Photo by Brittany Schreiber
Holiday rentals near Port Jefferson
We found 710 holiday rentals — enter your dates for availability
If you are looking to stay near Port Jefferson, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Port Jefferson
Showing deals for:10 Oct - 17 Oct
Image gallery for Coastal Retreat: Waterfront, Deck, Awesome Views
1010 out of 10 rating
Exceptional
(18 reviews)
Coastal Retreat: Waterfront, Deck, Awesome Views
Wading River, New York
7% off
Price is AU$8,620
AU$8,620
AU$1,231 per night
includes taxes & fees
Image gallery for NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
9.89.8 out of 10 rating
Exceptional
(11 reviews)
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Eastport, NY
8% off
Price is AU$18,140
AU$18,140
AU$2,591 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC
9.09.0 out of 10 rating
Wonderful
(7 reviews)
Beautiful Waterfront Beach Cottage Sunset Oasis 1hr NYC
Northport, NY
12% off
Price is AU$3,465
AU$3,465
AU$495 per night
includes taxes & fees
Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is AU$17,995
AU$17,995
AU$2,571 per night
includes taxes & fees
Image gallery for Beachfront Home- Quiet, On The Water In Milford Connecticut
1010 out of 10 rating
Exceptional
(38 reviews)
Beachfront Home- Quiet, On The Water In Milford Connecticut
Milford, CT
8% off
Price is AU$15,631
AU$15,631
AU$2,233 per night
includes taxes & fees
Image gallery for Mastic Beach Surf House
1010 out of 10 rating
Exceptional
(10 reviews)
Mastic Beach Surf House
Mastic Beach, NY
8% off
Price is AU$3,580
AU$3,580
AU$511 per night
includes taxes & fees
Image gallery for Lake Panamoka Bliss: 3BR High End Home, Lakeside
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Lake Panamoka Bliss: 3BR High End Home, Lakeside
Ridge, New York
7% off
Price is AU$8,364
AU$8,364
AU$1,195 per night
includes taxes & fees
Image gallery for Diana Luxury Retreat: Private Beach and Vineyards
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Diana Luxury Retreat: Private Beach and Vineyards
Wading River, New York
7% off
Price is AU$9,970
AU$9,970
AU$1,424 per night
includes taxes & fees
Image gallery for Entire Waterfront Home with Panoramic Views of the Bay and Private Beach
1010 out of 10 rating
Exceptional
(12 reviews)
Entire Waterfront Home with Panoramic Views of the Bay and Private Beach
Mastic Beach, NY
16% off
Price is AU$8,256
AU$8,256
AU$1,179 per night
includes taxes & fees
Image gallery for Relaxing Oceanfront Retreat W/ Jacuzzi And Private Steps To Beach
9.49.4 out of 10 rating
Exceptional
(19 reviews)
Relaxing Oceanfront Retreat W/ Jacuzzi And Private Steps To Beach
Patchogue, NY
8% off
Price is AU$17,357
AU$17,357
AU$2,480 per night
includes taxes & fees
Image gallery for Direct Waterfront "The Palms" Beach House
1010 out of 10 rating
Exceptional
(9 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
8% off
Price is AU$6,603
AU$6,603
AU$943 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom Beach Front Cottage with Fireplace
9.49.4 out of 10 rating
Exceptional
(27 reviews)
Charming 3 Bedroom Beach Front Cottage with Fireplace
Milford, CT
8% off
Price is AU$7,103
AU$7,103
AU$1,015 per night
includes taxes & fees
Image gallery for 1856 Trading House close to water
9.49.4 out of 10 rating
Exceptional
(17 reviews)
1856 Trading House close to water
Mount Sinai, NY
12% off
Price is AU$3,262
AU$3,262
AU$466 per night
includes taxes & fees
Image gallery for Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Melville, NY
8% off
Price is AU$3,776
AU$3,776
AU$539 per night
includes taxes & fees
Image gallery for Peaceful Family Escape Near the Hamptons – 40 Foot Pool, 90 Minutes from NYC
1010 out of 10 rating
Exceptional
(22 reviews)
Peaceful Family Escape Near the Hamptons – 40 Foot Pool, 90 Minutes from NYC
Center Moriches, NY
12% off
Price is AU$6,652
AU$6,652
AU$950 per night
includes taxes & fees
Image gallery for A Modern Getaway Perfect for Families & Business
9.09.0 out of 10 rating
Wonderful
(14 reviews)
A Modern Getaway Perfect for Families & Business
Deer Park, NY
8% off
Price is AU$9,971
AU$9,971
AU$1,424 per night
includes taxes & fees
Image gallery for Beachfront Sunrise to Sunset Water Views - Dreamy Getaway
1010 out of 10 rating
Exceptional
(7 reviews)
Beachfront Sunrise to Sunset Water Views - Dreamy Getaway
Center Moriches, NY
8% off
Price is AU$8,288
AU$8,288
AU$1,184 per night
includes taxes & fees
Image gallery for Beach house Davis Park, Fire Island
1010 out of 10 rating
Exceptional
(7 reviews)
Beach house Davis Park, Fire Island
Patchogue, NY
8% off
Price is AU$8,305
AU$8,305
AU$1,186 per night
includes taxes & fees
Image gallery for Large renovated 5BR home w/ heated pool, hot-tub & ping-pong in Bellport Village
1010 out of 10 rating
Exceptional
(34 reviews)
Large renovated 5BR home w/ heated pool, hot-tub & ping-pong in Bellport Village
Bellport, NY
16% off
Price is AU$6,407
AU$6,407
AU$915 per night
includes taxes & fees
Image gallery for Chic Beach House: Waterfront, Vineyards, Hot Tub
1010 out of 10 rating
Exceptional
(33 reviews)
Chic Beach House: Waterfront, Vineyards, Hot Tub
Wading River, NY
7% off
Price is AU$11,333
AU$11,333
AU$1,619 per night
includes taxes & fees
Image gallery for Lovely beach cottage with private deck, walk to the beach, vineyards nearby
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Lovely beach cottage with private deck, walk to the beach, vineyards nearby
Calverton, NY
7% off
Price is AU$3,866
AU$3,866
AU$552 per night
includes taxes & fees
Image gallery for Sea Cliff Charm: 5 Mins to Beach, Firepit
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Sea Cliff Charm: 5 Mins to Beach, Firepit
Wading River, New York
7% off
Price is AU$9,348
AU$9,348
AU$1,335 per night
includes taxes & fees
Image gallery for BIG home with hot tub, sleeps 10 guests
1010 out of 10 rating
Exceptional
(7 reviews)
BIG home with hot tub, sleeps 10 guests
Ridge, NY
24% off
Price is AU$8,723
AU$8,723
AU$1,246 per night
includes taxes & fees
Image gallery for “The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
9.69.6 out of 10 rating
Exceptional
(18 reviews)
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Mastic Beach, NY
9% off
Price is AU$6,252
AU$6,252
AU$893 per night
includes taxes & fees
Find spaces that suit your style
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Find properties near top attractions in Port Jefferson
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Find the best place to stay - Port Jefferson
Showing deals for: 4 Oct - 7 Oct
The Suite at North Shore Long Island, Prime Location, Unique and sophisticated
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
The current price is AU$854
AU$854
for 3 nights, 1 home
AU$285 per night
includes taxes & fees
Cozy king suite with kitchen and dining area.
Sleeps 4 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is AU$1,087
AU$1,087
for 3 nights, 1 apartment
AU$362 per night
includes taxes & fees
3 Br Apt Private, COZY 1 King Bed, 2 Queen Bed, PetPal
Sleeps 8 · 3 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
The current price is AU$1,314
AU$1,314
for 3 nights, 1 apartment
AU$438 per night
includes taxes & fees
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Sleeps 4 · 2 bedrooms · 1 bathroom
The current price is AU$958
AU$958
for 3 nights, 1 home
AU$319 per night
includes taxes & fees
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Sleeps 4 · 2 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
The current price is AU$1,207
AU$1,207
for 3 nights, 1 apartment
AU$402 per night
includes taxes & fees
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
Sleeps 18 · 7 bedrooms · 3+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
The current price is AU$8,887
AU$8,887
for 3 nights, 1 home
AU$2,962 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value