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Port Jefferson vacation rentals

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Top-rated vacation rentals in Port Jefferson

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Rental unit in Port Jefferson Station

4.96 out of 5 average rating, 171 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 -queen 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.

Cabin in Rocky Point

4.89 out of 5 average rating, 447 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!

Guest suite in North Fork

4.9 out of 5 average rating, 256 reviews

Beachy En Suite /Gateway to The North Fork

Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”. Walking/driving directions to local beaches,15minute walk to our community beach(.6mi away).Niks deli nearby.Minutes by car to wineries breweries,farm stands,EastWind 2 mi,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house. Rarely need access to your hallway to get to our basement.Would arrange.

Rental unit in Port Jefferson Station

4.93 out of 5 average rating, 188 reviews

Brand New Modern Spacious Apartment

Brand new private 1 BASEMENT bedroom apartment fully furnished. Just bough a brand new comfortable Queen size bed. Full kitchen, bathroom, living room. Bedroom has walk in closet. Apartment is in the BASEMENT of a 2500 sft home. The apartment is at least 800 square feet and has a private entrance. Has Keurig ( which I supply coffee , sugar and creamer for) , full stove, big frig, a microwave, toaster, hair Dryer and iron. Plenty of towels, shampoo, conditioner and soap. NO PETS ALLOWED

Home in Stony Brook

5 out of 5 average rating, 101 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.

Cottage in Port Jefferson Station

4.8 out of 5 average rating, 430 reviews

The Red Cottage Circa 1936

This cottage is a gem to be found! From the Master Suite to the charming loft, this cottage can sleep 6! There is a full working kitchen, countless amenities. For those who wish to do exploring, you will be centrally located on LI giving you great ease in using LI rail road (.5 mile) from cottage and Port Jeff Ferry (1mile)from cottage. There is a large fenced in yard with BBQ and outdoor seating if you wish to dine in. You won’t beat this value! Has it All!!

Guest suite in Stony Brook

4.79 out of 5 average rating, 600 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.)

Home in Port Jefferson

4.8 out of 5 average rating, 298 reviews

The Hilltop Harborview

Guests will immediately walk past spacious hot tub into a comfortable sunroom where you’ll watch the most colorful, water view sunsets Long Island has to offer! This one of a kind offers a sprawling layout that has 3 queen size bedrooms and 1 king . We can also provide an air mattress for an additional guest. There is a kitchen equipped with stove, oven, dishwasher and washer and dryer! This beautiful walking Village has so much to offer!

Guest suite in Stony Brook

4.94 out of 5 average rating, 131 reviews

Cozy cottage in a charming historic village!

Our guest suite is perfectly located in the Old Historic District of Stony Brook Village across from the duck pond. We are only a few steps away from Avalon Park and Preserve, Sand Street Beach, the Long Island Museum, restaurants and shops. The village offers numerous places to explore in our quaint town and even more day trips on the outskirts where you can enjoy the simple pleasures during your time at our relaxing cottage.

Home in Rocky Point

4.89 out of 5 average rating, 216 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Cottage in Patchogue

4.95 out of 5 average rating, 226 reviews

Quaint Cottage on Long Island's South Shore.

The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Rental unit in Port Jefferson Station

4.84 out of 5 average rating, 276 reviews

The Palm Tree Extended Stay

A very sunny and full apartment like with all the necessities for an extended stay. Private entrance. large Bedroom, Eat In fully equipped Kitchen, Full Bathroom, Extra Large Closet, Living room, Lounge/family room. Full use of our outdoor facilities. WIFI and Direct connect internet. Please view our two other close by locations under The PALM TREE INN, - 2nd floor suite

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Popular amenities for Port Jefferson vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Port Jefferson's top sights

Cedar Town Beach19 locals recommend

Danford's Hotel & Marina15 locals recommend

Ruvo East14 locals recommend

Cedar Beach Nature Center14 locals recommend

Port Jefferson Village Center11 locals recommend

Port Jefferson Marina10 locals recommend

Other great vacation rentals in Port Jefferson

Guest suite in Coram

4.79 out of 5 average rating, 62 reviews

Cozy Private Suite - near SBU & SB Hospital

Cottage in Port Jefferson Station

5 out of 5 average rating, 14 reviews

A Hidden Gem! Cozy Cottage with Wood Stove, Garden

Rental unit in Centereach

4.96 out of 5 average rating, 79 reviews

Stony Brook Sanctuary: Hideaway near the Hospital

Place to stay in Coram

4.99 out of 5 average rating, 91 reviews

T&T Unique Space

Guesthouse in Patchogue

4.84 out of 5 average rating, 57 reviews

Charming Patchogue Cottage!!!

Home in Miller Place

4.96 out of 5 average rating, 48 reviews

Cozy Cottage Close to the Sound

Cottage in Setauket- East Setauket

5 out of 5 average rating, 80 reviews

Charming historic cottage in Setauket, NY

Guest suite in Ronkonkoma

5 out of 5 average rating, 32 reviews

Charming “hotel inspired” Retreat

Quick stats about vacation rentals in Port Jefferson

Total rentals
20 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
920 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Frequently Asked Questions

Do house rentals in Port Jefferson have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Port Jefferson. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Port Jefferson?
Port Jefferson has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Port Jefferson have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Port Jefferson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Port Jefferson have free parking?
Absolutely! We offer over 10 house rentals with free parking in Port Jefferson. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Port Jefferson?
Experience the best of Port Jefferson with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Port Jefferson?
Yes! Work meets play with ease at over 10 vacation rentals in Port Jefferson featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Port Jefferson have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Port Jefferson. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Port Jefferson?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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