Photo by Dawn Biscardi Alperstein

Oakdale Vacation Rentals

  • 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
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Oakdale Vacation Homes

Luxury and Affordable Family Home

The price is CA $732
CA $1,229 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Luxury and Affordable Family Home

Beach Bungalow Ocean Beach

9.8 out of 10, Exceptional, (22)
"For several years our family-now numbering 13 people, from infants to 82, plus dogs-have taken long weekend vacations every October on Fire Island. We like the communities of Ocean Beach and Seaview because stores and restaurants are open, and there’s a terrific market in Seaview. Our search Focused on number of bedrooms and baths, with excellent reviews. Quite quickly we decided that Beach Bungalow in OB was perfect for us. We had some questions about bed setups and had easy and excellent...
Beach Bungalow Ocean Beach

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

8.8 out of 10, Excellent, (9)
"Clean, spacious home with an amazing pool in a quiet neighborhood. If you're looking for a quiet getaway a good choice!"
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

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

9.4 out of 10, Exceptional, (8)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is CA $431
CA $637 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

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

9.8 out of 10, Exceptional, (62)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries

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 Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (19)
"I really enjoyed my stay. It was convenient and exceeded my expectations. When I am in town again I will definitely book again."
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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

10.0 out of 10, Exceptional, (74)
"What a great home base for my family during Thanksgiving week! This house is everything it says it is and more. I seriously felt like I was a guest visiting family for the week. Too many awesome accommodations to list. The view out of the back windows, the bright coastal vibe, the home/audio setup, the huge/clean hot tub, the insanely awesome master bathrom!! What a neat house! Thanks, Joe for making our trip to the area a memorable one!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (53)
"Cute, well-appointed house, great communication, fun stay!"
The price is CA $326
CA $647 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Captain's Cottage - Cold Spring Harbor Water Views

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

10.0 out of 10, Exceptional, (23)
"Overall, this was a great stay. The house was clean and as advertised. The location was perfect for us as we were visiting family in Lake Grove, Stonybrook, and Port Jeff. A few recommendations for minor improvements: more towel bars/hooks in the bathroom and an upgraded coffee maker. Regardless, we would happily stay here again when visiting Long Island. "
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Elegant private resort style North Shore home

9.6 out of 10, Exceptional, (17)
"Super easy process. The house is beautiful and very clean. I’m super picky when it comes to cleanliness where I stay. This place is aces. "
Elegant private resort style North Shore home

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

9.6 out of 10, Exceptional, (5)
"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 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

Spacious Home Located Close to Stony Brook!

7.4 out of 10, Good, (12)
"Great stay great people great costumer care definitely reccomend"
The price is CA $573
CA $1,031 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Spacious Home Located Close to Stony Brook!

A Modern Getaway Perfect for Families & Business

9.0 out of 10, Wonderful, (13)
"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

Home away from home

10.0 out of 10, Exceptional, (8)
"This house was very well maintained I was a little sad that we couldn't spend more time hanging out in the house due to visiting for a wedding and being very busy. Sheena took care of the smallest details taking it to the next level. I also would have loved if it was pool season, we'll have to come stay during the warmer months for that."
Home away from home

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

Dunes Beach House: Hot Tub and Steps to Beach

9.8 out of 10, Exceptional, (40)
"Excellent location for walking to Sound side of Long Island. We had an excellent shelling experience- so many sea shells!! Close to some good hiking trails and easy to get on the freeway to go Montauk or Greensport. We were not able to get good cell service at the property though. Made communication a challenge, we had Verizon, AT&T, T-mobile and all 3 had weak service, so be prepared to use wi-if calling!! Overall, nice place and would stay there again."
Dunes Beach House: Hot Tub and Steps to Beach

North Babylon Home, Near Belmont Lake State Park!

North Babylon Home, Near Belmont Lake State Park!
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

Other property types in Oakdale

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

9.4 out of 10, Exceptional, (19)
"I really enjoyed my stay. It was convenient and exceeded my expectations. When I am in town again I will definitely book again."
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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

9.4 out of 10, Exceptional, (8)
"Space was nice. Need top sheets on beds. Noisy location and basement tenant."
The price is CA $431
CA $637 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (53)
"Cute, well-appointed house, great communication, fun stay!"
The price is CA $326
CA $647 total
includes taxes & fees
Jan 7 - Jan 8, 2025
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.