Photo by Dawn Biscardi Alperstein

Holiday Homes in Oakdale

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Featured Holiday Homes in Oakdale

Our top choices for Oakdale holiday homes

The Royal Suite - Ronkonkoma
Exterior detail

The Royal Suite - Ronkonkoma

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful and great "
The price is AU$370
includes taxes & fees
15 Oct - 16 Oct
The Royal Suite - Ronkonkoma
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Terrace/patio

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

10.0 out of 10, Exceptional, (1)
"My wife, little one and I needed a place to stay to attend a wedding at “The Mansion at Oyster Bay”. The space was well kept, comfortable, and very conveniently located. The hosts were present at check in and very communicative throughout our stay. We had a little hiccup and they handled it very well. I highly recommend staying at Yvonne and Michael’s house. "
The price is AU$293
includes taxes & fees
16 Sept - 17 Sept
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

9.4 out of 10, Exceptional, (28)
"its small but very nice for a short stay would recommend."
The price is AU$251
includes taxes & fees
16 Sept - 17 Sept
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Comfort Suite in charming Bay Shore
Outdoor dining

Comfort Suite in charming Bay Shore

10.0 out of 10, Exceptional, (1)
"We had a great stay here! Property was a new addition separate from the house. Especially enjoyed the jetted tub! The owners were very kind and accommodating! Would recommend to anyone looking to stay in Bay Shore."
The price is AU$353
includes taxes & fees
30 Sept - 1 Oct
Comfort Suite in charming Bay Shore
LUXURY BAY SHORE HOME
Full-sized fridge, cookware/dishes/utensils

LUXURY BAY SHORE HOME

2.0 star property
The price is AU$2,275
includes taxes & fees
16 Sept - 17 Sept
LUXURY BAY SHORE HOME
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
Microwave, oven, stovetop, dishwasher

Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer

8.8 out of 10, Excellent, (5)
The price is AU$368
includes taxes & fees
22 Sept - 23 Sept
Charming 1-bedroom house in Ronkonkoma with AC, WiFi, Washer & Dryer
Lovely RV with AC in charming Bethpage
Pool

Lovely RV with AC in charming Bethpage

The price is AU$358
includes taxes & fees
21 Sept - 22 Sept
Lovely RV with AC in charming Bethpage
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
Beach

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

10.0 out of 10, Exceptional, (2)
"Friendly host, very good location and a simple check-in process. Few minutes drive to the beach. "
The price is AU$478
includes taxes & fees
1 Oct - 2 Oct
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
3 Story Beach Waterview, 3 KING bed, golf putting green!
Property grounds

3 Story Beach Waterview, 3 KING bed, golf putting green!

9.8 out of 10, Exceptional, (20)
"Great costal location on Long Island. Eddie is a rockstar and took great care of us. Very unique architecture with lots of cool angles. Awesome family gettaway...!"
The price is AU$1,015
includes taxes & fees
8 Oct - 9 Oct
3 Story Beach Waterview, 3 KING bed, golf putting green!
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Coffee/tea maker, spices

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

10.0 out of 10, Exceptional, (4)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
The price is AU$606
includes taxes & fees
30 Sept - 1 Oct
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Charming 4 bedroom home with pool, basketball court, in superb East Patchogue
Interior

Charming 4 bedroom home with pool, basketball court, in superb East Patchogue

10.0 out of 10, Exceptional, (1)
"Nice house and great pool. "
The price is AU$4,465
includes taxes & fees
29 Sept - 30 Sept
Charming 4 bedroom home with pool, basketball court, in superb East Patchogue
Modern Vacation home. Close to The Hamptons
Fridge, microwave, oven, stovetop

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is AU$958
includes taxes & fees
16 Sept - 17 Sept
Modern Vacation home. Close to The Hamptons
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Marina

Bright airy Fair Harbor home with ocean views steps from the soft sandy beach

2.0 star property
9.6 out of 10, Exceptional, (4)
"Perfect house and host for a stay on Fire Island. Amazing property steps from the beach. The owner was very accommodating and responsive to questions leading up to the stay. Truly enjoyed our time and highly recommend "
The price is AU$1,905
includes taxes & fees
16 Sept - 17 Sept
Bright airy Fair Harbor home with ocean views steps from the soft sandy beach
Charming Long Island Family Getaway with Pool. An hour from Hamptons
Interior

Charming Long Island Family Getaway with Pool. An hour from Hamptons

7.6 out of 10, Good, (7)
"Had a great time here. The house was clean and well maintained. The host communicated with us often and overall it was a great stay!"
The price is AU$1,508
includes taxes & fees
16 Sept - 17 Sept
Charming Long Island Family Getaway with Pool. An hour from Hamptons
Captain's Cottage - Cold Spring Harbor Water Views
Smart TV, fireplace, ping pong, computer monitors

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (66)
"Great home to stay. Beautiful area to explore!"
The price is AU$735
includes taxes & fees
16 Sept - 17 Sept
Captain's Cottage - Cold Spring Harbor Water Views
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (19)
"Had an excellent stay"
The price is AU$818
includes taxes & fees
2 Oct - 3 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow
Property grounds

Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (9)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
The price is AU$1,729
includes taxes & fees
29 Sept - 30 Sept
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow
Luxury and Affordable Family Home
Interior

Luxury and Affordable Family Home

7.0 out of 10, Good, (7)
"My family and I had the pleasure of staying here during the Christmas holidays, and it was an excellent experience. We were especially grateful for the accessibility features, as my grandmother (85 years young), who uses a walker and had recently undergone surgery, was able to comfortably stay on the main floor. The property had just a few steps to enter, and best of all, there was a bedroom and full bathroom on the main level, along with ample room for a walker or wheelchair.The home itself was...
The price is AU$1,458
includes taxes & fees
21 Sept - 22 Sept
Luxury and Affordable Family Home
Tranquil Stay
Fridge, microwave, oven, stovetop

Tranquil Stay

10.0 out of 10, Exceptional, (6)
"Great stay with family to see a couple of our son's shows at the Gateway Theatre. Thank you Andre for be a great host...!!!"
The price is AU$959
includes taxes & fees
29 Sept - 30 Sept
Tranquil Stay
Hottub, ⛳️, htd pool,Basketball, 30% off
Outdoor spa tub

Hottub, ⛳️, htd pool,Basketball, 30% off

10.0 out of 10, Exceptional, (24)
"My family from Europe came to visit and we needed extra space so we rented this property and it was absolutely fantastic. Everything from the pool, the hot tub, the basketball court and putting green, and the cozy house which was spacious and lovely. My family and I enjoyed ourselves so much that we will be renting it again. The owner Louis was an absolute gentleman. Extremely helpful, courteous and accommodating. We were grateful to create priceless family memories in this fine home and can't...
The price is AU$2,799
includes taxes & fees
1 Oct - 2 Oct
Hottub, ⛳️, htd pool,Basketball, 30% off
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakdale Hotel Reviews

Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

10/10 Excellent
"Clean and comfortable facilities. Kind staff and large parking lot. "
HAE JUNG 5-night trip
Posted 6 days ago
Hampton Inn Long Island/Islandia

Find out more about Oakdale

Find out more about Oakdale

Oakdale Holiday Homes information

Number of reviews
312
Accommodation
399 Holiday Homes
Lowest Price
AU$251
Highest Price
AU$1,795

Explore a world of travel with Expedia

Explore a world of travel with Expedia