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Compare 427 Vacation Homes in Port Jefferson with updated reviews, rates, and availability.

Business or Weekend escape

9.6 out of 10, Exceptional, (34)
"Very nice owner with great communication. "
The price is AED 275
AED 496 total
includes taxes & fees
30 Apr - 1 May
Business or Weekend escape

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (30)
"Toocold in Connecticut, host was alway inclose contact, heat was our only issue "
Cheerful 4 bedrooms residential house.

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

10.0 out of 10, Exceptional, (26)
"Great place. Total of 7 of us travelled. Will absolutely use this property again. Thank you for everything!"
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Main Street Westport, walk to shops, dining, downtown

Main Street Westport, walk to shops, dining, downtown

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

10.0 out of 10, Exceptional, (31)
"Donna is THE best host, sincerely. What an amazing person and a lovely house. Book this spot with confidence knowing that you will love it!"
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (116)
"The Arts and Crafts home was more beautiful than the pictures reflected! We loved all of the details in the woodwork, hidden little corners, tons of space to spread out and wonderful places to gather together. Having recently sold our "family home" we were thrilled to find this home in which to have a mini- family reunion. The kitchen was incredibly well-stocked- from serving platters to garlic powder to paper towels...We had everything we needed. The gas fireplace created a beautiful focal...
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

9.4 out of 10, Exceptional, (10)
"We were in town for work so didn't spend much time in the house but it was clean, convenient, easy parking, and a great value. "
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Hottub, ⛳️, htd pool,Basketball, volleyball . 10% book 2 nights

10.0 out of 10, Exceptional, (22)
"My family stayed for a weekend. Lots to do home and went to wineries one day and Top Golf another day. House was clean, plenty to do with pool table and hot tub, firepit list goes on. Very fun great stay!"
The price is AED 2,204
AED 4,792 total
includes taxes & fees
10 May - 11 May
Hottub, ⛳️, htd pool,Basketball, volleyball . 10% book 2 nights

Ocean Front Beach House with Private Beach Access - Newly Renovated!

10.0 out of 10, Exceptional, (16)
"Only complaint was the hot water upstairs was luke warm at best"
Ocean Front Beach House with Private Beach Access - Newly Renovated!

Mastic Beach Surf House

10.0 out of 10, Exceptional, (10)
"We had a lovely trip, great location on the bay and short drive to beautiful Fire Island. Kitchen was well equipped, the home was clean and great for our young children. Host was very responsive. Great stay!"
Mastic Beach Surf House

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

10.0 out of 10, Exceptional, (12)
"Perfect for the weekend!"
The price is AED 1,028
AED 2,048 total
includes taxes & fees
28 Apr - 29 Apr
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Westport Gem - walk to shops, dining, town center, pet-friendly

10.0 out of 10, Exceptional, (3)
"After a rough year we were able to get a few days away and at the last minute chose this location. Everything we were looking for was there. The home and grounds were beautiful. The location in Westport was exactly what we wanted: magnificent fall foliage, quiet where the home was but close enough to walk to town and enjoy every aspect of being close by the town for lovely cafes and restaurants. Also, beautiful places were accessible by car in minutes such as Earthplace for trails and nature...
Westport Gem - walk to shops, dining, town center, pet-friendly

Spacious Gorgeous Getaway perfect for family reunion or business

9.8 out of 10, Exceptional, (6)
"The place was plenty big and had so many rooms so all of the atjletes on Team B*REAL had their own space. We loved the huge island in the kitchen and open space to hang out together."
Spacious Gorgeous Getaway perfect for family reunion or business

Spacious 4-bedroom house with WiFi and AC in awesome Milford

Spacious 4-bedroom house with WiFi and AC in awesome Milford

Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!

9.6 out of 10, Exceptional, (12)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!

Riverhead Farm House

10.0 out of 10, Exceptional, (22)
"This is the second time we have stayed at this property and both times have been perfect. The house is clean, cozy and well equipped with everything you could need. The garden is, for me, the best part and we had many nights BBQing, relaxing in the chairs and watching fireflies. The host is lovely and very responsive. The property location is great, there is lots to do in the local area and easy access to both the North and South Forks of the Hamptons. We can't wait to come again next year....
Riverhead Farm House

Amazing Rocky Point Retreat Overlooking the Sound!

9.8 out of 10, Exceptional, (69)
"This is the second time staying here. We highly recommend and we would book again. Thank you!"
Amazing Rocky Point Retreat Overlooking the Sound!

Bellport/E. Patchogue, 4 Bed, 3 Bath, Waterfront.

9.6 out of 10, Exceptional, (44)
"The property was as nice as advertised. We enjoyed our time at the beach and checking out the local scene. Great trip! We’d like to book again. Thanks Nat."
Bellport/E. Patchogue, 4 Bed, 3 Bath, Waterfront.

Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

10.0 out of 10, Exceptional, (12)
"We had a wonderful stay at this property! The home was beautiful, well-maintained, and had everything we needed for a comfortable visit. The location was absolutely perfect—convenient to everything we needed to do in Huntington. The host was incredibly responsive and made sure we felt welcome from start to finish. We truly appreciated the attention to detail and would highly recommend this property to anyone looking for a great place to stay. We’d happily return in the future. "
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

Rocky Point Escape w/ Grill - 1 Mi to the Beach!

10.0 out of 10, Exceptional, (19)
"House was like new with everthing in order. Very clean and comfortable. Kitchen and dining area was spacious and well equipped."
Rocky Point Escape w/ Grill - 1 Mi to the Beach!
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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Other property types in Port Jefferson

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (52)
"Absolutely perfect location for visiting Fairfield University! Everything about it exceeded our expectations."
The price is AED 1,528
AED 1,959 total
includes taxes & fees
2 May - 3 May
DUNE Fairfield Beach

Business or Weekend escape

9.6 out of 10, Exceptional, (34)
"Very nice owner with great communication. "
The price is AED 275
AED 496 total
includes taxes & fees
30 Apr - 1 May
Business or Weekend escape

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (86)
"Great property, great views and the owner was terrific in his communication and hospitality.Thank you! "
The price is AED 1,433
AED 2,711 total
includes taxes & fees
5 May - 6 May
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries
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.