Photo by Dawn Biscardi Alperstein

Search Vacation Homes in Oakdale

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 280 Vacation Homes in Oakdale with updated reviews, rates, and availability.

Captain's Cottage - Cold Spring Harbor Water Views
View Cold Spring Harbor in the Fall

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 SAR 751
SAR 1,581 total
includes taxes & fees
3 Dec - 4 Dec
Captain's Cottage - Cold Spring Harbor Water Views
3BR Paradise in Port Jefferson!
Open space and bright living room

3BR Paradise in Port Jefferson!

3BR Paradise in Port Jefferson!
Waterfront Home magnificent view!

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 SAR 657
SAR 1,164 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront Home magnificent view!
Cheerful 2-Bedroom Home With On Premises Parking
Interior

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.
Room

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

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
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
Sound Beach

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

9.6 out of 10, Exceptional, (99)
"Perfect location for nearby wedding (Old Field Club in East Setauket) and for places to shop and explore. Beautiful view , comfortable for the 6 of us. Would stay there again."
Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs
Cozy Modern Ranch House Near Bellport/Hamptons
Interior

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
Interior

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 SAR 372
SAR 447 total
includes taxes & fees
8 Dec - 9 Dec
Your home away from home
Elegant Patchogue Manor
Exterior

Elegant Patchogue Manor

Elegant Patchogue Manor
Marina Beach House - Pet Friendly
Exterior

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 SAR 1,596
SAR 2,467 total
includes taxes & fees
1 Dec - 2 Dec
Marina Beach House - Pet Friendly
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Property grounds

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

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

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

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

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
View the Great South Bay!

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
A Modern Getaway Perfect for Families & Business
Exterior

A Modern Getaway Perfect for Families & Business

9.4 out of 10, Exceptional, (11)
"We always use this way to stay on vacations because of the size of the family. We had a great time and very clean.hist was also very responsive and accommodating my daughter became sick and needed extra time to check it and host quickly responded and gave the time needed. "
A Modern Getaway Perfect for Families & Business
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Room

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

10.0 out of 10, Exceptional, (11)
"We were in town for a couple of days. We didn't make it to any of the beaches but it fit our needs for the trip. Thanks."
The price is SAR 1,006
SAR 1,787 total
includes taxes & fees
5 Dec - 6 Dec
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Ocean Beach Getaway
Living area

Ocean Beach Getaway

10.0 out of 10, Exceptional, (8)
"We had a great time in Ocean Beach. House is clean and even nicer/larger than the pictures. It comfortably fit our group of 12 with the pull-out couch. Very close to downtown/ferry and short walk to the beach."
Ocean Beach Getaway
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.
Don't see what you're looking for?
See all available properties in Oakdale
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Oakdale

Waterfront Cottage cute and cozy
Outdoor dining

Waterfront Cottage cute and cozy

9.4 out of 10, Exceptional, (93)
"It was excellent "
The price is SAR 469
SAR 961 total
includes taxes & fees
2 Dec - 3 Dec
Waterfront Cottage cute and cozy
Beach Apt. Wineries, Shopping, Dining
Outdoor dining

Beach Apt. Wineries, Shopping, Dining

5.2 out of 10, (7)
"The property manager ensured that booking and check in went smoothly. If you're looking for a 5 star resort or party house, this is NOT the location for you. However, if you're looking for a peaceful getaway on the north shore of Long Island, within walking distance to the beach with your small family, including pet, check it out. Is it flawless? well, no. But you'll find flaws where you look for them. The better question in my mind would be "would I opt to stay there again?".. and the answer is...
The price is SAR 469
SAR 1,012 total
includes taxes & fees
30 Nov - 1 Dec
Beach Apt. Wineries, Shopping, Dining
Captain's Cottage - Cold Spring Harbor Water Views
View Cold Spring Harbor in the Fall

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 SAR 751
SAR 1,581 total
includes taxes & fees
3 Dec - 4 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.