Port Jefferson Holiday Rentals

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Holiday Rentals in Port Jefferson

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (65)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (23)
"its small but very nice for a short stay would recommend."
The price is NZ$275
includes taxes & fees
22 Aug - 23 Aug
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

5.0 out of 10, (2)
"Overall clean space and super easy check in/out. Location is on a quiet street/neighborhood which is nice. Not full a/c in rooms but had two floor fans; was hot in summertime but manageable for a short stay. Had a nice deadbolt on door to lock it. Awkward entrance as you go through the back of the house and all the way around the property, but it isn't terrible. A bit of a dead zone for Verizon but T-mobile was OK; Wi-Fi was available which was needed. Good for easy overnight stay and cheaper...
The price is NZ$386
includes taxes & fees
31 Aug - 1 Sept
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown

Business or Weekend escape

9.2 out of 10, Wonderful, (44)
"Very nice owner with great communication. "
The price is NZ$245
includes taxes & fees
18 Aug - 19 Aug
Business or Weekend escape

(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

9.0 out of 10, Wonderful, (7)
"This property is well maintained. Some amenities available that made our stay more enjoyable. My only issue was the amount of noise you could hear throughout the night.but once you're asleep it doesn't matter. "
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

10.0 out of 10, Exceptional, (92)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is NZ$1,224
includes taxes & fees
1 Sept - 2 Sept
East End cottage on water! Outdoor tub&shower! Minutes from Hamptons & wineries.

LUXURY BAY SHORE HOME

2.0 star property
The price is NZ$2,531
includes taxes & fees
1 Sept - 2 Sept
LUXURY BAY SHORE HOME

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

10.0 out of 10, Exceptional, (1)
"Lovely studio in downtown...despite being downtown. Owner was very receptive Studio had everything we needed such as sundry items...coffee pods, sugar, salt pepper and earplugs...to drown out the load seagulls. Short walk to the Ampitheater. Classic art deco buildings along the walk and quite few decent restaurants"
The price is NZ$387
includes taxes & fees
18 Aug - 19 Aug
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (5)
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

10.0 out of 10, Exceptional, (2)
"Everything was as pictured, and the whole place was very clean. It was a perfect stay for us, and we will come again soon!"
The price is NZ$280
includes taxes & fees
26 Aug - 27 Aug
Charming 1-bedroom apartment-20 minutes from the Hamptons! 10 minutes from beach

Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

10.0 out of 10, Exceptional, (82)
"Stayed here for a family reunion. Joe has created something special. Highly recommend."
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
9.0 out of 10, Wonderful, (4)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
The price is NZ$1,527
includes taxes & fees
18 Aug - 19 Aug
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Tiny Home Private, Students, Nurses, Tech

10.0 out of 10, Exceptional, (2)
"I was very pleased with the property, and the host made me feel more than welcome."
The price is NZ$352
includes taxes & fees
19 Aug - 20 Aug
Tiny Home Private, Students, Nurses, Tech

Spacious One Bedroom suite

8.0 out of 10, Very good, (7)
"Nice stay enjoyed it "
Spacious One Bedroom suite

Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (7)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
Waterfront Beautiful Fun Beach Cottage Sunsets Inspiring Peaceful 1hr NYC Wow

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (63)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Modern House in Black Rock

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very easy stay and great location convenient to Fairfield University . Plenty of options to walk to for coffee or meals. Had everything we needed. Clean, well equipped. Great communication with owners. "
Modern House in Black Rock

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

10.0 out of 10, Exceptional, (35)
"Convenient location, very clean, updated home. The online pictures are accurate, the finished basement is actually more spacious than the photos show. We enjoyed our time here, and would definitely stay again. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room

9.8 out of 10, Exceptional, (12)
"Beautiful property! Well stocked with essentials and perfect for our group with and age range o16 - 83"
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port Jefferson Hotel Reviews

Frequently asked questions

Are there holiday rentals in Port Jefferson?

Yes, there are holiday rentals in Port Jefferson close to Maritime Explorium, or you can select a more secluded option if you're looking for a relaxing stay. The waterfront and restaurants are several reasons why visitors like Port Jefferson. Make sure you have time to check out the entertainment choices and festivals during your trip.

What are some of the best holiday rentals that Port Jefferson has to offer?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Port Jefferson has air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Port Jefferson?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Port Jefferson stay.

What’s there to see and do in Port Jefferson?

Enjoy the outdoors at Harborfront Park and White Beach, or simply take in cultural attractions like Maritime Explorium and Mather House Museum. Other places in town to visit include Port Jefferson and Theatre Three.

What’s a holiday rental in Port Jefferson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Jefferson. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.