Redwood Estates holiday homes

We found 215 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Redwood Estates that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Redwood Estates

Showing deals for:8 Jan - 15 Jan

Dining area
Living room
Kitchen
Exterior
Exceptional
(7 reviews)

Pets welcome and no check-out chores at Redwood Grove Retreat!

Boulder Creek

16% off
NZ$5,377
for 7 nights, 1 cottage
NZ$768 per night
includes taxes & fees
Pets welcome and no check-out chores at Redwood Grove Retreat!
Room
Terrace/patio
Exterior
Property grounds
Exceptional
(51 reviews)

Cozy Creekside Cabin in Santa Cruz Mountains

Soquel

8% off
NZ$2,375
for 7 nights, 1 cabin
NZ$339 per night
includes taxes & fees
Cozy Creekside Cabin in Santa Cruz Mountains
Quiet Private Los Gatos vacation rental home
Quiet Private Magical Los Gatos vacation rental
Outdoor dining
Dining
Wonderful
(13 reviews)

Charming Los Gatos–Saratoga–Monte Sereno Vacation House

Los Gatos

8% off
NZ$5,292
for 7 nights, 1 home
NZ$756 per night
includes taxes & fees
Charming Los Gatos–Saratoga–Monte Sereno Vacation House
Living area
Property grounds
Kitchen sink with hanging plants, natural light, and serene backyard views.
Kids love the cozy swing on this private deck — fun and relaxing spot for play
Exceptional
(10 reviews)

Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure

San Jose

8% off
NZ$3,512
for 7 nights, 1 home
NZ$502 per night
includes taxes & fees
Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure
Cozy Suite Entrance
Entire Guest Suite · Private Cozy Suite Los Gatos,Saratoga,Cupertino
Interior
Property grounds
Exceptional
(11 reviews)

Private Cozy Suite in Monte Sereno–Los Gatos • Walking Distance to Downtown

Los Gatos

8% off
NZ$2,981
for 7 nights, 1 apartment
NZ$426 per night
includes taxes & fees
Private Cozy Suite in Monte Sereno–Los Gatos • Walking Distance to Downtown
Living area with dining table
Property grounds
Queen bed, new mattress, desk with view
Kitchen with gas stove, dishwasher, microwave, large fridge (not in frame)
Exceptional
(10 reviews)

Private apartment in Los Gatos mountains with patio and beautiful view

Los Gatos

17% off
NZ$2,142
for 7 nights, 1 apartment
NZ$306 per night
includes taxes & fees
Private apartment in Los Gatos mountains with patio and beautiful view

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Redwood Estates getaway

Learn about the unique charm of Redwood Estates with a stay in a holiday home rental. This city has something for everyone. SAP Center at San Jose and Santa Cruz Beach Boardwalk are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Redwood Estates

Are you hoping to discover attractions to visit in the area? Venture out of your holiday home and experience everything that makes Redwood Estates a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Santa Cruz Beach Boardwalk (13.5 mi / 21.7 km)
  • Mountain Winery (8.3 mi / 13.3 km)
  • Pasatiempo Golf Course (10.9 mi / 17.5 km)
  • Cinnabar Hills Golf Club (13 mi / 20.9 km)
  • Happy Hollow Park and Zoo (13.4 mi / 21.6 km)
  • Seascape Golf Club (14.4 mi / 23.2 km)

Exploring the natural landscape of Redwood Estates

Whether you're an active traveller or just want to take in the scenery, Redwood Estates is a great place to get outside. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Monterey Bay (24.8 mi / 39.9 km)
  • Hakone Gardens (7.2 mi / 11.5 km)
  • Santa Cruz Mountains (8.5 mi / 13.6 km)
  • Silicon Valley (12.3 mi / 19.7 km)
  • New Brighton State Beach (12.7 mi / 20.4 km)
  • University of California Santa Cruz Arboretum (13 mi / 20.9 km)

How to get to and around Redwood Estates

Fly into San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), the closest airport, located 14.9 mi (24.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Watsonville, CA (WVI-Watsonville Municipal), which is 19 mi (30.5 km) away.

Frequently asked questions

What are the top attractions in Redwood Estates?
In Redwood Estates, visitors can enjoy a blend of natural beauty and outdoor activities. The surrounding Santa Cruz Mountains offer breathtaking hiking trails, with popular spots including the nearby Redwood Regional Park, where towering redwoods provide a stunning backdrop for walks and picnics. The area is also known for its proximity to Mount Umunhum, which features hiking paths leading to an observation point that offers panoramic views of the Bay Area.For those interested in local culture, the charming community of Redwood Estates has a small-town feel with local shops and eateries that reflect the laid-back atmosphere of the region. Additionally, the nearby town of Los Gatos boasts a historic downtown area with boutique shopping and dining options, as well as access to more extensive hiking trails in the nearby parks.
Are all fees included in the Redwood Estates holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Redwood Estates holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Redwood Estates with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Redwood Estates holiday homes?
You can find great discounts on holiday homes in Redwood Estates on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Redwood Estates holiday home booking on Bookabach?
To find Redwood Estates holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Redwood Estates?
A long-stay holiday home in Redwood Estates is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Redwood Estates holiday home?
Book your Redwood Estates holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Redwood Estates?
Prices for holiday homes in Redwood Estates vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Redwood Estates to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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