Discover Your Perfect Oakwood Vacation Homes

Why Choose Rent By Owner for your Oakwood Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Oakwood Vacation Rentals

Where are the best neighborhoods to stay in Oakwood?

When exploring neighborhoods to stay in Staten Island, Oakwood offers a peaceful residential atmosphere combined with convenient access to local amenities. This neighborhood provides an ideal setting for those seeking a relaxed environment while remaining connected to the vibrant attractions of New York City. Whether you prefer the quiet charm of Oakwood or the nearby bustling areas, you'll find that choosing a vacation rental here ensures a comfortable and authentic Staten Island experience tailored to your travel needs.

Richmond

This area offers a peaceful retreat with easy access to Staten Island's natural landscapes, making it an ideal choice for those seeking tranquility during their stay. You'll find that Richmond provides convenient proximity to local amenities and scenic views, enhancing your overall experience.

View 162+ Rentals in Richmond

New Dorp Beach

Here, you can enjoy a relaxed seaside atmosphere while staying close to key transportation links and local attractions. The neighborhood’s charming environment makes it a perfect base for exploring the region’s coastal beauty and vibrant community life.

View 176+ Rentals in New Dorp Beach

New Dorp

In this part of the island, you’ll discover a welcoming neighborhood with convenient access to shopping, dining, and cultural spots. It’s a practical choice for travelers who want to experience local life while enjoying comfortable surroundings.

View 227+ Rentals in New Dorp

Bay Terrace

Strategically situated within Staten Island, Bay Terrace offers ease of access to transportation routes and regional attractions, making it an excellent spot for exploring the broader New York City area. Its suburban ambiance provides a quiet yet accessible environment for your stay.

View 119+ Rentals in Bay Terrace

Great Kills

Known for its scenic waterfront and recreational opportunities, Great Kills is perfect for visitors seeking a peaceful neighborhood with outdoor activities nearby. Staying here puts you close to natural reserves and local parks, enriching your visit to Staten Island.

View 99+ Rentals in Great Kills

Best Times to Visit Oakwood

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, as the area's climate and seasonal events vary throughout the year, making it ideal to select the right time for your ideal vacation in Oakwood, Staten Island, New York.

Peak Season Highlights

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Summer (June to August)

During the summer months, the area experiences warm weather that attracts visitors seeking outdoor activities and local events. This is a popular time for booking vacation rentals as many travelers enjoy the pleasant climate.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and scenic landscapes, making it an ideal period for exploring the region’s natural beauty from your vacation rental. This season tends to draw visitors looking for a more relaxed experience.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

In winter, the area sees fewer travelers due to colder weather, which can mean more affordable rates and less crowded accommodations. It’s a quiet time to enjoy the comfort of your vacation rental.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F
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Early Spring (March to May)

Late winter into early spring features milder temperatures and a quieter atmosphere for those who prefer avoiding peak tourist times. This period offers a great chance to explore at a more leisurely pace, often with better availability.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Oakwood

How to Book Your Oakwood Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Oakwood

More Top-Rated Vacation Rentals in Oakwood Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck, ideal for relaxing or entertaining amidst the area's natural beauty.
  • Take advantage of spacious yards perfect for outdoor activities and family gatherings in this region.
  • Benefit from access to outdoor grills or barbecue stations to enhance your dining experience here.
  • Discover scenic garden spaces or landscaped grounds that provide a tranquil setting during your stay.
  • Make use of nearby walking trails or pathways that allow you to explore the neighborhood’s outdoor scenery.
  • Relax by the outdoor pool or hot tub, available in select vacation rentals here for added comfort.
  • Utilize outdoor parking or covered carports designed to accommodate your vehicle comfortably during your visit.

Top Attractions Around Oakwood

What attractions are nearby?

Explore nearby parks, cultural spots, and recreational activities that make this destination in Staten Island a perfect choice for your next getaway.

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Family Activities

  • Staten Island Greenbelt Trails: Explore scenic walking and biking trails that allow your family to enjoy nature and outdoor adventures within the region's lush greenery.
  • St. George Theatre: Attend family-friendly performances and events at this historic venue, offering entertainment that appeals to all ages.
  • South Shore Golf Course: Try a friendly round of mini-golf or enjoy a relaxing day on the course suitable for both beginners and experienced golfers.
  • Historic Richmond Town: Discover Staten Island's rich history through interactive exhibits and guided tours, providing educational fun for the entire family.
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Adult Activities

  • Staten Island Ferry Ride: Experience stunning views of the New York Harbor and the Statue of Liberty as you travel from the nearby area, offering a scenic and relaxing way to explore the region.
  • Snug Harbor Cultural Center & Botanical Garden: Discover art, history, and lush gardens within this historic cultural hub that provides a peaceful retreat right in the vicinity.
  • Clove Lakes Park: Enjoy walking, picnicking, or birdwatching amidst beautiful lakes and green spaces, perfect for unwinding during your visit here.
  • Richmond County Bank Ballpark: Catch a baseball game or attend special events at this lively sports venue, adding entertainment to your stay in the area.

Other Places to Stay in Oakwood, NY

Oakwood Beach
Oakwood Beach Vacation Rentals
More Places to Stay Near Oakwood

Oakwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Conveniences: Take advantage of nearby grocery stores and dining options to ensure a comfortable and convenient stay in this area.
  • Plan Your Transportation: Utilize local transit options or consider renting a vehicle to easily access attractions around Staten Island and beyond.
  • Discover Outdoor Spaces: Spend time in the region's parks and outdoor areas to enjoy the natural beauty that makes here a relaxing getaway.
  • Check Out Community Events: Stay informed about local happenings to immerse yourself in the culture and experience authentic regional activities.

Transportation Options

  • New York City Subway:** You can easily access the regional transit system from here, providing quick and affordable travel into Manhattan and beyond.
  • Staten Island Ferry:** Enjoy scenic views of the harbor as you commute between this area and Staten Island's downtown, with free ferry rides offering a convenient transportation option.
  • Local Bus Services:** Multiple bus routes connect the neighborhood to surrounding regions, making it simple to explore without a car.
  • Taxi and Rideshare Services:** On-demand taxis and ride-hailing options provide flexible and direct transportation within the region and to nearby destinations.

Local Customs Options

  • Local Seafood Dining Etiquette: When dining in this area, it's customary to appreciate fresh seafood and follow local dining customs that emphasize a relaxed and communal atmosphere.
  • Community Celebrations: Participating in neighborhood festivals and seasonal events is common here, reflecting the community spirit and local traditions of the region.
  • Respect for Residential Privacy: Respect for private homes and quiet neighborhoods is highly valued, especially during evening hours when residents enjoy a peaceful environment.
  • Holiday and Cultural Practices: Engaging in and observing local holiday customs offers an authentic experience, highlighting the area's diverse cultural heritage.

Frequently Asked Questions About Oakwood?

1. What are the top vacation rentals in Oakwood?

There are a lot of options in Oakwood. If you plan on staying in the Oakwood area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oakwood:

2. Which vacation homes in Oakwood are best for families?

If you are looking for a family-friendly vacation home in Oakwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oakwood:

3. How many Rentbyowner vacation rentals are available in Oakwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 129 in the Oakwood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oakwood. 

4. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies depending on the property owner or host. You should review the specific listing details or contact the owner directly to understand the terms and any associated fees.

5. How do I secure my booking at a vacation rental here?

Booking typically requires completing the reservation process through the platform’s secure system, which includes providing payment information and confirming your stay with the owner directly or through the listing interface.

6. Are there any house rules I should be aware of before booking?

Yes, each vacation rental may have its own house rules regarding check-in times, maximum occupancy, pets, and other policies. These details are usually listed on the property page or can be clarified by contacting the owner.

7. What amenities can I expect in vacation rentals in this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, parking, and sometimes additional features like outdoor spaces or laundry. Check the listing for specific amenities offered.

8. Is there a minimum stay requirement for booking a vacation rental in this region?

Minimum stay requirements depend on the individual property and the owner's preferences. These details are specified on each listing, so it’s best to review them carefully before booking.