House vacation rentals in Stony Brook

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Popular amenities for Stony Brook house rentals

House rentals with a pool

Guest favorite
A two-story house showcases a charming exterior with blue shutters and a welcoming red door. The landscaped front yard features vibrant flower beds and manicured greenery, providing a serene setting against a clear blue sky.
Home in North Fork
4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

KimRating, 5 stars4 months ago
This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!
Top guest favorite
A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 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 well-maintained backyard features a circular swimming pool surrounded by a wooden deck. The pool is filled with clear blue water, and steps lead into it. A deck railing provides safety while offering views of the surrounding greenery and the house in the background.
Home in Massapequa
4.93 out of 5 average rating, 123 reviews

Great Family Times in this 5 Bedroom House

JorgeRating, 5 stars4 weeks 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
The kitchen area features modern wooden cabinetry and black appliances, including a microwave and refrigerator. A view of the bright living space is captured through large sliding glass doors, which allow natural light to fill the open layout. A wooden dining table showcases a bowl of fresh fruit.
Home in Hampton Bays
4.94 out of 5 average rating, 127 reviews

Peaceful Retreat in Immaculate Architect’s House

ClareRating, 5 stars3 weeks ago
Michael was a great host, friendly, flexible and helpful. The house is beautiful and has all the amenities you would expect. We loved staying there and would definitely like to stay again.
Guest favorite
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
A two-story home is set back from the road, framed by lush greenery and gravel landscaping. A red umbrella provides shade on the upper deck, and large windows offer glimpses of the interior. The house is light-colored, blending well with the coastal surroundings.
Home in Southampton
4.96 out of 5 average rating, 168 reviews

Waterview&Pool FREE Dogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars2 days 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.
Guest favorite
A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.
Home in Mastic Beach
4.93 out of 5 average rating, 121 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

EricRating, 5 stars3 months ago
Five stars doesn't feel like enough, if anything I'd say everything was better than we'd expected based on the pictures and the reviews! First, as others have mentioned John was an incredible host, the place was well stocked and had all sorts of snacks and drinks (and a nice bottle of wine); he also bought us dinner and was very good about keeping in touch the whole time we were there. The house was amazing top to bottom, but I have to specifically call out the pool, which was jaw-droppingly beautiful and the perfect temperature despite cold weather outside. We loved the neighborhood and yard to walk our dogs, and the kitchen was great to cook in (made me miss having a gas stovetop). We'll definitely be visiting again, it was the kind of stay that sets a new bar for what to look for in a vacation!

Weekly house rentals

Superhost
A modern kitchen is equipped with sleek cabinetry and a large island featuring four white stools. Pendant lights hang overhead, illuminating the counter space. A window offers a view of the outdoor deck, enhancing the bright, open feel of the room.
Home in Ocean Beach
5 out of 5 average rating, 3 reviews

Michigan Ave

JakeRating, 5 stars7 months ago
Everything was great. The home as exactly as advertised, clean and in a prime location. Highly recommend.
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
The living area features a blend of comfortable seating options, including a sofa and armchairs. Large windows allow natural light to flow in, and a cozy stove is positioned prominently. A dining table with chairs is visible, along with decorative accents, such as mirrors and art pieces.
Home in Ocean Bay Park
4.96 out of 5 average rating, 27 reviews

Ocean Bay Park - MDW Available! Sleps 15

LoreleiRating, 5 stars7 months ago
Kathy’s home was exactly as described spacious, clean, and incredibly inviting. I traveled with a large group of my friends, and we never felt on top of each other. Kathy was extremely accommodating & communicative when it came to checking in and checking out of the Airbnb,along with recommendations to eat on the island or close by. The home was an effortless walk to the beach and to center of town. If you were coming to enjoy fire Island with a large group of people, I would absolutely recommend this space!
Superhost
A spacious bedroom features a queen bed with striped bedding and a decorative red pillow. A large mirror is positioned against one wall, while minimalist decor includes vertical branches and wall-mounted leaves. Soft carpet covers the floor, creating a comfortable environment.
Home in Mineola
4.79 out of 5 average rating, 118 reviews

Home for Your Holiday!

AaronRating, 5 stars1 month ago
Clean, quiet, easy. Close to where I was going for work. Would absolutely stay again.
Superhost
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.
Guest favorite
The front exterior of the home features a charming porch with white pillars and a welcoming door adorned with a circular wreath. Bright yellow flowers and vibrant plants are arranged in decorative pots, complementing the manicured lawn and lush greenery.
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
Home in Cos Cob
5 out of 5 average rating, 16 reviews

GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH /NYC

AnishRating, 5 stars1 month 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 stars3 weeks 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

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, 134 reviews

Modern 2 bedroom — recently renovated in New York

BruceRating, 5 stars3 weeks ago
Excellent location. An easy inexpensive ride into Penn Station via LLRR. A suggestion: I recommend those luggage racks one finds in hotels for your suitcase in each bedroom. That, or foot of bed benches. There is no closet for the small bedroom, so a place for your suitcase would be great. A chair in the small bedroom would also help.
Superhost
A spacious living area features a large, light-colored sectional sofa facing a stylish coffee table. Natural light floods the room through skylights, highlighting the wood flooring. A dining table is positioned nearby, complemented by modern decor and a welcoming entryway with a decorative sign.
Home in Quogue
4.68 out of 5 average rating, 31 reviews

Luxurious Hamptons Beach Heated Pool Wineries

MarttiRating, 5 stars5 months ago
Our family had a nice stay over Thanksgiving. The house was as described and clean on the inside. Laura was very responsive and answered any questions quickly. I only took 1 star off check-in as the property grounds were not well kept. This made it hard locate the driveway while also making the front entry dirty with all the leaves. All in all, we would stay here again as it met our needs for our family trip.
Guest favorite
A cozy living area is shown, featuring a sectional sofa in a muted tone, positioned on soft carpeting. A large flat-screen TV is mounted on the wall, providing a focal point for entertainment, with warm lighting enhancing the inviting atmosphere.
Home in Franklin Square
4.89 out of 5 average rating, 9 reviews

Family Private House Long Island

NazifRating, 5 stars3 weeks ago
The stay was great. Our host was accommodated and great with communication. Would love to come back!
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 charming exterior view of a two-story house is presented, showcasing a combination of wooden shingles and classic architectural details. Lush greenery with flowering shrubs surround the base, while a clear blue sky completes the serene setting.
Home in East Quogue
4.95 out of 5 average rating, 77 reviews

Walker House

OliviaRating, 5 stars7 months ago
This house was exactly what our group was looking for. It sleeps 12 people comfortably and it’s very large. A quick walk from the jitney with 5 parking spots, it was perfect for all guests and their respective method of transportation. The backyard is also VERY spacious. There’s a grill, tennis court, etc. plenty of things to do — there’s never really a reason to leave during your stay. The house also has really nice energy. It’s quaint, gets beautiful light and is really charming! I would stay here again :)
Guest favorite
A mid-century modern house is nestled among vibrant autumn trees, showcasing a private pond in the foreground. A spacious deck extends from the house, offering a connection to nature with colorful foliage surrounding the property. Bright blue skies provide a contrasting backdrop.
Home in Norwalk
4.89 out of 5 average rating, 37 reviews

Entire House on Scenic Estate with Private Pond

KristyRating, 5 stars1 month ago
We had a lovely stay. JP was extremely responsive and accommodating. The house was exactly as stated in the listing. We would stay there again if in the area.
Top guest favorite
A stone path leads through a lush green lawn, bordered by trees and shrubs, toward a charming, white guest house. The structure is set against a bright blue sky, emphasizing a serene and private outdoor space.
Home in Brookhaven
4.96 out of 5 average rating, 185 reviews

Beautiful & Independent Guest House near the water

HeatherRating, 5 starstoday
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!
Guest favorite
The exterior of a two-story house features a spacious deck with two red umbrellas and seating areas. Chaise lounges are placed on a well-manicured lawn, providing an inviting space for relaxation. Surrounding greenery enhances the serene environment, creating a peaceful outdoor setting.
Home in East Patchogue
4.98 out of 5 average rating, 51 reviews

Waterfront next to Bellport

CorinneRating, 5 stars3 weeks ago
We thoroughly enjoyed our visit at this location. The house was prefect for us and met all of our needs. What a stunning view of the Great South Bay! A wonderful home to utilize with family and friends. Bedrooms and bathrooms on both levels so that made accessibility easier for us. Thanks for hosting us!

Quick stats about house rentals in Stony Brook

  • Total rentals

    20 properties

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore

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