Holiday houses in Port Jefferson

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Top-rated holiday rentals in Port Jefferson

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Guest favourite

Apartment in Port Jefferson Station

4.96 out of 5 average rating, 186 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -full sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

Guest favourite

Cabin in Rocky Point

4.89 out of 5 average rating, 494 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private ,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton.

Superhost

Guest suite in Miller Place

4.9 out of 5 average rating, 105 reviews

The Dogwood Inn - An eclectic north shore retreat

Off street parking, private porch, and private entrance. One bedroom with queen size mattress, sofa pull out (Q), & memory foam cot (T). Air mattress available upon request. Full eat in kitchen (spices/cookware/dishes etc. provided), full bath w/ stall shower. Free WIFI. Children Welcome. Located approx 1 mile from Cedar Beach. 8 min drive to downtown Port Jefferson Village (ferry to/from CT here). Close to restaurants, shopping, farms, park & playgrounds, vineyards, & SB University.

Guest favourite

Place to stay in Coram

4.99 out of 5 average rating, 104 reviews

T&T Unique Space

NEW ! Private renovated studio attached to a single family home. Private entrance queen bed w/full bathroom, sofa, 55”smartTV, kitchenette(no stove)free street parking in front of house.This is a drug free, non-smoking, no pets and no party unit. Minutes from Port Jefferson pier, LIRR, Connecticut Ferry, 15 min. to Mac Arthur airport. Shopping in Riverhead at Tanger Outlets a few exits from the LIE. 10min. to John T Mather Hospital & St Charles Hosp. Near Jakes 58 Casino and Top Golf.

Top Guest favourite

Home in Stony Brook

4.99 out of 5 average rating, 126 reviews

Cottage in the heart of Stony Brook Village

Totally renovated 100 year old charming but modern cottage steps from the Three Village Inn, Country House Restaurant, Stony Brook Village, Jazz Club, Sand St. Beach, Avalon Park, Carriage museum and the Long Island Music & Entertainment Hall of Fame. You will have the private upper floor of the cottage with a private entrance. There is a spacious porch and front yard with lounge chairs where you can watch the deer, chipmunks, birds, & rabbits. Short ride to Stony Brook University.

Guest favourite

Home in Port Jefferson

4.93 out of 5 average rating, 138 reviews

Harborfront Star

Hang up your car keys and your worries and come visit this beautiful, stylish, coastal gem. Everything that Port Jefferson Village has to offer -- the marina, Harborfront Park, restaurants, clubs, shops, galleries, skating rink, green market, Danfords -- is all within easy walking distance. So come enjoy being in the middle of the action -- and the cool breezes off Long Island Sound -- at the Harborfront Star. We are dog friendly and have a pet fee of $65 per dog (max of 3 dogs).

Guest favourite

Apartment in Port Jefferson Station

4.9 out of 5 average rating, 116 reviews

The Elite Enclave

Welcome to our newly expanded and renovated Airbnb home! This elegant and modern space has been meticulously designed to provide travelers with a comfortable and unforgettable experience. Outfitted with state-of-the-art amenities and conveniences, every detail of this home has been carefully considered with your comfort in mind. Ideally located just an 8-minute drive from the Bridgeport & Port Jefferson Ferry. We are dedicated to making your stay with us truly exceptional.

Top Guest favourite

Apartment in Centereach

4.97 out of 5 average rating, 137 reviews

Stony Brook Sanctuary: A Couple’s Retreat.

This enchanting Airbnb is the perfect couples’ retreat, offering an intimate allure with a quaint, fully equipped kitchen to craft culinary delights. The expansive living room features plush furnishings and a mesmerizing aquarium, adding a touch of serenity. Upstairs, a romantically adorned bedroom invites you to unwind. For added fun, enjoy the dartboard or discover the Couples’ Lover Treasure Chest filled with games designed to bring you closer. A memorable escape awaits!

Guest favourite

Home in Port Jefferson

4.92 out of 5 average rating, 125 reviews

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

Guest favourite

Guest suite in Stony Brook

4.8 out of 5 average rating, 641 reviews

Studio in Stony Brook

We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

Guest favourite

Apartment in Rocky Point

4.94 out of 5 average rating, 156 reviews

North shore Guest Room.

This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.

Top Guest favourite

Guest suite in Lake Ronkonkoma

4.99 out of 5 average rating, 270 reviews

Private New Apartment

Open concept living. Cathedral ceilings. 1 Bedroom, Full Bath. Private parking. Patio. 5 minutes from train, 15 minutes to MacArthur Airport. Close to Stony Brook, South shore ocean beaches, and the north shore of Long Island. Perfect if you are planning on heading out east to the wineries!

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Other great holiday rentals in Port Jefferson

Guest favourite

Guest suite in Coram

5 out of 5 average rating, 30 reviews

Modern Luxury Studio minutes from Port Jefferson!

JoshuaRating, 5 stars3 weeks ago

Laura and her husband were extremely considerate and accommodating of all our requests! Highly recommend for anyone looking to stay in the area!

Guest favourite

Cottage in Miller Place

4.94 out of 5 average rating, 111 reviews

Cozy Country Cottage #4

ChrisRating, 5 stars2 weeks ago

First time staying in cottage #4 but not my first time staying in one of the cottages. Cozier than 2&3 but perfect for 2 people. Fenced in yard, clean, comfortable, peaceful and not far from port Jeff! I’ll always look for availability in these 3 cottages when I come back to Port Jefferson!

Top Guest favourite

Home in Setauket- East Setauket

5 out of 5 average rating, 9 reviews

Blue Cottage East Setauket

MuhammadRating, 5 stars3 days ago

We were a large family group and went there for my sons wedding reception Blue cottage is a beautiful place, very private, clean, spacious and located in a nice safe neighborhood with plenty of shops and eating place nearby Everyone loved the place and we came back with some good memories Host is very responsive and helpful Will definitely stay there if I get a chance to visit again.

Guest favourite

Guesthouse in Middle Island

5 out of 5 average rating, 13 reviews

Private newly renovated apt

DanRating, 5 stars4 days ago

When all the hotels were booked we were so happy and grateful Arielle’s spacious apartment was available when we needed to travel from NJ to LI for a weekend baseball tournament with our 10 year old son. The area is beautiful, quiet, wooded, and peaceful. We enjoyed listening to the far off roosters crowing during the day! It’s right in the center between the two coasts so it’s a convenient spot. Arielle kindly made up a little bed for our little guy and we all had restful nights in the comfy beds. If you must have your coffee right upon awakening remember to bring your coffee grounds, milk, and sugar. Otherwise there is a convenient bagel shop close by that opens at 7am. Thank you Arielle for an easy and comfortable weekend stay!

Home in Port Jefferson Station

5 out of 5 average rating, 3 reviews

Newly done basement apartment Great location

LauraRating, 5 stars3 days ago

This is a lovely spacious spot, convenient to Port Jeff and lots of local businesses, but still quiet and secluded. Super comfy bed, nice shower, and a little gym!. We were sad to leave and hope to visit again soon.

Home in Port Jefferson

4.95 out of 5 average rating, 144 reviews

The Hidden Retreat ~ Walk to Port Jeff ~ Fireplace

AngelaRating, 5 stars9 months ago

We absolutely loved the Hidden retreat! We enjoyed all of the gathering spots. Especially the outdoor fireplace!!! Everything was wonderful! Very clean and beds were very comfortable. Short walk to excellent restaurants, shops and water. Hope to visit again!

Guest favourite

Home in Coram

4.89 out of 5 average rating, 9 reviews

Luxe Home Escape

CrystalRating, 5 stars2 weeks ago

Nerlly's space was exactly how she described it. Plenty of space for my family and I of 3. We had everything we needed for our stay and more. The basement unit was very clean upon arrival and Nerlly allowed us to check in early. It was very comfortable and peaceful. Her and her husband are so sweet and very attentive hosts! Our stay couldn't have been any better. Thank you so much for being awesome hosts! We would definitely recommend them and their home to anyone looking for a comfortable, clean and friendly stay.