House holiday rentals in Port Jefferson Station

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Port Jefferson Station

House rentals with a pool

Superhost
Home in Hampton Bays
4.79 out of 5 average rating, 107 reviews

Private completely fenced in property. Near beach.

VictoriaRating, 5 stars2 days ago
Four adult ladies enjoyed this beautiful home in the perfect location for our best friend’s weekend trip! House was clean, had everything we needed, all 4 beds are very comfortable and rooms spacious! AJ was very responsive and attentive to our requests . We visited several vineyards in the area during our stay and loved all host recommendations (Borghese Vineyard, Rose Hill & Sparkling Pointe were our top favs!), Centro 336 is the perfect spot for a delicious dinner, Hampton Maid literally best brunch and Hampton Coffee Company is our top choice for a caffeine fix! Tony’s Asian Fusion via Uber Eats hit the spot on our 1st night in after long drive. It was also beneficial to have a few supermarkets, Dollar Tree and other stores within a mile of the property , to grab a forgotten item {or 2 as we did!}! We also used North Fork Designator Driver services for vineyard trips, highly recommend! Love this location and grateful for the amenities and privacy it offered us!
Top guest favourite
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 favourite
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
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 favourite
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 favourite
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.
Top guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars3 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!
Guest favourite
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!

Weekly house rentals

Guest favourite
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 favourite
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 favourite
Home in North Fork
4.98 out of 5 average rating, 187 reviews

Nofo Bungalow-In The Heart of Greenport Village

JaclynRating, 5 stars2 weeks ago
We cannot get enough of this amazing North Fork bungalow! We have enjoyed staying here several times over the last 5 years and hope to be back again next year! The space is perfect for our family of 6! We enjoy making a fire pit out back, cooking dinner together in the kitchen, playing games at the dining room table and snuggling up together on the couch! Our 4 kids cannot get enough of the bedroom upstairs! They love reading, playing games and being altogether for a big sleepover! We love taking a break from our busy life to relax and enjoy walks to town for coffee and dinner, hiking on the beach, the wineries and taking a trip over to Shelter island to hike and explore! Thank you again for having us and for all of the memories we have made together in your beautiful house! We hope to see you again next year!
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 255 reviews

The Greenport Bungalow

ElizabethRating, 5 stars1 week ago
My family and I stay in greenport quite a bit and all agreed that this was our favorite Airbnb to stay in! The house was comfortable and beautifully designed. The host was so helpful when we had questions. Also, the water pressure in the showers was awesome which is hard to come by! Thank you for a great stay - we will be back!!
Guest favourite
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.
Superhost
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.
Guest favourite
Home in Madison
4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars6 months ago
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.
Superhost
Home in Clinton
4.71 out of 5 average rating, 91 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

MaryRating, 5 stars1 week ago
This house was very good for me and my friends and we would love to go back!

Private house rentals

Guest favourite
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars8 months ago
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!
Top guest favourite
Home in Sag Harbor
4.95 out of 5 average rating, 97 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

StacyRating, 5 stars2 weeks ago
We love staying at this house! Beautiful, spacious, peaceful and great location (walking distance to water and town). Exactly the R&R we needed from the city. We'll be back!
Guest favourite
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 favourite
Home in Hampton Bays
4.96 out of 5 average rating, 100 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

MadisonRating, 5 stars1 week ago
Great place to stay with a group! Easy check-in and out, hosts communicated that we could leave a little later (without us asking!). Extra linens, towels, TP, and essentials are all available. Very impressed with the quality of the products they left for us to use (like soaps and shampoos). We stayed in the off season, so we did not get to utilize the pool, but I would imagine if that was open this house would be out of this world!
Top guest favourite
Home in Southampton
4.96 out of 5 average rating, 120 reviews

4 Bed, 2 Bath, Southampton, L.I.

AnnmarieRating, 5 stars2 days ago
David has a very charming home with everything you need for your stay. We will definitely be back.
Guest favourite
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. 🙏🏽🙏🏽🙏🏽
Guest favourite
Home in North Fork
4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

RaeganRating, 5 stars1 month ago
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Guest favourite
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!

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