Vacation rentals with a patio in Shelter Island

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Popular amenities for Shelter Island patio rentals

Apartment rentals with a patio

Top guest favorite
A cozy bedroom features a black-framed bed dressed in soft pink and green linens. A decorative pillow adds a touch of elegance. Beside the bed, a small nightstand holds a gently glowing lamp, casting a warm light across the room's neutral walls.
Apartment in Clinton
4.98 out of 5 average rating, 51 reviews

Shoreline Oasis

DebraRating, 5 stars2 weeks ago
This is a lovely upstairs apartment about a half mile from a small marina with several good restaurants. You will want to get to the beach in Madison, a state park, rather than the Clinton beach which has high fees for non-residents. With that said, the gate is not attended after 6 pm when I sat and ate a lobster roll and then explored some of the history plaques to be found on the point. Catherine’s place was the perfect site for me to rest after a Hoffman retreat.
Top guest favorite
The charming two-story building features a light-colored exterior with shingle accents. A covered porch spans the front, supported by tall white columns. Large windows invite natural light, while blooming trees enhance the inviting street view.
Apartment in North Fork
4.97 out of 5 average rating, 68 reviews

Newly Renovated 2-BR Apartment

GabrielleRating, 5 stars4 weeks ago
My friends and I loved staying at Amanda’s place. We were greeted by her homemade baked goods stand which was delicious. The apartment was charming, sparkly clean, felt very safe and was within walking distance of Greenport town area. Amanda was also very responsive and accommodating. Would highly recommend to anyone looking to stay in the North Fork area!
Top guest favorite
A shaded patio area features a large umbrella over a seating arrangement that includes two wicker chairs and a table. Lush greenery surrounds the space, providing a secluded atmosphere while natural light filters through the leaves above.
Apartment in Sag Harbor
5 out of 5 average rating, 14 reviews

Spacious Apt. Walk to Beach!

AngelaRating, 5 stars8 months ago
Lisa's apartment is exactly as depicted in the AirBnb listing. It is spacious, clean, comfortable, close to the village of Sag Harbor and down the block from a beautiful private beach. Given the cost of hotels in this area this apartment is an excellent value. While we did not speak or meet during our stay Lisa provided clear directions with regard to finding the home, parking and how to enter and left us her cell phone number in case we needed anything.
Guest favorite
A vibrant pool scene is captured, featuring a colorful unicorn float positioned on the water. Lush hydrangea blooms frame the area in shades of pink, complementing the surrounding greenery and the wooden fence that provides privacy.
Apartment in Southampton
4.96 out of 5 average rating, 91 reviews

Swimming pool w/Hot tub Fire Pit Coffee Bar

TaylorRating, 5 stars1 month ago
We stayed for our honeymoon - long weekend and first time Hamptons visitors. Very clean, organized and cozy space with nice decorations. All amenities listed were available. We really enjoyed the hot tub and firepit, very peaceful and private area. You should have a car to get around to restaurants, shops, and other outdoor activities. Lots of areas were walking, bike, and scooter friendly. There were so many beautiful views of the water!! Would stay here again, great value.
Superhost
The sleeping area features a plush bed with white bedding and two neatly arranged pillows. Warm light from the wall-mounted lamps illuminates the space, while green foliage is visible through the large windows on either side, creating a soothing atmosphere.
Apartment in East Hampton
5 out of 5 average rating, 4 reviews

The Hideaway | Clearwater Beach

JimRating, 5 stars2 days ago
Very clean, new, well appointed studio. We’d definitely stay again.
Guest favorite
A cozy living area features a plush gray couch adorned with decorative pillows. Vibrant blue walls complement the stylish kitchen cabinetry in the background. A large flat-screen television displays a scenic beach image, while a sleek desk sits nearby. Soft lighting adds to the inviting ambiance.
Apartment in Shirley
4.94 out of 5 average rating, 108 reviews

Boho Beach Vibez Retreat! Private entrance

Jennifer,MRating, 5 stars3 weeks ago
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 😀😀😀..
Guest favorite
A modern kitchen features white cabinetry and a wooden countertop. Stainless steel appliances include a stove and microwave. Above, light fixtures illuminate the space. A sliding door opens to a balcony, allowing natural light in and providing garden views.
Apartment in New Haven
4.92 out of 5 average rating, 181 reviews

Tranquil Apartment with Waterview, Walk to Beach!

CindyRating, 5 stars2 weeks ago
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.
Top guest favorite
An outdoor patio features a stone floor with a seating area, including a comfortable sofa and a table. A grill is positioned nearby, surrounded by greenery and a decorative planter. Large glass doors provide a view into the house, enhancing the connection to the outdoors.
Apartment in Branford
5 out of 5 average rating, 30 reviews

Stedley Creek

LorettaRating, 5 stars1 month ago
Selestria was super kind & supportive! She made us feel welcomed and made herself available for calls if needed. The home was clean and nice looking :)

House rentals with a patio

Top guest favorite
A private pool area is shown with a clear blue swimming pool surrounded by four lounge chairs. A charming shed is situated in the background, framed by green trees and landscaped gardens.
Home in North Fork
4.93 out of 5 average rating, 14 reviews

Stylish Beach Getaway: pool & walking location

JenniferRating, 5 stars2 weeks ago
Maher’s home is so elegant and mid —such great taste. He was such a kind host and so very easy to communicate with. The pool was lovely and the garden and back so pretty. We had a brilliant time! Thank you.
Superhost
The exterior of the house is visible, showcasing a charming facade with natural wood shingles. A well-maintained lawn surrounds the property. A driveway leads to a garage, while white chairs are positioned on the porch, inviting a relaxing outdoor experience.
Home in North Fork
5 out of 5 average rating, 3 reviews

Country Beach Home!

KaylaRating, 5 stars2 days ago
We had a wonderful stay in North Fork, Long Island! The area is absolutely charming—peaceful, scenic, and full of character. From the beautiful beaches and vineyards to the local farm stands and quaint towns, everything about the North Fork feels like a perfect escape from the hustle of daily life. The Airbnb itself was clean, cozy, and exactly as described—if not better! The kitchen was absolutely amazing! The host was incredibly welcoming, responsive, and made sure we had everything we needed for a relaxing stay. It was so easy to communicate with the host and I received many recommendations regarding things to do in the area as well as local dining establishments to try. We especially loved how close we were to wineries and local restaurants. Highly recommend this spot to anyone looking to enjoy the natural beauty, fresh air, and small-town charm of Long Island’s North Fork. We can’t wait to come back!
Superhost
A spacious outdoor area features a heated gunite pool surrounded by a wooden deck. A modern black house is visible in the background, with large windows and a covered seating area. Lush greenery frames the scene, creating a serene environment.
Home in East Hampton
4.88 out of 5 average rating, 48 reviews

Cedar Hot Tub, Suana, Heated Pool walk to water

ChrisRating, 5 stars2 weeks ago
Our family had the most amazing weekend at this home. Benjamin was very responsive and accommodating. There was not a detail missed in the home and outdoor environments. Even though it rained we had a full day of entertainment at the home. You will not be disappointed.
Guest favorite
A bright and airy living space features a cozy beige sofa facing large windows with water views. A staircase leads to the upper level, and natural light illuminates the open layout. Light-colored furniture and decorative accents create a relaxing coastal ambiance.
Home in Westhampton Beach
4.96 out of 5 average rating, 23 reviews

Magnificent Bayfront Retreat

ErinRating, 5 stars1 month ago
Ashley’s house is the perfect get away. I booked this house for my family to stay for my wedding weekend. My mom had never stayed in an Airbnb before and I’ve never seen her so happy and relaxed. She truly enjoyed her first Airbnb experience at Ashley’s place. It was exactly as described and the view is beautiful. Ashley was very responsive and made sure to answer any questions I had.
Top guest favorite
A blooming tree with pink flowers is positioned in front of a small white cottage. The driveway is newly paved, surrounded by a grassy area. Tall trees provide a natural backdrop, while a wooden fence lines the property, enhancing the cottage's privacy.
Home in North Fork
5 out of 5 average rating, 16 reviews

Oak Street Cottage

AndrewRating, 5 stars2 weeks ago
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!
Guest favorite
An outdoor space features a gunite pool with a waterfall, surrounded by well-maintained landscaping. A collection of lounge chairs is arranged around the pool area, and an umbrella provides shade over a nearby seating area. A charming house is visible in the background.
Home in Southampton
4.93 out of 5 average rating, 30 reviews

Charming Village home in the heart of Southampton

BridgetRating, 5 stars5 months ago
An ideal location in Southampton, Lori’s house is clean, cozy and peaceful; we thoroughly enjoyed spending our New Years there!
Guest favorite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in North Fork
4.92 out of 5 average rating, 88 reviews

Modern farmhouse w/ pool, beach, horses and winery

XiuRating, 5 stars2 weeks ago
I had a wonderful stay! The place was exactly as described—clean, cozy, and well-equipped. The host was friendly and responsive, making check-in and check-out super easy. The neighborhood was quiet and convenient, perfect for relaxing after a day out. I would definitely stay here again and highly recommend it to anyone visiting the area!
Superhost
A modern home with a wood exterior and large windows is surrounded by lush greenery. A separate garage is visible nearby, and a winding pathway leads to the front entrance. The well-maintained yard features manicured grass, offering ample space for outdoor activities.
Home in Southampton
4.91 out of 5 average rating, 32 reviews

Southampton Stunner: Pool, Beach & more!

ChristopherRating, 5 stars9 months ago
This is the second time we've stayed at Veva's home and it will not be the last. The home is nestled beautifully in a quiet neighborhood. Sitting outside is tranquil and relaxing. The home is beautifully furnished and extremely clean & well maintained. It is private with ample space to park. In a matter of minutes, you can be in Sag Harbor for dinner, at the beach, or take a short drive to Montauk. The location is perfect for anyone looking to get away from the hustle and bustle of everyday life but still close enough to all the great locations and activities the Hamptons have to offer. We will be coming back for many years to come.

Condo rentals with a patio

A bright bedroom features a spacious bed with a light-colored plaid duvet cover. Two bedside tables with lamps are positioned on either side. A wall art piece of a tree adds a touch of nature, while natural light streams through a door leading to another room.
Condo in Amagansett

Bright and Airy One Bedroom Apartment in the Dunes

TimRating, 5 stars21 months ago
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!
Top guest favorite
An aerial view displays the condo complex adjacent to the waterfront, featuring a central pool surrounded by a landscaped patio. The blue ocean extends beyond the property, with boats visible in the distance under a clear sky, enhancing the serene coastal environment.
Condo in Montauk
4.96 out of 5 average rating, 27 reviews

Sun N Sound Resort, Montauk, NY

DevinRating, 5 stars2 weeks ago
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!
Superhost
A spacious studio is shown, featuring a king-size bed with crisp white linens. Natural light floods the room through large sliding doors that open to a private balcony with views of the waterfront. A ceiling fan hangs above, and a sitting area with a green sofa is present.
Condo in Montauk
4.89 out of 5 average rating, 9 reviews

Endless Summer Studio Condo w Balcony Bayview

StephenRating, 5 stars22 months ago
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.
Superhost
The inviting living room features a light-colored sofa adorned with patterned cushions. A modern coffee table sits on a natural fiber rug, while a gas fireplace adds warmth to the space. Large glass doors open to a private patio with greenery beyond.
Condo in Bridgehampton
4.88 out of 5 average rating, 17 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

StaceyRating, 5 stars9 months ago
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+
Top guest favorite
A modern kitchen space features stainless steel appliances and white cabinetry. A spacious island with a sink provides a functional area for meal preparation. Natural light floods the room, highlighting the dining area with a view of the water through sliding glass doors.
Condo in Montauk
4.88 out of 5 average rating, 8 reviews

Condo on the Sound - Navy Beach

GabeRating, 5 stars1 week ago
Terrific condo, very communicative and friendly host, and easy check in and check out. Would recommend to everyone!
A vivid sunset is captured over the water, with orange and yellow hues radiating across the sky. A calm sea reflects the colors, while a small blue structure stands near the shore, overlooking the scene. A wooden boardwalk leads toward the gentle waves.
Condo in Montauk
4.56 out of 5 average rating, 18 reviews

Immersed in Montauk's Mesmerizing Waterfront Bliss

BillyRating, 5 stars9 months ago
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 .
Guest favorite
A spacious living area features a modern sectional sofa with decorative pillows and a cozy rug. A wall-mounted television is positioned opposite the seating, and natural light filters in from a window, highlighting the room's neutral color palette.
Condo in Sag Harbor
4.9 out of 5 average rating, 82 reviews

Cute cottage apartment upstairs in Sag

JaredRating, 5 stars2 weeks ago
Adam’s cozy cottage was exactly what I needed! I was visiting for a work event and I needed a quiet base-of-operations to answer emails and take calls. The unit was pristine, much more space than I anticipated. Hot shower, full kitchen, comfy couch, and a big bed. When I was ready to turn down, the stillness and quiet was breathtaking. Complete darkness. Whether you need an extended office / room for a business trip like me, or if you want a quiet, isolated getaway near Sag, this is the spot. Thanks Adam!
A well-maintained exterior features a spacious patio area, bordered by manicured flower beds and shrubs. The multi-panel front doors provide an inviting entrance, while the grey shingle siding complements the home's architecture. Bright sunlight enhances the natural colors of the outdoor space.
Condo in Westbrook

Watersedge resort time share Westbrook ct

AbbieRating, 5 stars49 months ago
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 vacation rentals with a patio in Shelter Island

  • Total rentals

    100 properties

  • Nightly prices starting at

    R177 ZAR before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    90 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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