Discover Your Perfect Redwood Estates Vacation Homes

Redwood Estates Luxury Rentals

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9.3 (6 Reviews)
House
Evergreen Escape
  • Air Conditioner
  • Parking
  • Pet Friendly
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Redwood Estates Pet Friendly Vacation Rentals

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9.0 (5 Reviews)
House
Tree Top View Cabin
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
View Availability
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Why Choose Rent By Owner for your Redwood Estates 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.

Best Times to Visit Redwood Estates

When should you plan your Vacation Rentals stay?

To make the most of your stay in this scenic region, consider visiting during the local shoulder seasons when the weather is mild and the area’s natural beauty is at its peak, ensuring a memorable and comfortable vacation experience.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm and pleasant weather, making it ideal for outdoor activities and exploring the natural beauty of the region.

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

Autumn offers mild temperatures and vibrant foliage, creating a picturesque setting that is perfect for enjoying scenic drives and outdoor adventures.

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

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler weather with occasional rain, providing a quiet and peaceful atmosphere for those seeking solitude and relaxation in the area.

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

Early spring features mild temperatures and blooming scenery, offering a quieter period before the summer rush begins, ideal for visiting and enjoying the area's natural tranquility.

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

Weekly Weather Forecast for Redwood Estates

How to Book Your Redwood Estates 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 Estates

More Top-Rated Vacation Rentals in Redwood Estates 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 dining spaces, perfect for savoring meals amidst the scenic surroundings.
  • Benefit from spacious decks or patios that offer stunning views of the natural landscape.
  • Take advantage of private gardens or lawns ideal for relaxing or outdoor activities.
  • Relax by an outdoor fire pit to unwind after exploring the region’s scenic trails.
  • Make use of convenient parking areas within the property grounds for easy access.
  • Experience tranquil outdoor sitting areas designed for enjoying the region’s peaceful environment.
  • Utilize available outdoor grills for preparing delicious meals in the fresh air.

Top Attractions Around Redwood Estates

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and scenic explorations that highlight the natural beauty surrounding your vacation rental in Redwood Estates, Los Gatos, California.

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Family Activities

  • Redwood Grove Trail: Experience a family-friendly walk through towering redwoods, offering an immersive nature experience in this scenic part of the region.
  • Los Gatos Creek Trail: Enjoy biking or strolling along this picturesque trail that follows Los Gatos Creek, perfect for outdoor adventures with children.
  • Vasona Lake County Park: Spend quality time at this popular park featuring paddle boating, playgrounds, and picnic areas near local vacation rentals.
  • Helen Putnam Regional Park: Explore hiking trails and open spaces that provide panoramic views and outdoor fun suitable for families exploring here.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails in the nearby national parks, immersing yourself in the tranquil beauty of the region's lush forests and diverse wildlife.
  • Wine Tasting Experiences: Visit local wineries to enjoy tastings that highlight the area's renowned vineyards and craftsmanship, perfect for a relaxing adult activity.
  • Historic Site Tours: Discover the area's rich history by touring notable landmarks and preserved sites that offer insights into its cultural heritage.
  • Golfing: Play a round at distinguished golf courses in the vicinity, where stunning views and well-designed courses create an ideal setting for enthusiasts.

Other Places to Stay in Redwood Estates, CA

Lexington Hills
Lexington Hills Vacation Rentals
Holy City
Holy City Vacation Rentals
More Places to Stay Near Redwood Estates

Redwood Estates Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the Local Nature Trails: Take advantage of the scenic hiking and biking trails nearby to fully immerse yourself in the natural beauty that defines this destination.
  • Plan Your Visits During Off-Peak Hours: Maximize your experience by visiting popular spots early in the morning or later in the evening when the area is less crowded.
  • Utilize Local Recommendations: Consult with hosts or locals about hidden gems and lesser-known viewpoints to enrich your stay here.
  • Prepare for Varied Weather Conditions: Pack versatile clothing layers to comfortably enjoy outdoor activities regardless of the weather during your visit.

Transportation Options

  • California State Route 17: You can drive along this major highway that connects the area to San Jose and Santa Cruz, offering convenient access for day trips and exploration.
  • Local Bus Services: The regional bus network provides affordable transportation options within the region, making it easy to reach nearby towns and amenities.
  • Private Shuttle Services: For a comfortable and reliable way to get around here, private shuttles operate in the area, connecting you directly to key destinations.
  • Car Rentals: Renting a vehicle is a popular choice for exploring the scenic surroundings of this destination at your own pace, with numerous rental agencies available nearby.

Local Customs Options

  • Respect for Nature and the Forest: Locals here cherish their surrounding redwood forests by practicing sustainable behaviors and maintaining cleanliness, embodying a deep respect for this natural environment.
  • Community Gatherings and Events: Participating in local events, such as seasonal festivals or neighborhood gatherings, is a valued custom that helps visitors connect with residents in this welcoming region.
  • Quiet Hours and Peacefulness: Maintaining a peaceful atmosphere, especially during evening hours, reflects the area's commitment to tranquility and respecting neighbors in this serene destination.
  • Preservation of Local Heritage: Appreciating and observing local traditions and historical sites demonstrates a respect for the area's rich cultural history, which many residents hold dear.

Frequently Asked Questions About Redwood Estates?

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

There are a lot of options in Redwood Estates. If you plan on staying in the Redwood Estates 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 Estates:

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

There are 8 vacation rentals with private pools near Redwood Estates. Top-rated RBO homes that have access to a swimming pool include:

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

If you are looking for a family-friendly vacation home in Redwood Estates, 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 Estates:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 152 in the Redwood Estates 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 Estates. 

5. What is the cancellation policy for vacation rentals in Redwood Estates, Los Gatos?

Cancellation policies vary by listing, so it’s important to review the specific terms provided on the property’s page. Many properties offer flexible options, but some may have stricter conditions. Be sure to read the details carefully or contact the owner directly for clarification.

6. How do I find the best vacation rental deals in Los Gatos?

To discover the most competitive rates, filter your search based on your preferred dates, amenities, and budget. Additionally, booking early or during off-peak times can often provide better savings. Check the listing details for special offers or discounts from the property owners.

7. Are there any house rules I should be aware of when staying here?

Each vacation rental may have its own set of house rules outlined in the listing. These could include policies on pets, smoking, noise levels, or maximum occupancy. Review these guidelines before booking to ensure a comfortable stay for everyone.

8. What amenities are typically included in vacation rentals in this area?

Most properties in the region come with essential amenities such as Wi-Fi, parking, and fully equipped kitchens. Some may also offer additional features like outdoor spaces, fireplaces, or laundry facilities. Details about amenities are listed on each property page.

9. How can I communicate with property owners if I have questions before booking?

You can reach out directly through the messaging platform provided on the listing. This ensures clear communication regarding availability, special requests, or any specific concerns you might have before confirming your reservation.