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House vacation rentals in Islip

Find and book unique houses on Airbnb

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Popular amenities for Islip house rentals

House rentals with a pool

Top guest favorite
A well-maintained outdoor space features a blue swimming pool surrounded by lounge chairs and a red umbrella. Lush greenery lines the area, and a small shed is visible near the pool's edge, providing a serene atmosphere for relaxation.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars8 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Guest favorite
A spacious backyard features a rectangular pool surrounded by a wooden deck. Several lounge chairs are positioned along the deck, complemented by an umbrella for shade. Lush greenery lines the perimeter, creating a serene outdoor atmosphere.
Home in Massapequa
4.93 out of 5 average rating, 123 reviews

Great Family Times in this 5 Bedroom House

JorgeRating, 5 stars1 month ago
My family and I had a beautiful stay and I couldn’t have asked for a better rental. The Airbnb was huge with more than enough room for everyone and the backyard was large and spacious enough to have everyone eat comfortably. If I ever need another large rental you can bet I’m gonna check here first.
Superhost
A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.
Home in Hampton Bays
4.95 out of 5 average rating, 128 reviews

Peaceful Retreat in Immaculate Architect’s House

TheanoRating, 5 stars2 weeks ago
We had an amazing stay at Michael’s Airbnb this past weekend! The space was exactly as described—clean, cozy, and well-equipped with everything we needed. Michael was a fantastic host: super responsive, thoughtful, and made us feel completely at home. The location was perfect for a relaxing getaway, and the setting was even more beautiful in person. Would absolutely stay here again—thank you for a wonderful experience, Michael!
Guest favorite
A large pool surrounded by a wooden deck features clear blue water, complemented by several lounge chairs and umbrellas. A dining set is visible in the background, providing space for outdoor gatherings.
Home in Southampton
4.93 out of 5 average rating, 14 reviews

Southampton Escape, Heated Pool, hot tub, 3 bed,

LaurenRating, 5 stars10 months ago
The house was great! Our two infants loved the large deck and pool. So close to town and the beach. It was a perfect getaway!
Top guest favorite
A single-story house is depicted, featuring a light exterior complemented by solar panels on the roof. The front yard showcases well-maintained greenery, with blooming shrubs adding bursts of color. A clear blue sky serves as a backdrop, enhancing the home's inviting appearance.
Home in Shirley
5 out of 5 average rating, 16 reviews

Hope Haven

HilarioRating, 5 stars8 months ago
I was in Dion’s place with my family we really enjoyed the time we spent there,everything was perfect the pool was something that my kids enjoyed a lot, and hopefully we will come back again, for sure I totally recommend his house if you want to go and have a couple days of fun and relax thank you again Dion.
Guest favorite
An inviting in-ground pool is framed by a patio of grey stone tiles. Lush greenery surrounds the pool area, providing a private and serene environment. A wooden fence creates an additional sense of seclusion, enhancing the feeling of relaxation and tranquility.
Home in Westhampton
5 out of 5 average rating, 13 reviews

1940’s Westhampton renovated bungalow

FarbodRating, 5 stars8 months ago
Sarah was wonderful as a host and the home was very well maintained in a beautiful neighborhood. Thank you!
Top guest favorite
A spacious outdoor pool is surrounded by a stone patio, featuring a pink flamingo floatie. Aqua-colored lounge chairs are positioned nearby on a gravel surface, with greenery and trees framing the area for privacy.
Home in Hampton Bays
4.98 out of 5 average rating, 126 reviews

Beach House Feel - newly renovated backyard Oasis

LaurenRating, 5 stars8 months ago
We absolutely loved staying at Christine’s beautiful home! The place was immaculate, and we particularly enjoyed the pool and fire pit. The location was perfect—situated in a quiet neighborhood, close to great restaurants, and within walking distance of the water. Christine was an amazing host, letting us check in early and check out late. She also texted to make sure we had everything we needed and were enjoying our stay. She even stopped by to share some great recommendations and ensure we knew how to use the house and pool code. We had a fantastic experience and would highly recommend this Airbnb to anyone looking for a relaxing and enjoyable stay!
Guest favorite
Home in Southampton
4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars1 week ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

Weekly house rentals

Guest favorite
A spacious outdoor area features a private heated pool surrounded by a flat grassy lawn. Lounge chairs are positioned alongside the pool, offering a relaxing space, while trees provide natural shade. A wooden fence enhances privacy and blends seamlessly with the serene environment.
Home in North Fork
4.98 out of 5 average rating, 43 reviews

Private pool/walk to beach; farms/vineyards abound

SuzanneRating, 5 stars7 months ago
Staying at Amy's place was perfect for my friends and I while we're out on the North Fork for a wedding. Amy was very responsive with any questions we had. We were all very comfortable in the main living area as well as our bedrooms. The house was conveniently located to the wedding venue and my friends were also very happy that it was located near some pickleball courts. Thank you Amy for a wonderful stay.
Guest favorite
A spacious living room area is highlighted by a gray sectional sofa adorned with coral cushions. A white coffee table sits in the center, and large windows offer views of the beachfront. The open layout connects to a modern kitchen with wooden cabinetry and light fixtures.
Home in Far Rockaway
4.95 out of 5 average rating, 77 reviews

Beach Front Escape - Rockaway Beach NYC

MeganRating, 5 stars3 weeks ago
So glad we stayed at John's beachfront home. We wanted a way to escape the noise and chaos of a large city and this was the perfect fit. Granted the commute is longer, but we couldn't get enough of the amazing ferry ride from Rockaway to Manhattan/Wall Street. Such a great way to explore NYC.
Superhost
A spacious back deck is shown, featuring a large striped hammock and a bright picnic table. A charcoal grill and a gas grill are placed nearby, surrounded by potted plants. Seating areas include a shaded lounge space, inviting relaxation outdoors.
Home in Queens
4.91 out of 5 average rating, 74 reviews

LargePrivate guest suite in bayfront house

KatharinaRating, 5 stars6 months ago
Das Apartment hat alle Erwartungen erfüllt. Ich habe mich super wohl gefühlt. Das Bett war wahnsinnig bequem, sodass ich sehr gut schlafen konnte. Natürlich ist der Weg nach Manhattan hinein von Rockaway Beach aus nicht der Kürzeste, das war mir aber von vornherein klar. Innerhalb von 75 Minuten war ich „mitten drin“, ob ich mit der Bahn oder mit dem Schiff gefahren bin. Supermarkt und das empfehlenswerte „Restaurant“ sind auch fußläufig (5 Minuten) erreichbar. Auch als alleinreisende Frau habe ich mich in der Gegend sicher gefühlt. Dass man innerhalb weniger Minuten zu Fuß bei schönstem Wetter am Strand war, hat das Ganze noch abgerundet.
Guest favorite
A comfortable living room features an orange sofa accompanied by decorative pillows. A wall-mounted electric fireplace adds warmth, while a stylish clock is displayed above. Light wooden flooring complements the vibrant area rug, and a small beverage cart is visible in the background near a door.
Home in White Plains
4.88 out of 5 average rating, 8 reviews

Indigo Inn III -A Retro Modern Cove White Plains

ShannonRating, 5 stars7 months ago
Great space. Wonderful communication with host regarding any questions we had. Host was quick to respond. Very happy with the stay, would rent again.
Superhost
The exterior of a stylish country estate is showcased, featuring a white clapboard facade and dark green shutters. A spacious front porch offers multiple entries, surrounded by lush greenery and trees. A lamp post stands alongside the walkway, enhancing the welcoming atmosphere.
Home in Pound Ridge
4.86 out of 5 average rating, 49 reviews

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

PaulRating, 5 stars2 weeks ago
We had a great time at this lovely, antique home, complete with gardens and great big back yard! Bob, our Corgi, definitely approved! Easy access to Stamford and Bedford! Thanks for your thoughtful arrangements!
Guest favorite
A rectangular salt-water pool features a diving board, with sunlit waters reflecting the clear sky. Surrounding the pool are paved areas and landscaping, including tall green trees and planters. A white lounge chair is positioned for relaxation near the water's edge.
Home in Syosset
4.9 out of 5 average rating, 51 reviews

Elegant, resort style, clean, north shore home

FredRating, 5 stars9 months ago
The inside and outside areas were meticulously maintained. The weather was great, so we were able to really enjoy the pool and deck. Michelle was extremely responsive and did a great job with instructions, recommendations, and communications. One member of our party needed to work a few days, and the office space in the basement was perfect.
Top guest favorite
A spacious living area is furnished with a large sectional sofa adorned with decorative throw pillows. A coffee table sits centrally on a patterned area rug, complemented by artwork on the walls and natural light filtering through the windows.
Home in Cos Cob
5 out of 5 average rating, 16 reviews

GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH /NYC

AnishRating, 5 stars2 months ago
This is our 2nd review Victoria’s properties and we just want to reiterate how special of a landlord Victoria is. The best. I cannot recommend her properties enough if you are in need of a Greenwich rental like we were.
Superhost
A cozy living room features a light beige sectional sofa adorned with decorative pillows. A wooden coffee table rests on a patterned area rug. Natural light enters through large windows, complemented by bamboo shades, creating a bright and inviting space.
Home in Shirley
4.74 out of 5 average rating, 300 reviews

3 bedroom cottage rental

WilliamRating, 5 stars1 month ago
My family and I had a very relaxing stay at this place. Cozy with plenty of amenities. PAPA, the neighborhood cat likes to visit in the morning on the front deck and he’s a very good boy. Bring him treats.

Private house rentals

Superhost
A spacious living area features a white sectional sofa, centered around a light-colored coffee table. A dining space is visible in the background, furnished with a dark wooden table and black chairs. Warm colors are incorporated through decorative pillows and vibrant area rugs.
Home in Bayonne
4.89 out of 5 average rating, 9 reviews

Entire Home Near Manhattan Parking

MufizaRating, 5 stars3 weeks ago
We had a great family stay at this bnb.. our big family travelled from several different countries for a wedding and this was a great place to stay. Feels like home, had all the amnesties that such a big family would need. Very very spacious. And the host was very responsive. The neighbourhood was peaceful and quite, yet two streets away on a walkable distance you find great Resturant with all kind of cuisines including Italian (quite a few), sushi, shawarma, ice cream shops and Francine. Train station is a walkable distance. Costco and lidl was also in a short drivable distance.
Superhost
A single-story house is presented, featuring a gabled roof and front porch. The exterior is clad in white siding with brick accents. Two planters are situated beside the porch, and a white picket fence encloses the front yard, which includes light landscaping and a small evergreen shrub.
Home in Keansburg
4.69 out of 5 average rating, 97 reviews

Independent 2 bedroom beach house.

JohnRating, 5 stars1 month ago
this is the 2nd time I've stayed here both times I've enjoyed my stays and how friendly Geet is me and my friends love with spot and will continue to stay here 😂
Guest favorite
The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.
Home in East Haven
4.89 out of 5 average rating, 102 reviews

Welcome To Piper's Rest

ErnestoRating, 5 stars2 weeks ago
Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again
Guest favorite
A spacious backyard area features a sectional seating arrangement with neutral cushions under a large umbrella. A small table complements the seating, and a barbecue grill is visible nearby. The patio is bordered by a white fence and has a well-maintained lawn.
Home in Oceanside
4.84 out of 5 average rating, 135 reviews

Modern 2 bedroom — recently renovated in New York

RaquelRating, 5 stars2 weeks ago
It was an amazing experience. Wonderful Stay. Tomi was a gracious host. The place smelled amazing and very clean. I would love to stay here again and recommend it to everyone who is interested. 🙏🏽🙏🏽🙏🏽
Superhost
A living area is shown featuring a black shelving unit with decorative items. A television is positioned on the shelf, displaying an animated show. A potted plant adds greenery beside the shelf, while a patterned rug covers the hardwood floor.
Home in Amityville
4.72 out of 5 average rating, 74 reviews

Cheerful 2-Bedroom Home With On Premises Parking

SharozRating, 5 stars5 months ago
Very respectable, responsive and courteous couple! Proactive in solving your issues. Felt like home
Guest favorite
A shaded porch featuring a gray wooden floor extends towards the water, with hanging planters displaying vibrant flowers. Ocean views are visible in the distance, and a small blue boat is anchored along the shoreline. Soft light creates gentle shadows across the space.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Guest favorite
A private hot tub is situated under a gazebo with string lights, surrounded by vibrant pink azalea flowers. The outdoor space features a cozy seating area, a propane grill, and a glimpse of the home's exterior in the background.
Home in Stratford
4.94 out of 5 average rating, 174 reviews

Cozy Colonial - Private Hot Tub & Entire House

MonicaRating, 5 stars1 month ago
We loved our stay! Dylan was extremely responsive and the home was exactly as explained. The rooms were spacious and the beds were so comfy! No complaints! We will definitely stay again when we visit family.
Top guest favorite
An aerial view captures a private guest house surrounded by lush green landscaping. Outdoor furniture is arranged around a small table, complemented by two sun beds. A barbeque grill is visible near the house, with vibrant flowers accentuating the backyard space.
Home in Brookhaven
4.96 out of 5 average rating, 185 reviews

Beautiful & Independent Guest House near the water

HeatherRating, 5 stars1 week ago
We had a wonderful weekend at Raphael's cottage. It's beautiful & the setting is landscaped like a little paradise. He was responsive to any question we had. The yard for the cottage is adjacent to the main yard, but is separated by hedges. It was so relaxing to sit at the outdoor table on the sunny days we had-our pup enjoyed it, too! We explored the immediate area when walking our dog, and in about 15 minutes had reached the ocean, a pleasant surprise! There is also a wooded trail very nearby the house which I enjoyed. The king size bed was comfortable, and on the chilly April nights we had the heating was immediately responsive. The shower itself wasn't pictured in the listing photos, and in reality was very small. We hadn't inquired on it in advance-so it was a surprise-but certainly adequate. Overall, we had a great experience & felt right at home & comfortable. We would definitely recommend Raphael's place to those who find themselves in the area!

Quick stats about house rentals in Islip

  • Total rentals

    10 properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    400 reviews

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Fire Island Ferries, ShopRite of Bay Shore, and Bubba's Burrito Bar

Destinations to explore

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