
Holiday rentals with a patio in Shelter Island Heights
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Top-rated rentals with patio in Shelter Island Heights
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.
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Popular amenities for rentals with patio in Shelter Island Heights
Flat rentals with a patio

The Boathouse, private downtown Harborside suite
⭐️⭐️⭐️⭐️⭐️ Clean, Comfortable, and Thoughtfully Prepared! We had a great stay! The place was spotless, quiet, and exactly what we needed for a few nights of good sleep and hot showers. It was clear that the host put thought into making guests feel welcome—there was a mini chocolate bar and a bottle of water waiting for each of us when we arrived, which was such a kind touch after a long day of travel. Check-in was smooth, the bed was comfortable, and everything worked perfectly. While we didn’t spend much time there beyond resting, it was the perfect place to recharge. Highly recommend for anyone looking for a clean, convenient, and cozy spot!

The Mystic Surfside Getaway 1-BD Apt
Jennifer’s place was perfect. Great location. Walking distance to shops and restaurants. Very new and spotlessly clean. Will definitely return.

Downtown Mystic, Private Deluxe 2BR + Parking - 4B
The location is amazing! It’s just a quick walk from downtown Mystic but also far enough that it still feels private and very quiet. The apartment was also super clean. The furniture wasn’t the most comfortable and the bathroom is small, but we didn’t spend much time there as there was so much to do in town. Highly recommend this place if you plan on exploring. Huge benefit that it is also pet friendly!

Boho Beach Vibez Retreat! Private entrance
this was my 4th time staying at this air b and b and as usual I dodnt want to leave!!. Sarah and Phil where amazing. I love going to this air b and b becouse its so peaceful and calm and its like be at home. I will be back again. if you looking for an awsome place to stay look no futher!!! this is thr place to go!! this family is wonderfully and beautiful people. I will be booking again. thank you again for being such an amazing host.. its like staying with family...thank you 😀😀😀..

Tranquil Apartment with Waterview, Walk to Beach!
I love this place. Perfect but what we were looking for. Walking distance to access beach. Overlooking the pier. Very clean and check in with.

Lovely Garden-Level Apartment in Heart of Town
Lovely town and environment. Very spacious and fully equipped apartment. The two bedrooms are separated from each other by the big kitchen, a little reading room and the living room…so good privacy. Two TVs. Comfy beds! The small town is an easy and pleasant walk. It’s a ground floor apartment under the owners house, so be prepared for the patter of little dog feet above. We did not see the owners but communication was terrific. Great place to stay in the vicinity.

Downtown Getaway Oasis 1 bedroom, 1 bath sleeps 4
No complaints! Easy check-in and check-out. Really awesome location. We walked everywhere for the duration of our stay because it is so close to the entire downtown area!

The Pond Mill Retreat w/ 2 Bdrms & Pool
Dawn and Bob’s place is one of the top Airbnb’s we have stayed in! Top notch in every way. It was spotless, comfortable and had everything we needed. And on top of that Dawn and Bob were the most friendly hosts we have met! I would recommend this Airbnb without reservation and will be back whenever we are back in CT!
House rentals with a patio

Modern Farmhouse Oasis in GP Village
Luigi was an excellent host, super responsive and a pleasure to interact with. The house is beautiful, super clean and well appointed. The beds were very comfortable and created the perfect sleep environment. Close walking distance to all the Greenport activities. I would absolutely stay here again and highly recommend staying here.

Quaint Chalet w/Salt-heated Pool
Wonderful weekend stay. Charming.

Salt & Sea House - Near wineries, farms, & beaches
We had a wonderful stay! The master suite is huge and the bathroom is dreamy. We didn’t really use the backyard bc it was winter but it was great for our pup! Kitchen was small but did the job (no microwave). We had issues with streaming on the “guest” accounts but we always travel with our own firestick so we were fine. The beds were super comfortable (firm memory foam type) but it was quite bright in the upstairs bedrooms in the morning bc several of the windows had no covering so if you need a blackout situation for little ones pack accordingly. We were able to put the provided pack and play in the closet which was fine for us! We would definitely recommend and return!

Greenport Beauty 3bdr 2 bath
House was perfect for our quick And easy family get away. Would certainly Stay again and recommend

Private Waterfront home with Dock!
We had a lovely fall weekend stay at Paul’s place. The house and the water views are just as pictured. Convenient location allowed us a good home base to explore the north fork wine trail and local businesses. We did have one small plumbing issue during our stay however Paul was extremely responsive to ensure it did not affect our stay at all. It was a nice experience having such a responsive host. Overall our friend group had a great time and would return again.

Oak Street Cottage
This was our wedding day weekend and we were shocked just how well this Airbnb was designed, built and cared for. All of the appliances were high quality, an art TV, a gorgeous shower. My wife and I couldn't have been happier calling this cute cottage home for this special weekend. Thank you Sara!

Secret Seaside Stone Cottage
Our stay at the Secret Stone Cabin was truly unforgettable. The breathtaking views and thoughtful touches made it feel like a home away from home. It was a luxurious retreat, complete with extra amenities like plush bathrobes, quality toiletries, and a chef-style kitchen. We took the row boat for a short spin, and had the weather been nicer, we would have loved to enjoy the beautiful outdoor fireplace. Every detail was perfectly curated for comfort — we can’t wait to come back!

3BR Waterfront Oasis on Joshua Cove, Private Beach
Wow what a gorgeous home with an even better view of Joshua Cove. We have honestly never been to a better Airbnb - it was just sublime, especially in the Connecticut sun! Loved how well equipped the home was for us.
Apartment rentals with a patio

Bright and Airy One Bedroom Apartment in the Dunes
A fantastic place to stay in the Hamptons, a special gem of a place located in the Dunes of Amagansett, will be back every year!

Sun N Sound Resort, Montauk, NY
Perfect spot for a Montauk getaway. Walking distance to everything dockside has to offer, great pool and lounge chairs on the property, very simple check-in via code with the front desk. Nick was kind and communicative our whole stay. We’ll be coming back!

Endless Summer Studio Condo w Balcony Bayview
We really enjoyed staying at Lynn’s place! Very clean and had a great view of the ocean from the deck. Lynn was very responsive and made the experience seamless. We would definitely stay with Lynn again.

Seashore getaway - CT shoreline
Lisa and I enjoyed our stay at Laurens place. Felt right at home. Very clean, open space. We had the best time and did not want to leave. We will be back for sure.

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+

Condo on the Sound - Navy Beach
Terrific condo, very communicative and friendly host, and easy check in and check out. Would recommend to everyone!

Immersed in Montauk's Mesmerizing Waterfront Bliss
George was a wonderful host , so available and willing to help with local knowledge and suggestions. The Condo is beautiful with a stunning sea view and plenty of amenities. I would definitely recommend this place to all .

Watersedge resort time share Westbrook ct
Andrew’s place was awesome. Just steps to a beautiful pool and the ocean! Couldn’t have asked for a better place.
Quick stats about holiday rentals with a patio in Shelter Island Heights
Total rentals
280 properties
Nightly prices starting at
₹10,385 before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
250 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
100 properties have a pool
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park