Discover Your Perfect Redwood Oaks Vacation Homes

Best Vacation Homes in Redwood Oaks

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Redwood Oaks Luxury Rentals

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Redwood Oaks Pet Friendly Vacation Rentals

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Why Choose Rent By Owner for your Redwood Oaks 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 Redwood Oaks Vacation Rentals

Where are the best neighborhoods to stay in Redwood Oaks?

Discover the charming neighborhoods of Redwood Oaks in Redwood City, California, where you can enjoy a peaceful and welcoming atmosphere during your stay. Located close to key local attractions and convenient amenities, Redwood Oaks offers a comfortable setting for travelers seeking relaxation and easy access to the vibrant surroundings of Redwood City. Whether you're exploring the area's natural beauty or looking for a cozy retreat, this neighborhood provides an ideal base for your California adventure. Booking a vacation rental here ensures a seamless experience, combining trustworthy service with the comfort of a home away from home.

Staumbaugh Heller

Located within the vibrant Redwood Oaks area, this neighborhood offers a peaceful setting ideal for those seeking comfort and convenience while exploring Redwood City. Here, you can find a range of well-appointed vacation rentals that provide easy access to the region's local amenities and natural beauty.

View 468+ Rentals in Staumbaugh Heller

West Atherton

Situated in the upscale part of the area, West Atherton is perfect if you're looking for elegant vacation rentals near Redwood City. The neighborhood offers a serene atmosphere combined with proximity to key attractions and scenic views within the region, ensuring a relaxing stay.

View 630+ Rentals in West Atherton

Best Times to Visit Redwood Oaks

When should you plan your Vacation Rentals stay?

Timing your visit to this destination can enhance your experience, so consider the local climate and seasonal trends to find the perfect period for your stay in Redwood Oaks and enjoy all that the area has to offer.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, you can enjoy the pleasant weather with longer daylight hours ideal for exploring this destination.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Autumn offers mild temperatures and less crowded surroundings, making it a great time for outdoor activities in the region.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences cooler weather, providing a more peaceful atmosphere perfect for relaxing in your vacation rentals.

Average Temperature Daytime: 55-65°F - Nighttime: 40-50°F
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Early Spring (March to April)

As spring begins, you’ll find fewer visitors, and the weather starts to warm gradually, offering a quiet respite before the busy summer season.

Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F

Weekly Weather Forecast for Redwood Oaks

How to Book Your Redwood Oaks 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 Redwood Oaks

More Top-Rated Vacation Rentals in Redwood Oaks 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 outdoor seating areas perfect for relaxing and dining al fresco amidst the scenic surroundings.
  • Take advantage of well-maintained gardens or landscaped yards that add natural beauty to your stay.
  • Make use of private patios or decks ideal for morning coffee or evening gatherings.
  • Benefit from spacious yards suitable for outdoor activities or family games.
  • Discover secure and accessible outdoor lighting to enjoy the area after sunset.
  • Explore nearby walking trails or pathways that offer scenic views of the region’s natural landscape.
  • Utilize outdoor parking facilities designed to accommodate your vehicle comfortably and safely.

Top Attractions Around Redwood Oaks

What attractions are nearby?

In this vibrant area, you can enjoy a variety of outdoor activities and explore scenic parks, all just moments away from your Redwood Oaks accommodation in Redwood City, California.

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Family Activities

  • Redwood City Central Park: Explore this expansive park offering playgrounds, scenic walking trails, and picnic spots perfect for family outings in the area.
  • The San Mateo County History Museum: Discover local history through engaging exhibits and interactive displays that are ideal for children and adults alike here.
  • Redwood Shores Parkway: Enjoy a family-friendly bike ride or leisurely stroll along this scenic trail offering picturesque views of the waterfront nearby.
  • Hiller Aviation Museum: Introduce your family to aviation history with captivating aircraft displays and interactive exhibits in close proximity to here.
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Adult Activities

  • Redwood City Downtown Exploration: Discover vibrant dining, boutique shopping, and cultural attractions that showcase the local charm of this lively area.
  • Hiking at Edgewood Park & Natural Preserve: Enjoy scenic trails and panoramic views while immersing yourself in natural beauty just minutes from the comfort of your Redwood Oaks accommodation.
  • Visit the San Mateo County History Museum: Delve into regional history through engaging exhibits conveniently located nearby, perfect for an enriching day out.
  • Wine Tasting Tours: Savor locally curated wines at nearby wineries offering a relaxing escape within the scenic landscape of the region.

Redwood Oaks Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the surrounding natural beauty by spending time on nearby trails for outdoor activities and scenic views unique to this region.
  • Visit Community Events: Check out local gatherings or markets happening here to immerse yourself in the area's vibrant culture and meet fellow visitors.
  • Plan Convenient Transportation: Consider arranging transportation options beforehand to effortlessly explore the wider area, including key attractions and dining spots.
  • Discover Hidden Gems: Seek out lesser-known spots in this destination that offer authentic experiences and a true taste of the region’s charm.

Transportation Options

  • San Francisco Bay Area Rapid Transit (BART): This commuter rail system offers quick and reliable access to surrounding cities, making it easy to explore the region from your vacation rental.
  • Local Bus Services: The area's bus network provides convenient transportation options within Redwood City and to nearby neighborhoods, ideal for short trips around the region.
  • Rideshare Services: Companies like Uber and Lyft operate extensively here, offering flexible and on-demand transportation to reach local attractions or travel to neighboring areas.
  • Car Rentals: Renting a vehicle gives you the freedom to explore beyond here at your own pace, with multiple rental agencies conveniently located in the area.

Local Customs Options

  • Community Celebrations: Locals here embrace annual festivals that showcase the region's rich heritage and foster a strong sense of community spirit.
  • Respect for Nature: Environmental consciousness is deeply valued, with residents often participating in local conservation efforts and outdoor activities respecting the area's natural beauty.
  • Greetings and Politeness: Casual politeness and friendly nods are customary when interacting with neighbors or shop owners throughout this destination.
  • Local Culinary Traditions: Food customs emphasize locally sourced ingredients and family-style dining, reflecting the area's appreciation for its culinary heritage.

Frequently Asked Questions About Redwood Oaks?

1. What are the top vacation rentals in Redwood Oaks?

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

2. How many vacation rentals have private pools in Redwood Oaks?

There are 6 vacation rentals with private pools near Redwood Oaks. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Redwood Oaks are best for families?

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

4. How many Rentbyowner vacation rentals are available in Redwood Oaks?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 485 in the Redwood Oaks 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 Redwood Oaks. 

5. What is the cancellation policy for booking a vacation rental in this area?

Cancellation policies vary depending on the individual listing. You should review the specific terms provided in the rental details or contact the property owner directly to understand their cancellation and refund policies.

6. How do I ensure my reservation in Redwood City is confirmed?

Once you select your preferred dates and submit your booking request, you'll receive a confirmation from the host if the property is available. It's recommended to read through the listing details and communicate with the owner if you have any questions about the reservation process.

7. Are there any specific check-in or check-out procedures at these rentals?

Check-in and check-out procedures are typically outlined in the listing details. Some hosts utilize keyless entry systems or coordinate personalized check-in times. Be sure to review the instructions provided after booking or contact the owner for clarification.

8. What amenities are usually included in vacation rentals in Redwood Oaks?

Amenities vary by listing but commonly include essentials like Wi-Fi, parking, kitchen facilities, and laundry. To confirm the specific amenities offered, please refer to the individual property's description or contact the host directly.

9. How can I get in touch with the host if I have questions before booking?

You can send a direct message through the booking platform to inquire about the property, availability, or any special requests. Hosts are typically responsive and eager to assist potential guests with any questions about their stay.