Monte Sereno holiday rentals

We found 807 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Monte Sereno to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a garden and pool. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Monte Sereno

Showing deals for:11 Dec - 18 Dec

Kitchen
Open Plan-Hallway to Kitchen and Family Room
Large Family Room
Frontage View
Exceptional
(71 reviews)

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

San Jose

8% off
AU$4,306
for 7 nights, 1 home
AU$615 per night
includes taxes & fees
Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area
Quiet Private Los Gatos vacation rental home
Quiet Private Magical Los Gatos vacation rental
Quiet Private Los Gatos vacation rental home
Dining
Wonderful
(12 reviews)

Charming Los Gatos–Saratoga–Monte Sereno Vacation House

Los Gatos

8% off
AU$4,109
for 7 nights, 1 home
AU$587 per night
includes taxes & fees
Charming Los Gatos–Saratoga–Monte Sereno Vacation House
Living/outdoor patio
Kitchen
Living Room
Dining
Exceptional
(32 reviews)

Why stay in a Hotel? Gorgeous & Serene 4BR City Escape in San Jose, CA

San Jose

7% off
AU$3,125
for 7 nights, 1 home
AU$446 per night
includes taxes & fees
Why stay in a Hotel? Gorgeous & Serene 4BR City Escape in San Jose, CA
Living area
Living room
Kitchen
Dining Room
Exceptional
(29 reviews)

Bright modern home near Santana Row, Apple

Santa Clara

10% off
AU$3,710
for 7 nights, 1 home
AU$530 per night
includes taxes & fees
Bright modern home near Santana Row, Apple
Private kitchen
Interior
Room
Interior
Exceptional
(17 reviews)

Stunning Stylish Luxury 3BR Santa Clara Home

Santa Clara

8% off
AU$2,961
for 7 nights, 1 home
AU$423 per night
includes taxes & fees
Stunning Stylish Luxury 3BR Santa Clara Home
Exterior
Living room
Kitchen
Dining area
Exceptional
(6 reviews)

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

Boulder Creek

16% off
AU$4,103
for 7 nights, 1 cottage
AU$586 per night
includes taxes & fees
Pets welcome and no check-out chores at Redwood Grove Retreat!
Dining
Outdoor dining
Room
Private kitchen
Exceptional
(24 reviews)

3M's Luxury Home with fast wifi and private garden near Santana Row

Santa Clara

8% off
AU$4,638
for 7 nights, 1 home
AU$663 per night
includes taxes & fees
3M's Luxury Home with fast wifi and private garden near Santana Row
Property grounds
Pool
Living area
Terrace/patio
Exceptional
(8 reviews)

Railway Getaway

San Jose

8% off
AU$2,528
for 7 nights, 1 home
AU$361 per night
includes taxes & fees
Railway Getaway
Kitchen sink with hanging plants, natural light, and serene backyard views.
Property grounds
Living area
Kids love the cozy swing on this private deck — fun and relaxing spot for play
Exceptional
(9 reviews)

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

San Jose

8% off
AU$3,024
for 7 nights, 1 home
AU$432 per night
includes taxes & fees
Family Favorite-Mickey Dream Loft + TREE house, A Tiny Home Adventure
Modern kitchen appliances
Outdoor dining
Interior
Interior
Exceptional
(71 reviews)

Modern 2Bed/1Bath bungalow style suite in Willow Glen

San Jose

6% off
AU$1,883
for 7 nights, 1 home
AU$269 per night
includes taxes & fees
Modern 2Bed/1Bath bungalow style suite in Willow Glen
Dining Room
Kitchen
Master BR
Lving/Family Room with access to outdoor patio and back garden
Exceptional
(49 reviews)

WOW! Better Than A Hotel! SPACIOUS 4BR in SAN JOSE

San Jose

8% off
AU$3,536
for 7 nights, 1 home
AU$505 per night
includes taxes & fees
WOW! Better Than A Hotel! SPACIOUS 4BR in SAN JOSE
Full bath, showing custom tiled shower, glass door
Property grounds
Kitchen with gas stove, dishwasher, microwave, large fridge (not in frame)
Living area with dining table
Exceptional
(10 reviews)

Private apartment in Los Gatos mountains with patio and beautiful view

Los Gatos

17% off
AU$1,682
for 7 nights, 1 apartment
AU$240 per night
includes taxes & fees
Private apartment in Los Gatos mountains with patio and beautiful view
Property grounds
Entire Guest Suite · Private Cozy Suite Los Gatos,Saratoga,Cupertino
Cozy Suite Entrance
Interior
Exceptional
(10 reviews)

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

Los Gatos

8% off
AU$2,441
for 7 nights, 1 apartment
AU$349 per night
includes taxes & fees
Private Cozy Suite in Monte Sereno–Los Gatos • Walking Distance to Downtown
Terrace/patio
Interior
Children’s area
Room
Wonderful
(16 reviews)

Willow Glen Hideaway - Charming Cottage with Hot Tub

San Jose

7% off
AU$1,531
for 7 nights, 1 apartment
AU$219 per night
includes taxes & fees
Willow Glen Hideaway - Charming Cottage with Hot Tub
Exterior detail
Living area
Exterior detail
Living area
Exceptional
(6 reviews)

Charming 2-bedroom Loft on Santana Row with WiFi, AC

San Jose

12% off
AU$3,212
for 7 nights, 1 apartment
AU$459 per night
includes taxes & fees
Charming 2-bedroom Loft on Santana Row with WiFi, AC
Room
Living area
Room
Dining
Excellent
(8 reviews)

Charming and Bright 3Br home in San Jose

San Jose

8% off
AU$3,836
for 7 nights, 1 home
AU$548 per night
includes taxes & fees
Charming and Bright 3Br home in San Jose

  • 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

Choose a holiday rental for your Monte Sereno getaway

Learn about the unique charm of Monte Sereno with a stay in a holiday home rental. This city has something for everyone. SAP Center at San Jose and Levi's Stadium are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Monte Sereno

Are you hoping to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Monte Sereno a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Testarossa Winery (1.7 mi / 2.7 km)
  • Mountain Winery (4.3 mi / 6.9 km)
  • Happy Hollow Park and Zoo (9.4 mi / 15.2 km)
  • California's Great America (11.1 mi / 17.8 km)
  • Raging Waters (12 mi / 19.4 km)
  • Twin Creeks Sports Complex (12.3 mi / 19.8 km)

Exploring the natural landscape of Monte Sereno

Whether you're an active traveller or just want to appreciate the scenery, Monte Sereno is a great spot to appreciate mother nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Hakone Gardens (2.9 mi / 4.7 km)
  • Silicon Valley (7 mi / 11.3 km)
  • Plaza de Cesar Chavez (8.7 mi / 14 km)
  • Santa Cruz Mountains (11.9 mi / 19.1 km)
  • Big Basin Redwoods State Park (14.9 mi / 24 km)
  • Alum Rock Park (15.4 mi / 24.8 km)

How to get to and around Monte Sereno

Fly into San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), the closest airport, located 9.9 mi (15.9 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 23.7 mi (38.2 km) away.

Frequently asked questions

What is the best area to stay in Monte Sereno when booking a holiday rental?
When considering a holiday rental in Monte Sereno, a charming area in California, the neighbourhoods surrounding the scenic hills offer a delightful experience. One of the most appealing areas is the vicinity near the Los Gatos Creek Trail, which provides not only stunning views but also an excellent opportunity for hiking and biking enthusiasts. The lush greenery and serene environment make it a superb retreat for those looking to unwind.Additionally, being close to downtown Los Gatos is a significant advantage, where you can explore a variety of boutique shops, cafes, and restaurants. The picturesque town square and the historic Los Gatos Theatre are popular attractions that enhance the local charm. While the exact number of holiday rental properties in Monte Sereno may vary, the availability tends to be moderate, allowing for a selection that suits different preferences and budgets.
When is the best time to visit Monte Sereno for a holiday rental?
The best time to visit Monte Sereno for a holiday rental is during the peak season from September to November, with October standing out as the most popular month. This time of year is great for those seeking a blend of outdoor activities and cultural experiences, as the weather is pleasantly warm and inviting, with average temperatures ranging from the low 10s to mid-20s Celsius.As autumn sets in, visitors can enjoy hiking the picturesque trails in nearby parks, taking in the vibrant fall foliage, and exploring the charming local vineyards. The comfortable climate allows for leisurely strolls and outdoor dining, making it an ideal time to experience the beauty of the California landscape.For budget-conscious travellers, consider visiting in July, which is typically quieter and offers a different charm. This month allows you to appreciate the area without the hustle and bustle of the peak tourist season, all while enjoying warmer temperatures great for relaxation.
What are the top attractions in Monte Sereno?
In Monte Sereno, visitors can enjoy the serene environment and natural beauty of the region. The neighbourhood is known for its picturesque landscapes and upscale residential areas, making it a tranquil getaway. Nearby, the stunning landscapes of the Santa Cruz Mountains offer ample opportunities for hiking and outdoor activities, with trails that provide breathtaking views of the surrounding scenery.Just a short drive away, Los Gatos boasts a charming downtown area filled with boutique shops, restaurants, and the historic Los Gatos Theatre, where visitors can immerse themselves in local culture. The picturesque Vasona Lake County Park is also nearby, providing a lovely spot for picnics, walking trails, and water activities.For those interested in art and history, the nearby town of Saratoga features the Montalvo Arts Centre, which offers art exhibits and beautiful gardens. Additionally, the area is in proximity to the wineries of the Santa Clara Valley, allowing for delightful wine-tasting experiences amidst scenic vineyards.
Are all fees included in the Monte Sereno holiday homes prices shown on Stayz?
Stayz 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 Monte Sereno holiday homes with parking?
Stayz offers a wide selection of holiday homes in Monte Sereno 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 Monte Sereno holiday homes?
You can find great discounts on holiday homes in Monte Sereno on Stayz, 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 Monte Sereno holiday home booking on Stayz?
To find Monte Sereno holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Monte Sereno?
A long-stay holiday home in Monte Sereno 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 Stayz?
Stayz'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 Monte Sereno holiday home?
Book your Monte Sereno 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Monte Sereno?
Prices for holiday homes in Monte Sereno 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. Stayz offers something for every taste and budget, from affordable homes in Monte Sereno to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.