Vacation Rentals in Oakdale, NY: Compare 10+ Sites & Save

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103 Best Vacation Rentals in Oakdale (Starting from $126)

Diamond Spaces
Diamond Spaces
Apartment
Islandia, NY, USA
7.0k from Oakdale center

Ocean View, View, Air Conditioner, Fireplace/Heating, Balcony/Terrace, Guest Services, Wellness Facilities

2 Bedrooms4 Guests
New to Booking
$127
Average price / night
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Waterfront home, deck, bbq, fire pit, boats, hot tub, and more!
Waterfront home, deck, bbq, fire pit, boats, hot tub, and more!
House
Oakdale, NY, 11769, United States
1.5k from Oakdale center

AC, Crib, Dryer, Heater, Internet, Laundry, No Smoking, Patio, Washer

6 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$914
Average price / night
Check Availability
Exceptional & Central, Garden Suite, Top Amenities & Care!
Exceptional & Central, Garden Suite, Top Amenities & Care!
Apartment
Central Islip, NY, USA
7.5k from Oakdale center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.5

Superb

4 reviews

$200
Average price / night
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Luxurious, pristine apartment near country club, perfect for a splendid getaway!
Luxurious, pristine apartment near country club, perfect for a splendid getaway!
Apartment
Bohemia, NY, 11716, United States
1.8k from Oakdale center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
8.4

Very Good

5 reviews

$257
Average price / night
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Private Guest House-Lake Ronkonkoma
Private Guest House-Lake Ronkonkoma
Apartment
Ronkonkoma, NY, USA
8.3k from Oakdale center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom4 Guests
10.0

Exceptional

6 reviews

$255
Average price / night
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Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Apartment
Islip Terrace, NY, 11752, United States
4.8k from Oakdale center

AC, Balcony, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom3 Guests
10.0

Exceptional

65 reviews

$195
Average price / night
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MacArthur House
MacArthur House
Apartment
Hauppauge, NY, USA
9.1k from Oakdale center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom6 Guests
10.0

Exceptional

1 reviews

$256
Average price / night
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Peaceful private 2-bedroom house in Bayport. Amazing location!
Peaceful private 2-bedroom house in Bayport. Amazing location!
House
Bayport, NY, 11705, United States
6.0k from Oakdale center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$235
Average price / night
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Cherry Grove Enchantment
Cherry Grove Enchantment
House
Cherry Grove, NY, USA
9.4k from Oakdale center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis, Places to stay

6 Bedrooms17 Guests
New to Booking
$2286
Average price / night
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Sweet Lil House on NYS park! Ideal for hikers and horseback riders! Trail access
Sweet Lil House on NYS park! Ideal for hikers and horseback riders! Trail access
House
Central Islip, NY, 11722, United States
6.2k from Oakdale center

AC, Free Parking, Heater, Internet, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$258
Average price / night
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10 Cayuga
10 Cayuga
House
Ocean Bay Park, NY, USA
9.7k from Oakdale center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels

4 Bedrooms8 Guests
New to Booking
$1643
Average price / night
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fully Modern 3 bedroom 65\"smart tvs cable bluetooth speakers etc
fully Modern 3 bedroom 65\"smart tvs cable bluetooth speakers etc
House
Islip, NY, 11751, United States
6.3k from Oakdale center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

27 reviews

$339
Average price / night
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Cayuga Street Sunshine Retreat
Cayuga Street Sunshine Retreat
House
Ocean Bay Park, NY, USA
9.7k from Oakdale center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms12 Guests
9.5

Superb

2 reviews

$1547
Average price / night
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AmilDean Family Oasis: 10 minutes from Connequot Park, the golf course and the beach!
AmilDean Family Oasis: 10 minutes from Connequot Park, the golf course and the beach!
House
Central Islip, NY, 11722, United States
6.7k from Oakdale center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

2 Bedrooms2 Guests
New to Booking
$216
Average price / night
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The Surfcomber Multi-Residence Home
The Surfcomber Multi-Residence Home
Apartment
Ocean Bay Park, NY, USA
9.8k from Oakdale center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay, Accessible hotels

4 Bedrooms18 Guests
New to Booking
$2273
Average price / night
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Spacious 4BR house Ronkonkoma, NY.  Central AC, WiFi...heated  pool, many extras
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
House
Ronkonkoma, NY, 11779, United States
7.0k from Oakdale center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
3.0

Review score

2 reviews

$971
Average price / night
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15 Seneca
15 Seneca
House
Ocean Bay Park, NY, USA
9.8k from Oakdale center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1871
Average price / night
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Central 2BR, Garden Suite, Top Amenities & Care!
Central 2BR, Garden Suite, Top Amenities & Care!
Apartment
Central Islip, NY, 11722-3324, United States
7.0k from Oakdale center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$306
Average price / night
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The Madison Fire Island Pines
The Madison Fire Island Pines
House
Oakdale, New York, USA
9.9k from Oakdale center

B&bs, Accommodations, Pools, Guest houses, Homestays, Lodgings, Places to stay

9 Bedrooms17 Guests
8.8

Fabulous

7 reviews

$493
Average price / night
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Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
House
Bayport, NY, 11705, United States
7.0k from Oakdale center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
10.0

Exceptional

90 reviews

$931
Average price / night
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Comfortable Home Near Everything
Comfortable Home Near Everything
House
Central Islip, NY, 11722, United States
7.1k from Oakdale center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms4 Guests
New to Booking
$674
Average price / night
Check Availability
DreamStay Private Entrance, Pet-Friendly Suite
DreamStay Private Entrance, Pet-Friendly Suite
Apartment
Central Islip, NY, 11722, United States
7.2k from Oakdale center

AC, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom3 Guests
10.0

Exceptional

2 reviews

$227
Average price / night
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Cozy 2 bedroom retreat in long island
Cozy 2 bedroom retreat in long island
Apartment
Central Islip, NY, 11722, United States
8.0k from Oakdale center

AC, Heater, Internet, No Smoking

2 Bedrooms5 Guests
7.0

Good

4 reviews

$209
Average price / night
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The Royal Suite - Ronkonkoma
The Royal Suite - Ronkonkoma
House
Ronkonkoma, NY, 11779, United States
8.6k from Oakdale center

AC, Free Parking, Heater, Internet, Microwave, No Smoking, Patio, TV

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$401
Average price / night
Check Availability
1-bedroom house in delightful Ronkonkoma. Very Close to Airport/Train/Restaurant
1-bedroom house in delightful Ronkonkoma. Very Close to Airport/Train/Restaurant
House
Lake Ronkonkoma, NY, 11779, United States
8.7k from Oakdale center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, TV

1 Bedroom6 Guests
New to Booking
$349
Average price / night
Check Availability
Lakeside Hideaway
Lakeside Hideaway
House
Lake Ronkonkoma, NY, 11779, United States
8.7k from Oakdale center

AC, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, Microwave, TV

1 Bedroom4 Guests
8.8

Fabulous

3 reviews

$126
Average price / night
Check Availability
Modern 2BR in Hauppauge • Near LIRR, Airport & Stony Brook
Modern 2BR in Hauppauge • Near LIRR, Airport & Stony Brook
Apartment
Hauppauge, NY, 11788, United States
9.3k from Oakdale center

AC, Free Parking, Heater, Internet, Kitchen, No Smoking, Outdoor Space, TV

2 Bedrooms6 Guests
8.0

Good

2 reviews

$243
Average price / night
Check Availability

Other accommodation types in Oakdale:

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Oakdale.

Oakdale Vacation Rentals on the Map

Frequently Asked Questions

You can explore 103 verified vacation rentals in Oakdale. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Oakdale vary depending on the season, property size, and location. Rates typically start from around $126 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Oakdale include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Oakdale welcome pets. Currently, 31 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Oakdale often include amenities such as Fireplace/Heating, Wellness Facilities, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.