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 NZ$9,279
NZ$9,279
NZ$1,326 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 NZ$20,585
NZ$20,585
NZ$2,941 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 NZ$3,772
NZ$3,772
NZ$539 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 NZ$20,318
NZ$20,318
NZ$2,903 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 NZ$17,633
NZ$17,633
NZ$2,519 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 NZ$3,895
NZ$3,895
NZ$556 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 NZ$9,008
NZ$9,008
NZ$1,287 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 NZ$10,705
NZ$10,705
NZ$1,529 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 NZ$8,899
NZ$8,899
NZ$1,271 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 NZ$19,690
NZ$19,690
NZ$2,813 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 NZ$7,141
NZ$7,141
NZ$1,020 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 NZ$7,848
NZ$7,848
NZ$1,121 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 NZ$3,541
NZ$3,541
NZ$506 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 NZ$4,107
NZ$4,107
NZ$587 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 NZ$7,191
NZ$7,191
NZ$1,027 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 NZ$10,712
NZ$10,712
NZ$1,530 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 NZ$8,932
NZ$8,932
NZ$1,276 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 NZ$8,951
NZ$8,951
NZ$1,279 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 NZ$6,931
NZ$6,931
NZ$990 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 NZ$12,680
NZ$12,680
NZ$1,811 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 NZ$4,203
NZ$4,203
NZ$600 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 NZ$10,049
NZ$10,049
NZ$1,436 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 NZ$9,393
NZ$9,393
NZ$1,342 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 NZ$6,765
NZ$6,765
NZ$966 per night
includes taxes & fees
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Find the best place to stay - Port Jefferson
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)
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)
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
Spacious 2-bedroom apartment with WiFi, AC in wonderful Hauppauge/ Smithtown
Sleeps 4 · 2 bedrooms · 1 bathroom
Stunning Sunsets & Coastal Charm in Milford!
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
2 reviews(2 reviews)
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