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

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55 Best Vacation Rentals in Oakwood (Starting from $66)

Traditional Beauty
Traditional Beauty
Apartment
Grant City, NY, USA
2.3k from Oakwood center

Air Conditioner, Internet, Parking

1 Bedroom2 Guests
New to Booking
$130
Average price / night
Check Availability
Charming 1 Bdr Apt. First floor, private, safe, in serene SI, near all!
Charming 1 Bdr Apt. First floor, private, safe, in serene SI, near all!
Apartment
Staten Island, NY, 10306, United States
2.2k from Oakwood center

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

1 Bedroom3 Guests
New to Booking
$117
Average price / night
Check Availability
Staten Island Cozy Private 1-br Basement Apt close to NYC Family & Pet Friendly
Staten Island Cozy Private 1-br Basement Apt close to NYC Family & Pet Friendly
Apartment
Willowbrook, NY, USA
5.3k from Oakwood center

Pet Friendly, Pool, Parking, View, Security/Safety, Barbecue/Outdoor Cooking, Internet

1 Bedroom2 Guests
New to Booking
$108
Average price / night
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Stunning Modern Farmhouse
Stunning Modern Farmhouse
Apartment
Staten Island, NY, 10306, United States
2.2k from Oakwood center

AC, Heater, Internet, No Smoking

1 Bedroom2 Guests
New to Booking
$162
Average price / night
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Modern Apartment - 3 Bedrooms, 2 Bathrooms
Modern Apartment - 3 Bedrooms, 2 Bathrooms
Apartment
Port Richmond, NY, USA
7.9k from Oakwood center

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

3 Bedrooms6 Guests
9.2

Superb

17 reviews

$225
Average price / night
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Debdorkdave Hospitality Services 2
Debdorkdave Hospitality Services 2
House
Stapleton, NY, USA
8.1k from Oakwood center

Parking, Tv, Kitchen, Internet, Air Conditioner

2 Bedrooms2 Guests
7.2

Good

5 reviews

$76
Average price / night
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Crescent beach walk distance to everything!
Crescent beach walk distance to everything!
House
Staten Island, NY, 10308, United States
3.4k from Oakwood center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms5 Guests
New to Booking
$222
Average price / night
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Lisk ave houses
Lisk ave houses
Apartment
Oakwood, Staten Island, New York, USA
8.2k from Oakwood center

Balcony/Terrace, Parking, Air Conditioner, Pet Friendly, Internet, Child Friendly

1 Bedroom4 Guests
New to Booking
$102
Average price / night
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Cozy 2 Bedroom 1.5 Bath Duplex
Cozy 2 Bedroom 1.5 Bath Duplex
House
Staten Island, NY, 10314, United States
4.3k from Oakwood center

AC, Dryer, Internet, Laundry, No Smoking, TV

2 Bedrooms1 Guest
New to Booking
$222
Average price / night
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Modern one bedroom apartment
Modern one bedroom apartment
Apartment
Princes Bay, NY, USA
8.4k from Oakwood center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Beach, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$125
Average price / night
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Gorgeous, Modern, updated Duplex
Gorgeous, Modern, updated Duplex
House
Staten Island, NY, 10314, United States
4.5k from Oakwood center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$309
Average price / night
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New York City Apartment Near Free Ferry Boat!
New York City Apartment Near Free Ferry Boat!
House
Stapleton, NY, USA
8.9k from Oakwood center

Cheap, Accommodations, Parking, Homestays, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.3

Superb

9 reviews

$178
Average price / night
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Modern Cozy Studio Apartment
Modern Cozy Studio Apartment
Apartment
Staten Island, NY, 10314, United States
4.8k from Oakwood center

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

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$157
Average price / night
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New York City Private Bedroom Near The Free Ferry Boat!
New York City Private Bedroom Near The Free Ferry Boat!
House
Stapleton, NY, USA
8.9k from Oakwood center

Cheap, Accommodations, Parking, Homestays, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
8.1

Very Good

27 reviews

$229
Average price / night
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Cozy Private  1-br Basement Apt  StatenIsland close to NYC Family & Pet Friendly
Cozy Private 1-br Basement Apt StatenIsland close to NYC Family & Pet Friendly
House
Staten Island, NY, 10314, United States
5.5k from Oakwood center

Dryer, Fitness Equipment, Heater, Internet, Laundry, Microwave, No Smoking, Pool, Washer

1 Bedroom2 Guests
New to Booking
$128
Average price / night
Check Availability
Book Cozy King Bed Now 40 Percent OFF Winter Special
Book Cozy King Bed Now 40 Percent OFF Winter Special
Apartment
Carteret, NJ, USA
9.1k from Oakwood center

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

1 Bedroom5 Guests
9.6

Exceptional

11 reviews

$397
Average price / night
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Exclusive Luxurious 3 bedroom Home in the heart of SI
Exclusive Luxurious 3 bedroom Home in the heart of SI
House
Staten Island, NY, 10314, United States
6.1k from Oakwood center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms4 Guests
New to Booking
$259
Average price / night
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Studio by New York Harbor
Studio by New York Harbor
Apartment
Saint George, NY, USA
9.4k from Oakwood center

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

1 Bedroom4 Guests
8.3

Very Good

93 reviews

$98
Average price / night
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Roomy garden apartment close to hospitals, shopping and transportation!
Roomy garden apartment close to hospitals, shopping and transportation!
Apartment
Staten Island, NY, 10312, United States
6.1k from Oakwood center

AC, Heater, Internet, Kitchen, No Smoking, Outdoor Space, Patio, TV

1 Bedroom4 Guests
New to Booking
$202
Average price / night
Check Availability
NYC Apartment by the Harbor
NYC Apartment by the Harbor
Apartment
Saint George, NY, USA
9.4k from Oakwood center

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

2 Bedrooms6 Guests
9.4

Superb

14 reviews

$184
Average price / night
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Medical Residents no cleaning fee Private Entrance Full Brand New Apartment
Medical Residents no cleaning fee Private Entrance Full Brand New Apartment
Apartment
Staten Island, NY, 10314, United States
6.5k from Oakwood center

AC, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$111
Average price / night
Check Availability
Charming apartment in serene Staten Island
Charming apartment in serene Staten Island
Apartment
Staten Island, NY, 10314, United States
7.9k from Oakwood center

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

1 Bedroom2 Guests
6.0

Review score

1 reviews

$76
Average price / night
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6BD 2Ba Charming Home in Staten Island
6BD 2Ba Charming Home in Staten Island
Apartment
Staten Island, NY, 10301, United States
8.4k from Oakwood center

AC, Dryer, Heater, Laundry, No Smoking, Washer

6 Bedrooms2 Guests
New to Booking
$371
Average price / night
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Historic 1886 German Bakery Home Near Ferry & Verrazano
Historic 1886 German Bakery Home Near Ferry & Verrazano
Apartment
Staten Island, NY, 10304, United States
8.4k from Oakwood center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
New to Booking
$117
Average price / night
Check Availability
The Mediterranean House on NYC
The Mediterranean House on NYC
House
Staten Island, NY, 10304, United States
8.5k from Oakwood center

AC, Barbecue, Crib, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
New to Booking
$633
Average price / night
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Charming: Cozy Getaway Apartment
Charming: Cozy Getaway Apartment
Apartment
Staten Island, NY, 10303, United States
8.6k from Oakwood center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking, TV

1 Bedroom3 Guests
New to Booking
$70
Average price / night
Check Availability
One bedroom Apartmnt
One bedroom Apartmnt
Apartment
Staten Island, NY, 10301, United States
8.7k from Oakwood center

Balcony, Barbecue, Breakfast Available, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom2 Guests
4.0

Review score

1 reviews

$66
Average price / night
Check Availability

Other accommodation types in Oakwood:

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 Oakwood.

Oakwood Vacation Rentals on the Map

Frequently Asked Questions

You can explore 55 verified vacation rentals in Oakwood. 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 Oakwood vary depending on the season, property size, and location. Rates typically start from around $66 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 Oakwood 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 Oakwood welcome pets. Currently, 10 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 Oakwood often include amenities such as Fireplace/Heating, Bedding/Linens, and Kitchen. 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.