
Vacation rentals with a patio in Shelter Island
Find and book unique patio rentals on Airbnb
Quick stats about vacation rentals with a patio in Shelter Island

Total vacation rentals
Explore 100 vacation rentals in Shelter Island

Nightly prices starting at
Shelter Island vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 2,670 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Shelter Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shelter Island rentals

4.9 Average rating
Shelter Island stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated patio rentals in Shelter Island
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

Serene w/ large pool ~1 block to waterfront dining
Serene, chic Hamptons oasis! Ideally located 1 block to waterfront dining + 8 mins. to Main St. + beaches! Enjoy your tranquil home surrounded by nature + privacy. Swim in your pool, spark up the firepit + BBQ under the starry sky! Stream on your 80' TV + cook in your Chef's kitchen. Take a stroll just 1 block away to cafe for morning coffee on the sea and dinner/cocktails watching the sun set over the harbor. Walk home in 4 minutes. Enjoy the peace + calmness right here in your own home!
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Greenport walk to beach & vineyard! Brand new home
Take it easy at this brand new unique retreat. Walking to distance to the beach and winery. Less than a 2 minute drive to the famed Halyard Restaurant. 5 minutes from countless additional wineries and more restaurants and shops. Relax on the oversized back patio or in front of the firepit. Enjoy all the North Fork has to offer including world famous wines and food. Don't forget to save room for the pies! PICTURES OF FULL SIZED BUNK BEDS COMING SHORTLY! Please message me with any questions
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Beautiful 2 Bedroom, 2 Bath Greenport Village Loft
Enjoy this newly renovated 2 bedroom 2 bath loft apartment centrally located in the village of Greenport. Conveinient 5 minute walk to Front street, Main street shops, restaurants, bars and across from park/playground. Private rear deck for outdoor dining and a covered front porch for a glass of wine or morning coffee. Parking for 2 midsize cars in driveway. Power outlet available for EVs. Private yard with BBQ, firepit, adirondack chairs grassy area and lounges for sunning, reading or napping.
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Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!
Outdoor spacesValueBeach

Kenney's Beach Loft - Vineyards, Horton Lighthouse
Kenny’s Beach Loft is a cozy, pet-friendly open-concept queen bed studio with 1 bathroom, a kitchenette, comfortable living and dining area, in-unit washer and dryer, and a private patio. Perfect for families and couples getaway. Just steps from Kenney’s Beach for stunning sunsets and peaceful walks. Minutes to Southold Fish Market, Croteaux Vineyards, Horton Point Lighthouse, and North Fork wineries for dining, wine tasting, and exploring. Enjoy coastal charm, seaside air, and total serenity.
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Mid-Century Gem with Pool. Steps to Private Beach.
Escape to our stylish mid-century modern retreat on Shelter Island. A 1 minute walk to stunning Crab Creek and a private neighborhood association beach, our home boasts 3 bedrooms, 2.5 baths and an outdoor shower, and sits on nearly an acre of secluded land. The backyard is a private oasis with towering trees, a bamboo forest and a large pool surrounded by beautiful landscaping. Enjoy an indoor fireplace in winter, an outdoor fireplace and grill in summer, or a beach bonfire under the stars.
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Cozy Shelter Island 2 Bedroom 1 Bath Cottage
This cozy cottage is perfect place to relax and unwind. Located in the center of the island about a mile from the beach and nature preserve. Sleeps up to 9 people - with queen size aero bed provided. Linens, dishes, utensils etc. included. Fridge has icemaker and filtered water feature. Outdoor covered dining area with table and 8 chairs. 2 person swing, BBQ & outdoor shower. 2/3 acre. Relax with the whole family at this peaceful place to stay. Read House Manual for more info.
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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 🌊
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Bayfront 1BR/2BR detached guesthouse with pool
Perfect relaxing getaway for a couple or family. Bayfront 1BR/2BR fully detached guest house with gorgeous morning views. Property has saltwater pool + hot tub (open May -October) and bay access via private dock. Central to both north & south forks (wineries + Hamptons or Montauk just short drive away). Down the road from famous Shelter Island Sunset Beach + golf course. Come explore the beauty of the Hamptons without the stress!
Outdoor spacesViewGetting around

Hamptons - Shelter Island Farmhouse
Kid friendly! Perfect two family split! Come enjoy our island retreat. Relax with the whole family at this peaceful pad. You will be 2 min on bike from Wades Beach. You can also walk to the best BBQ/seafood in Shelter, Commander Codys. Features a large open kitchen/dining room plus also a spacious living room. 4 bedrooms with new mattresses, huge outdoor patio for family BBQs. No dogs please.
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Secluded Farmhouse - Studio Apartment Style Unit
Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.
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Beach House in L.I. Wine Country
Time to wine 🍷 down and make your way to the scenic North Fork. A clean and clutter-free beach house awaits. The Navy House is centrally located in a quiet residential enclave, steps away from Norman E. Klipp Marine Park (aka Gull Pond Beach) and a short drive to Greenport’s Historic Village, vineyards and farmstands.
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Popular amenities for Shelter Island patio rentals
Apartment rentals with a patio

Swimming pool w/Hot tub Fire Pit Coffee Bar
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Private 1st flr apt w/ patio 3 blocks from beach
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Hidden Garden Cottage|Beach|Pet Friendly
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Lovely 1st floor of farmhouse, wineries/downtown
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Renovated Oceanfront Montauk Studio Retreat
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Southampton apt walk to village
ValueHospitalityLaundry

NEW- Private Modern East Hampton Apartment!
ValueBreakfastBeach

Rustic Log Cabin, Long Island Vineyards
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House rentals with a patio

Brand new house with an all year round hot tub.
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Relaxing Spacious House. *pets welcomed*
Outdoor spacesHospitalityHot tub

Southampton Stunner: Pool, Beach & more!
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Chic Southampton Home. Mins to Village and Beach!
Outdoor spacesValueTV

Scandinavian Cottage
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Brand New Sun Filled Home
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Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
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Bayview house with salt water pool & private chef
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Condo rentals with a patio

Greenport Getaway at Cliffside Condos
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Amazing Waterfront VIEWS!
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Montauk Poolside Suite, Steps to Beach
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Cute cottage apartment upstairs in Sag
Outdoor spacesValueCleanliness

Endless Summer Montauk Studio w/Bayview Balcony
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Montauk Oceanfront Condo
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Mead to be Montauk - Long Island Coastal Escape
Indoor spacesComfortHospitality

Sun N Sound Resort, Montauk, NY
ValueViewGetting around
When is the best time to visit Shelter Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$131,755 GYD | G$104,567 GYD | G$122,762 GYD | G$130,709 GYD | G$120,252 GYD | G$142,839 GYD | G$158,942 GYD | G$158,733 GYD | G$131,755 GYD | G$126,526 GYD | G$125,481 GYD | G$125,481 GYD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
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- Rentals with pools Shelter Island
- Pet-friendly rentals Shelter Island
- Rentals with a hot tub Shelter Island
- Family-friendly rentals Shelter Island
- Rentals with beach access Shelter Island
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- Rentals with a patio Suffolk County
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- Rentals with a patio United States
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Point Judith Lighthouse
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Yale University Art Gallery
- Wölffer Estate Vineyard
- Ocean Beach
- Blue Shutters Beach
- Long Island Aquarium
- Orient Beach State Park
- Meschutt Beach





