Photo by Frank Graziano

Holiday Homes in Brightwaters

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Featured Holiday Homes in Brightwaters

Peaceful Gathering Modern Kitchen & Living space

7.8 out of 10, Good, (13)
"For some reason he thought I canceled my reservation. When I got nervous that I hadn't recieved any check in information I messaged him. He did message me right back and apologized for the misunderstanding. I asked when we would get the access information and I didn't get a response. After a few hours I had to call VRBO because I was about to catch my flight. I had family that would be arriving before myself. I wanted to be sure they could get in , To be clear they would be there after...
Peaceful Gathering Modern Kitchen & Living space

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is AU$661
includes taxes & fees
10 Dec - 11 Dec
Captain's Cottage - Cold Spring Harbor Water Views

3BR Paradise in Port Jefferson!

3BR Paradise in Port Jefferson!

Waterfront Home magnificent view!

9.4 out of 10, Exceptional, (118)
"Cozy property with stunning views. Yes, it is older but it worked for our needs since my family and I was out of the house for most of the stay. Very close to grocery and other stores for essential needs. Good location!"
The price is AU$489
includes taxes & fees
10 Dec - 11 Dec
Waterfront Home magnificent view!

Luxuriously Comfortable Suite

9.0 out of 10, Wonderful, (21)
"very easy check in"
The price is AU$389
includes taxes & fees
1 Dec - 2 Dec
Luxuriously Comfortable Suite

Cheerful 2-Bedroom Home With On Premises Parking

8.4 out of 10, Very good, (7)
"Everything was very good and just as stated in the listing. Clean and comfortable. "
Cheerful 2-Bedroom Home With On Premises Parking

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

10.0 out of 10, Exceptional, (22)
"Nice place—modernized and spacious! Perfect for families/friends weekend with separate basement suite! "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Beautiful Beach House with Large Swimming Pool in Ocean Beach

10.0 out of 10, Exceptional, (34)
"Wonderful vacation! House has everything you need and the location is perfect. Hosts are quick to respond to any questions. Would definitely stay here again!"
Beautiful Beach House with Large Swimming Pool in Ocean Beach

Cozy Modern Ranch House Near Bellport/Hamptons

7.4 out of 10, Good, (3)
"Property was very clean and host was very hospitable and helpful! Lovely place to stay!"
Cozy Modern Ranch House Near Bellport/Hamptons

Your home away from home

5.2 out of 10, (10)
"Easy to find. Quiet neighborhood. My only concern was that the bathroom floor was a very smooth surface and there was no bath mat or anything to help prevent slipping. Minimal linens provided. "
The price is AU$187
includes taxes & fees
8 Dec - 9 Dec
Your home away from home

Elegant Patchogue Manor

Elegant Patchogue Manor

Marina Beach House - Pet Friendly

10.0 out of 10, Exceptional, (6)
"Super clean and beautifully decorated- would def book again. Host was very responsive to all questions. Gorgeous location as well! "
The price is AU$1,027
includes taxes & fees
1 Dec - 2 Dec
Marina Beach House - Pet Friendly

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

10.0 out of 10, Exceptional, (73)
"Joe was an amazing and kind host. The house has the most unbelievably scenic backyard, with just incredible natural wild life. Was out of a movie. The house if very well equipped for everything you need and is in an amazing location - walk to beach or to town. Really, really an amazing stay. "
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Charming Long Island Home w/ Fenced Yard!

4.0 out of 10, (5)
"Its not perfect of course, but me and my friends really enjoyed it. Its close to the beach which we loved, alot of good food place close by. The house itself was decent. It was a beautiful home with a big backyard and nice size family room, but i will say bring your own pillows and blankets because they definitely didnt clean the ones they already had on the beds and the pillows were very thin like worn out. Besides that it was 8/10 experience and i will definitely come back."
Charming Long Island Home w/ Fenced Yard!

Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr

10.0 out of 10, Exceptional, (4)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Waterfront Sunset Oasis Beach House Village Brewery Winery East End NYC 1 Hr

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

9.8 out of 10, Exceptional, (60)
"We enjoyed our short stay at the cottage! The thoughtful amenities were appreciated (especially ALL your coffee needs except dairy, toiletries, filtered water ready in the fridge), and there were probably more we didn’t take advantage of…we were only there for 3 days and didn’t cook in the house but noticed the pantry was stocked with spices and cooking essentials. The beds and bedding were very comfortable. The outdoor area was lovely and well maintained but we didn’t use it much because of...
Adorable Cottage with Water Views, Across the street from Prime & other eateries

17 Mins from UBS Arena /Hot tub/Game Room/King Bed

10.0 out of 10, Exceptional, (16)
"Nice house with lots of activities and games to keep the kids occupied. Well appointed with everything you need for a few nights stay with the family."
17 Mins from UBS Arena /Hot tub/Game Room/King Bed

Walkable to all in Downtown Seaford! Clean 1 bed basement unit

9.6 out of 10, Exceptional, (4)
"This was a perfect home base for my short visit to Long Island! It has everything necessary, was close to so many restaurants of all types and the host provided extensive information about the area. The host was communicative and friendly. An overall great stay!"
Walkable to all in Downtown Seaford! Clean 1 bed basement unit

Updated home in great location with spacious living & outdoor features

8.8 out of 10, Excellent, (54)
"We got to the house and it was a lovely house, in a great location. The garbage outside had meat and other garbage not in bags. The storm door was broken which we fixed ourselves, the floor was full of sand, the air conditioner in the kitchen didnt blow cold air and the fan in the ktchen didnt work either, the remote was nowhere to be found. I think some of our money should be refunded."
Updated home in great location with spacious living & outdoor features

Waterfront Home - Breathtaking Views of the Great South Bay & Fire Island

10.0 out of 10, Exceptional, (11)
"This home was beautiful in an amazing location right on the water. Well appointed, quiet, and great communication with the owner. Would definately stay again!"
Waterfront Home - Breathtaking Views of the Great South Bay & Fire Island
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 Brightwaters

Waterfront Cottage cute and cozy

9.4 out of 10, Exceptional, (93)
"It was excellent "
The price is AU$400
includes taxes & fees
9 Dec - 10 Dec
Waterfront Cottage cute and cozy

Peaceful Gathering Modern Kitchen & Living space

7.8 out of 10, Good, (13)
"For some reason he thought I canceled my reservation. When I got nervous that I hadn't recieved any check in information I messaged him. He did message me right back and apologized for the misunderstanding. I asked when we would get the access information and I didn't get a response. After a few hours I had to call VRBO because I was about to catch my flight. I had family that would be arriving before myself. I wanted to be sure they could get in , To be clear they would be there after...
Peaceful Gathering Modern Kitchen & Living space

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (52)
"The captain cottage was exactly what Mom and I wanted! Beautiful views of the bay,super easy five minute walk to the main street of Cold Spring Harbor, adorable house with everything you need, and Kim was on top of it every time we neededhelp. Thank you so much for hosting us and cannot wait to be back!"
The price is AU$661
includes taxes & fees
10 Dec - 11 Dec
Captain's Cottage - Cold Spring Harbor Water Views
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.