
Vacation rentals with outdoor seating in Shelter Island Heights
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Shelter Island Heights
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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!

Amazing Home close to Everything -
Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grouds are smoke-free.

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Sag Harbor / Noyack Pad - private STUDIO apartment
500sq ft studio apartment, with private entrance, private bathroom, outdoor deck area with table/chairs, private kitchenette (but no stove). Close to Noyack Bay/Long Beach. 5 min drive to Sag Harbor village. 15 min to East Hampton village. 15 min to Ocean beaches. Responsive host: you will be greeted and handed keys when you arrive. No waiting around. Host will respond to all calls or messages rapidly if any issues arise. Lockbox entry with spare key also for 24 hour access

Sag Harbor Village Cottage with 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, and tennis. 10 minute drive to Wolffer & ocean beaches. 4 bedrooms, 2 modern bathrooms and pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

River Barn, Sidewalk Stroll into Essex Village
The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

Exclusive Sag Harbor Compound
A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Beautiful condo on Long Islands Northfork
This condo is beautifully decorated and has a wonderful stone fire place. Gorgeous shiplap walls with Navy accents. There is also a new deck and wonderful dinning set outside. This unit has capabilities to be handicap accessible. Both bedroom have private bathrooms. The living room sectional opens up to a full sleeper making this condo able to sleep six people. All rooms have flat screen smart tv's.

Luxury Tiny Home Near Rocky Neck
Home away from home at our chic hideaway! Create a culinary masterpiece in the fully-appointed kitchen. Pamper yourself with heated floors in the bathroom, outdoor fire pit and heater. An elevated platform perfect for camping or yoga. Nestled just minutes from the picturesque Rocky Neck and McCooks beach, this is the ultimate small family romantic retreat or solo experience!
Popular amenities for Shelter Island Heights outdoor seating rentals
House rentals with outdoor seating

Family-Friendly Cottage by The Shore

Laid Back Relaxation

1830 Historic garden wing - walk to it all

Nofo Bungalow-In The Heart of Greenport Village

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

1800 Historical EH Home, 1 Mile to Town, Hot Tub!

Beachfront Paradise

Dream Get Away
Apartment rentals with outdoor seating

Hamptons Hills Escape

Mystical Ocean View in Historic Stonington Borough

The Whaler’s Loft · Ocean Beach, Mystic & USCGA

King 1BR Apt with Cozy Den and Luxury Amenities

Bright, Southold Studio Apt near beach & town

Private 1st flr apt w/ patio 3 blocks from beach

Cozy and Quiet space to Relax

Recharge at our Renovated ocean front unit
Condo rentals with outdoor seating

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Montauk Waterfront Condo w/ Sunset Views

Endless Summer Studio Condo w Balcony Bayview

Beautiful Waterview Condo on the North Fork of LI

Condo on the Sound - Navy Beach

Waterfront Autumn Escape in Wine Country: 2BR

Beachside Waterview 2Br Condo w/ Pool in Greenport

Beautiful Condo on the Ocean Bluffs
Quick stats about vacation rentals with outdoor seating in Shelter Island Heights
Total rentals
230 properties
Nightly prices starting at
€ 120 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- Jersey Shore Vacation rentals
- Ocean City Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a fireplace Shelter Island Heights
- Rentals with breakfast Shelter Island Heights
- Beachfront rentals Shelter Island Heights
- Rentals with a washer and dryer Shelter Island Heights
- Apartment rentals Shelter Island Heights
- Rentals with beach access Shelter Island Heights
- Cottage rentals Shelter Island Heights
- Family-friendly rentals Shelter Island Heights
- Condo rentals Shelter Island Heights
- Rentals with pools Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
- Rentals with a patio Shelter Island Heights
- House rentals Shelter Island Heights
- Boutique hotel rentals Shelter Island Heights
- Fitness-friendly rentals Shelter Island Heights
- Rentals with a kayak Shelter Island Heights
- Rentals with a fire pit Shelter Island Heights
- Pet-friendly rentals Shelter Island Heights
- Waterfront rentals Shelter Island Heights
- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- Cedar Beach
- Groton Long Point Main Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Ninigret Beach
- Mystic Seaport Museum
- Outer Beach at Smith Point County Park