Monte Sereno Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Monte Sereno vacation rentals

A wooden deck with a white bathtub, wooden pergola, and a blue wall with a sign.

1. Mays Luxury Farm Stays

Mays Luxury Farm Stays
3.0 star property
Los Gatos
8.8 out of 10, Excellent, (41 reviews)
"though a bit off the beaten path--accomodations were great, relaxing after a hard day work on the deck and the welcome addition and unexpected treat of farm fresh eggs!"
United States
Mark
The price is CA $165
CA $293 total
includes taxes & fees
Nov 9 - Nov 10
Mays Luxury Farm Stays
A clear swimming pool with a stone and tile border, surrounded by a wooden fence and various plants.

2. Private Queen Suite with Pool and Hot Tub

Private Queen Suite with Pool and Hot Tub
Willow Glen
10.0 out of 10, Exceptional, (13 reviews)
"Host was great and attentive. Backyard was a lot of fun and very relaxing. I would definitely recommend."
United States
Stephen P.
The price is CA $203
CA $339 total
includes taxes & fees
Nov 15 - Nov 16
Private Queen Suite with Pool and Hot Tub
A room with a white desk, two chairs, a bookshelf, a potted plant, and a blue rug.

3. Luxury stay near Oakridge Mall for vacation/work

Luxury stay near Oakridge Mall for vacation/work
South San Jose
9.8 out of 10, Exceptional, (86 reviews)
"Very clean unit, comfortable beds, AC working fine, well equipped kitchen. Good shower water pressure. Only downside is that wall are thin so we could hear neighbors conversations and walking upstairs. Overall very recommendable"
United States
Gabriel
The price is CA $224
CA $355 total
includes taxes & fees
Nov 10 - Nov 11
Luxury stay near Oakridge Mall for vacation/work
A bedroom with a bed, a sliding door, a window, and a door with frosted glass panels.

4. Charming 1BR Private Retreat 5 Min to Santana Row

Charming 1BR Private Retreat 5 Min to Santana Row
Willow Glen
The price is CA $280
CA $489 total
includes taxes & fees
Nov 9 - Nov 10
Charming 1BR Private Retreat 5 Min to Santana Row
A modern kitchen with white cabinetry, stainless steel appliances, and a herringbone-patterned backsplash.

5. Gourmet Kitchen + Private Front Yard + Parking

Gourmet Kitchen + Private Front Yard + Parking
Burbank
8.2 out of 10, Very good, (34 reviews)
"We had an excellent experience, the property was really clean love the kitchen and the living room area. We loved how peaceful and quiet it was. Communication was fast and easy. shower was too small though . But overall enjoyed the stay"
United States
Sandra
The price is CA $122
CA $248 total
includes taxes & fees
Dec 1 - Dec 2
Gourmet Kitchen + Private Front Yard + Parking
A bedroom with two beds, a ceiling fan, a window with curtains, and a nightstand with a lamp.

6. Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette

Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
Cupertino
9.6 out of 10, Exceptional, (5 reviews)
"This property is located in a residential and quiet neighborhood with a nice park within walking distance! Great place for someone who is traveling by themselves!"
United States
Kevin
The price is CA $196
CA $444 total
includes taxes & fees
Nov 8 - Nov 9
Brand New Private One Bedroom Cottage with a Wet Bar/Kitchenette
A wooden fence with a lattice design, a paved pathway, and a house with a light-colored exterior.

7. Private Willow Glen Studio Guesthouse

Private Willow Glen Studio Guesthouse
Willow Glen
10.0 out of 10, Exceptional, (78 reviews)
"Great location that is close to great restaurants and Santa Clara University."
United States
Kyle R.
The price is CA $186
CA $310 total
includes taxes & fees
Nov 23 - Nov 24
Private Willow Glen Studio Guesthouse
A cozy cabin interior with wooden walls, a sofa, a bench, and large windows offering a view of the forest.

8. Fern River Resort

Fern River Resort
3.0 star property
Felton
9.2 out of 10, Wonderful, (531 reviews)
"The cabin was cozy and location amazing"
United States
Ricardo
The price is CA $133
CA $171 total
includes taxes & fees
Nov 11 - Nov 12
Fern River Resort
A bedroom with a large bed, a desk, a dresser, and a view of the outdoors through a sliding door.

9. Bella Notte, a ZenStay Hotel

Bella Notte, a ZenStay Hotel
4.0 star property
Eastside Santa Cruz
9.6 out of 10, Exceptional, (21 reviews)
"Room was spotless with a lot of nice amenities. The bed was incredibly comfortable as well!"
United States
Julia
The price is CA $131
CA $238 total
includes taxes & fees
Dec 8 - Dec 9
Bella Notte, a ZenStay Hotel
A wooden deck with steps leading to a house with a window and a door.

10. Serene Guest Suite w/ Private Bath and Kitchenette

Serene Guest Suite w/ Private Bath and Kitchenette
Willow Glen
8.6 out of 10, Excellent, (30 reviews)
"Great Stay!"
United States
Christine
The price is CA $82
CA $203 total
includes taxes & fees
Nov 12 - Nov 13
Serene Guest Suite w/ Private Bath and Kitchenette
A room with a wooden floor, a bookshelf with various decorative items, a chair, and a floor lamp.

11. Luxury stay near Santana Row for vacation/business

Luxury stay near Santana Row for vacation/business
West San Jose
9.4 out of 10, Exceptional, (68 reviews)
"Everything was nice and perfect! it felt like our second home and getting thru the city was nice as well. I loved how it was close by to the mall and everything."
United States
Vanessa
The price is CA $224
CA $370 total
includes taxes & fees
Nov 16 - Nov 17
Luxury stay near Santana Row for vacation/business
A modern kitchen with a gas stove, a toaster, and a kettle. There is a dining area with a table and chairs, and a living room with a sofa and a television.

12. Newly remodeled spacious 2bed/2bath with backyard in Willow Glen

Newly remodeled spacious 2bed/2bath with backyard in Willow Glen
Willow Glen
9.4 out of 10, Exceptional, (65 reviews)
"👍"
United States
Anatolii
The price is CA $278
CA $464 total
includes taxes & fees
Nov 9 - Nov 10
Newly remodeled spacious 2bed/2bath with backyard in Willow Glen
An outdoor patio with a round table and wicker chairs, a yellow umbrella, and string lights.

13. Large New Modern Guest House + Laundry + Garden

Large New Modern Guest House + Laundry + Garden
Willow Glen
8.6 out of 10, Excellent, (17 reviews)
"Love the place, made me feel at home."
United States
Carlos wilfredo
The price is CA $145
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
Large New Modern Guest House + Laundry + Garden
A modern living room with a grey sofa, a glass coffee table, and a dark armchair. There is a large window with a view of a building outside.

14. Charming Apartment in the heart of Silicon Valley unit 3

Charming Apartment in the heart of Silicon Valley unit 3
San Jose
9.4 out of 10, Exceptional, (9 reviews)
"Easy stay, walking distance to Santana Row. "
United States
Eric H.
The price is CA $175
CA $280 total
includes taxes & fees
Nov 15 - Nov 16
Charming Apartment in the heart of Silicon Valley unit 3
A wicker sofa with a cushion, a potted plant, and a dining area with a table and chairs in the background.

15. Brand New Guest Suite + Luxurious Bath, Near SJC

Brand New Guest Suite + Luxurious Bath, Near SJC
Burbank
7.8 out of 10, Good, (18 reviews)
"Just a room and a bath in a good locationMet my needs -- would stay there againI recommend it"
United States
Elena L.
The price is CA $80
CA $149 total
includes taxes & fees
Dec 6 - Dec 7
Brand New Guest Suite + Luxurious Bath, Near SJC
An outdoor dining area with wooden tables and chairs, surrounded by greenery and string lights.

16. Santana Row Properties #7 - Silicon Valley Getaway

Santana Row Properties #7 - Silicon Valley Getaway
San Jose
9.8 out of 10, Exceptional, (37 reviews)
"Great location and easy to navigate the area"
United States
Jennifer B.
The price is CA $273
CA $542 total
includes taxes & fees
Nov 15 - Nov 16
Santana Row Properties #7 - Silicon Valley Getaway
An outdoor dining area with wooden tables and chairs, surrounded by greenery and string lights.

17. Santana Row Properties #4 - Silicon Valley Getaway!

Santana Row Properties #4 - Silicon Valley Getaway!
San Jose
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful stay. "
United States
Joey N.
The price is CA $280
CA $578 total
includes taxes & fees
Nov 15 - Nov 16
Santana Row Properties #4 - Silicon Valley Getaway!
A modern living room with a grey sofa, black rug, and a wooden coffee table. A large window provides natural light, and a black metal staircase is visible.

18. Modern style Santana Row loft

Modern style Santana Row loft
San Jose
9.6 out of 10, Exceptional, (12 reviews)
"Great establishment! Will definitely be back!"
United States
Omar
The price is CA $260
CA $576 total
includes taxes & fees
Nov 11 - Nov 12
Modern style Santana Row loft
A living room with a black leather sofa, a blue armchair, and a glass coffee table. There is a plant, a framed picture on the wall, and a floor lamp.

19. Posh place near Santana Row for vacation/business

Posh place near Santana Row for vacation/business
West San Jose
9.6 out of 10, Exceptional, (33 reviews)
"Great place to stay "
United Kingdom
Dan M.
The price is CA $223
CA $369 total
includes taxes & fees
Nov 10 - Nov 11
Posh place near Santana Row for vacation/business
A room with a large abstract painting on the wall, a black shelving unit with potted plants, and a wall clock.

20. Entire Studio Unit 2bed/1bath, Kitchen in San Jose

Entire Studio Unit 2bed/1bath, Kitchen in San Jose
East San Jose
8.0 out of 10, Very good, (14 reviews)
"He is an AMAZING host went above and beyond for me and my friends would book again "
United States
Quiannah G.
The price is CA $112
CA $254 total
includes taxes & fees
Nov 9 - Nov 10
Entire Studio Unit 2bed/1bath, Kitchen in San Jose
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monte Sereno Hotel Reviews

A spacious living area with a staircase, two potted plants, and a seating area with a lamp.
Best Western The Inn Of Los Gatos

Best Western The Inn Of Los Gatos

Best Western The Inn Of Los Gatos
Los Gatos

10/10 Excellent

It was very clean and bed was very comfortable. Breakfast also very good and staff so friendly.
Canada
Theresa
Reviewed November 27, 2025
Best Western The Inn Of Los Gatos

Find out more about Monte Sereno

Everything you need to know about Monte Sereno vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monte Sereno vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monte Sereno vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monte Sereno vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monte Sereno. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monte Sereno vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monte Sereno vacation rentals we have selected for you start as low as CA $80 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monte Sereno rentals

At Expedia, we put the best Monte Sereno vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monte Sereno rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monte Sereno vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monte Sereno. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.