite

Home in North Fork

4.96 out of 5 average rating, 26 reviews

Waterfront Beach Cottage

Renovated New Suffolk Waterfront Beach Cottage steps from water/beach/restaurants & more w/ water views from practically every window in the heart of the most special neighborhood in the north fork. Perfect for families with twn over full bunks, pvt mstr, grill, outdr shower and new kitchen. Bonus room has comfy couches & sunset views. Dine al fresco with water views or stroll to restaurants, apple picking or famous New Suffolk beach. Minutes from everything your vacation could need, year round.

Guest favorite

Home in East Haven

4.96 out of 5 average rating, 132 reviews

The Breakaway - a waterfront gem.

Located next to historic Lighthouse Park, this Morgan Point, California-style bungalow overlooks a lighthouse and breakwater that protect New Haven Harbor. Prepare oceanfront dinners in your modern kitchen; relax to sunrises, sunsets, & the sound of waves. A quiet beach is steps from the door for swimming and kayaking. New Haven sights, restaurants, & nightlife are only minutes away. Picturesque coastline communities, local vineyards, breweries, fall foliage, & commuter rail to NYC are nearby.

Guest favorite

Home in Shelter Island

5 out of 5 average rating, 6 reviews

Step into a world of creative grandeur at this stunning artist loft, now available for rent on Airbnb. Boasting a generous expanse of space, this exceptional sanctuary harmoniously blends artistry with functionality. The expansive open layout is adorned with inspiring decor, invoking a palpable sense of wanderlust akin to a Travel and Leisure feature. Sunlight dances through windows, illuminating intricate artwork that adorn the walls. From the eclectic furnishings to the avant-garde touches.

Guest favorite

Home in North Fork

4.93 out of 5 average rating, 29 reviews

Luxury by the Sea!!

Your search 👀 is over! Brand New 🔨 Construction. Charming, luxurious, private, comfortable Beach 🏖 House. This home is beautifully designed with too many architectural details to list. Property is fully furnished 🛋 with no detail spared . Open floor plan, spacious great room with gas fire place and flat screen, gourmet eat 🍝 in kitchen with large island is a wonderful place to entertain 🥂. Brand new washer/dryer, butlers pantry and mud room. Where the country meets the sea 🌊

Superhost

Home in Sag Harbor

4.87 out of 5 average rating, 95 reviews

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches. 10 minute drive to Wolffer & ocean beaches. 3 bedrooms, 2 modern bathrooms and heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Guest favorite

Home in Shelter Island

4.92 out of 5 average rating, 26 reviews

Scandinavian family home on the water

A truly serene place, perfect for a family to wind down for the summer. Our home is a 3bed, 2 bath on a one + acre waterfront with pool. We love waking up with the sunrise and go out on the paddle board, or enjoy a cup of coffee down by the water. We’re near wades beach, and the neighborhood is very quiet and walkable. This is our year-round home, we recently made the move to Shelter Island and we love it. We’ll be renting out our house while visiting family this summer.

Guest favorite

Cottage in Shelter Island

4.91 out of 5 average rating, 23 reviews

Waterfront Getaway on Shelter Island

This bright, spacious, private 3 bedroom, 2 bath contemporary home located at the end of the secluded Westmoreland peninsula on Shelter Island is the ideal retreat for summer. Hosting waterfront views from every room leading to a large open deck for gatherings of all kinds. This remote cottage is only 5 minutes from 2 of the best beaches on Shelter Island, Shell and Crescent Beach. Bring your water sports and enjoy Westneck creek and it’s beautiful scenic views!

Superhost

Loft in North Fork

4.8 out of 5 average rating, 40 reviews

Beach House - Loft Apt

The Beach House - Loft is a 750 square foot apartment, with two private balconies, just 500 feet from the beach. It was fully renovated in 2022. It has an open layout, high ceilings and skylights for a bright and airy feel. Updated appliances, built in washer & dryer and a large smart tv. There is a cute restaurant conveniently located next door. You can quietly hear the ocean from the balcony facing the water. Perfect for a peaceful getaway.

Guest favorite

Home in North Fork

4.93 out of 5 average rating, 117 reviews

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Guest favorite

Cottage in East Hampton

5 out of 5 average rating, 37 reviews

Chic cottage on lush, secluded acre by the beach.

Charming cottage with spacious lawn surrounded by lush vegetation and protected land. 5-minute walk to a secluded and serene Northwest Harbor beach. An approximately 10-minute drive from both East Hampton and Sag Harbor restaurants and stores. Chic and modern rooms with brand-new, high-end bathrooms. Perfect rental for those who want a mix of quiet time and quick access to everything else. Relax and unwind at this unique and tranquil getaway.